Name: 1209012-31-6|8,10-Dihydro-s-indaceno[1,2-b:6,7-b']dithiophene|97%
Brand: Ambeed
SKU: A611907
Price: 15.0 USD
Availability: InStock
Rating: 91 (27 reviews)

1
[ 1209012-30-5 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
82%	With water; potassium hydroxide; hydrazine In diethylene glycol at 180℃; for 24h;
60%	With hydrazine hydrate; potassium hydroxide In diethylene glycol at 180℃; for 24h;
60%	With hydrazine hydrate; potassium hydroxide In diethylene glycol at 180℃; for 24h;	1.1 Preparation of Compound A-1 4,9-dihydro-S-indaceno- [1,2-b: 5,6-b '] - dithiophene-4,9- Hydrazine monohydrate (40.05 g, 800 mmol) and potassium hydroxide (44.89 g, 800 mmol) were added to a solution of 4- Mmol) were mixed in diethylene glycol (250 mL), and the mixture was heated at 180 for 24 hours. Thereafter, the above heating was poured into ice-containing ice, followed by washing with water and acetone, filtration to recover the precipitate, and vacuum drying to obtain 4.9-dihydro-S-indaceno- [ 1,2-b: 5,6-b '] - dithiophene (yield: 4,9-dihydro-S-indaceno- [Yield- 60%)

Reference： [1]Zhang, Weimin; Smith, Jeremy; Watkins, Scott E.; Gysel, Roman; McGehee, Michael; Salleo, Alberto; Kirkpatrick, James; Ashraf, Shahid; Anthopoulos, Thomas; Heeney, Martin; McCulloch, Iain [Journal of the American Chemical Society, 2010, vol. 132, # 33, p. 11437 - 11439]
[2]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]
[3]Current Patent Assignee: LG CHEM CO.,LTD. - KR2016/97766, 2016, A Location in patent: Paragraph 0127-0130

2
[ 1209012-31-6 ]
[ 112-82-3 ]
[ 1209012-34-9 ]

Yield	Reaction Conditions	Operation in experiment
71%	With sodium t-butanolate
69%	With tetra-(n-butyl)ammonium iodide; sodium hydroxide In water; toluene at 80℃; for 12h; Inert atmosphere;	2.3.1. Synthesis of tetrahexadecyl-dihydroindacenodithiophene (2) First, 4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene (1) (0.5 g,1.87 mmol) was reacted with 1-bromohexadecane (2.9 mL, 9.3 mmol) ina bi-phase system composed of toluene (20 mL) and aqueous sodium hydroxide (50% w/w, 20 mL) solution using TBAI (0.05 g) as the phase transfer catalyst at 80 °C for 12 h in an argon atmosphere. After diluting the reaction mass with ethyl acetate, the organic fraction was washed with a brine solution followed by water. The separated organic layer was dehydrated over anhydrous magnesium sulfate, and the solvent wasevaporated in a vacuum. The crude product was purified using column chromatography with hexane as an eluent. The yield was 1.48 g (69%).1H NMR (CDCl3, 300 MHz), (ppm): 7.85 (s, 2H), 7.55 (d, 2H), 6.98 (d,2H), 1.87 (t, 8H), 1.26-1.31 (m, 112 H), 0.87-0.90 (t, 12H); 13C NMR(CDCl3, 100 MHz), (ppm): 141.6, 136.2, 133.8, 133.4, 129.7, 126.2,125.5, 53.8, 44.7, 31.8, 30.4, 29.8, 29.5, 24.6, 22.8, and 14.1. Elementalanalysis calculated: C, 82.54; H, 11.95; S, 5.51; found: C, 82.52; H,11.90; S, 5.48.
59%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In dimethyl sulfoxide at 80℃; for 1h; Stage #2: hexadecanyl bromide In dimethyl sulfoxide for 5h; Heating;

Reference： [1]Chen, Hu; Wadsworth, Andrew; Ma, Chun; Nanni, Alice; Zhang, Weimin; Nikolka, Mark; Luci, Alexander M. T.; Perdigão, Luís M. A.; Thorley, Karl J.; Cendra, Camila; Larson, Bryon; Rumbles, Garry; Anthopoulos, Thomas D.; Salleo, Alberto; Costantini, Giovanni; Sirringhaus, Henning; McCulloch, Iain [Journal of the American Chemical Society, 2019, vol. 141, # 47, p. 18806 - 18813]
[2]Bathula, Chinna; Choi, Jong-Hyeok; Henry, Opoku; Jana, Atanu; Jeon, Ji-Hoon; K, Subalakshmi; Kim, Hyun-Seok; Kumar K, Ashok; Rabani, Iqra [Dyes and Pigments, 2021, vol. 184]
[3]Zhang, Weimin; Smith, Jeremy; Watkins, Scott E.; Gysel, Roman; McGehee, Michael; Salleo, Alberto; Kirkpatrick, James; Ashraf, Shahid; Anthopoulos, Thomas; Heeney, Martin; McCulloch, Iain [Journal of the American Chemical Society, 2010, vol. 132, # 33, p. 11437 - 11439]

3
[ 1209012-31-6 ]
[ 143-15-7 ]
[ 1334054-35-1 ]

Yield	Reaction Conditions	Operation in experiment
50%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In dimethyl sulfoxide at 80℃; for 1h; Stage #2: 1-dodecylbromide In dimethyl sulfoxide at 90℃; for 8h;

Reference： [1]Location in patent: experimental part Zhang, Maojie; Guo, Xia; Wang, Xiaochen; Wang, Haiqiao; Li, Yongfang [Chemistry of Materials, 2011, vol. 23, # 18, p. 4264 - 4270]

4
[ 1074-24-4 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: potassium permanganate / pyridine; water / Reflux 1.2: 1.67 h / 90 °C 2.1: sulfuric acid / 72 h / Reflux 3.1: bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butylphenol / toluene / 0.25 h / 100 °C / Inert atmosphere 3.2: 24 h / 100 °C / Inert atmosphere 3.3: 12 h / 20 °C / Inert atmosphere 4.1: potassium hydroxide / water; ethanol / Reflux 5.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 6.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 7.1: potassium hydroxide; hydrazine hydrate / diethylene glycol / 24 h / 180 °C

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

5
[ 13731-82-3 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: sulfuric acid / 72 h / Reflux 2.1: bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butylphenol / toluene / 0.25 h / 100 °C / Inert atmosphere 2.2: 24 h / 100 °C / Inert atmosphere 2.3: 12 h / 20 °C / Inert atmosphere 3.1: potassium hydroxide / water; ethanol / Reflux 4.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 5.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 6.1: potassium hydroxide; hydrazine hydrate / diethylene glycol / 24 h / 180 °C
	Multi-step reaction with 5 steps 1.1: sulfuric acid / water / 25 °C / Reflux; Inert atmosphere 2.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere 3.1: sodium hydroxide / water; methanol / 16 h / Reflux 4.1: phosgene; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Cooling with ice 4.2: 4.5 h / 20 °C / Cooling with ice 5.1: hydrazine; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C / Cooling with ice
	Multi-step reaction with 5 steps 1.1: sulfuric acid / 25 °C / Inert atmosphere; Reflux 2.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere 3.1: sodium hydroxide; water / methanol / 16 h / Reflux 4.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 0 - 20 °C 4.2: 4.5 h / 0 - 20 °C 5.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]
[2]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[3]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

6
[ 1209012-29-2 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 0 - 20 °C 2: potassium hydroxide; hydrazine hydrate / diethylene glycol / 24 h / 180 °C

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

7
[ 18013-97-3 ]
[ 1209012-31-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 106 - 109

8
[ 111-25-1 ]
[ 1209012-31-6 ]
[ 1509939-03-0 ]

Yield	Reaction Conditions	Operation in experiment
85%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With potassium <i>tert</i>-butylate In dimethyl sulfoxide at 80℃; for 1h; Stage #2: 1-bromo-hexane In dimethyl sulfoxide at 85 - 90℃;
	With potassium <i>tert</i>-butylate In dimethyl sulfoxide

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]
[2]Kim, Bumjoon J.; Kim, Eun Ji; Kim, Sang Hyeon; Lee, Hyun Gyeong; Park, Jooho; Ryu, Hwa Sook; Shim, Jae Won; Shin, Sang-Chul; Shin, Tae Joo; Woo, Han Young [Journal of Materials Chemistry A, 2020, vol. 8, # 45, p. 23894 - 23905]

9
[ 915224-39-4 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: potassium hydroxide / water; ethanol / Reflux 2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 3: aluminum (III) chloride / dichloromethane / 0 - 20 °C 4: potassium hydroxide; hydrazine hydrate / diethylene glycol / 24 h / 180 °C

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

10
[ 1209012-28-1 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 2: aluminum (III) chloride / dichloromethane / 0 - 20 °C 3: potassium hydroxide; hydrazine hydrate / diethylene glycol / 24 h / 180 °C
	Multi-step reaction with 2 steps 1.1: phosgene; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Cooling with ice 1.2: 4.5 h / 20 °C / Cooling with ice 2.1: hydrazine; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C / Cooling with ice
	Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 0 - 20 °C 1.2: 4.5 h / 0 - 20 °C 2.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]
[2]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[3]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

11
[ 1209012-31-6 ]
[ 1509939-07-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 85 - 90 °C 2.1: trichlorophosphate / 1,2-dichloro-ethane / 4 h / 0 °C / Inert atmosphere 2.2: 2 h / 20 °C 3.1: N-Bromosuccinimide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 24 h / Inert atmosphere; Reflux

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

12
[ 1209012-31-6 ]
[ 1446707-47-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 85 - 90 °C 2.1: trichlorophosphate / 1,2-dichloro-ethane / 4 h / 0 °C / Inert atmosphere 2.2: 2 h / 20 °C 3.1: N-Bromosuccinimide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 24 h / Inert atmosphere; Reflux 5.1: piperidine / chloroform; acetonitrile / 65 °C / Inert atmosphere

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

13
[ 1209012-31-6 ]
[ 1509939-04-1 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 85 - 90 °C 2.1: trichlorophosphate / 1,2-dichloro-ethane / 4 h / 0 °C / Inert atmosphere 2.2: 2 h / 20 °C

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

14
[ 1209012-31-6 ]
[ 1509939-05-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 85 - 90 °C 2.1: trichlorophosphate / 1,2-dichloro-ethane / 4 h / 0 °C / Inert atmosphere 2.2: 2 h / 20 °C 3.1: N-Bromosuccinimide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

Reference： [1]Cai, Liping; Moehl, Thomas; Moon, Soo-Jin; Decoppet, Jean-David; Humphry-Baker, Robin; Xue, Zhaosheng; Bin, Liu; Zakeeruddin, Shaik M; Graetzel, Michael [Organic Letters, 2014, vol. 16, # 1, p. 106 - 109]

15
[ 75-15-0 ]
[ 18908-66-2 ]
[ 1209012-31-6 ]
C₅₀H₇₄S₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: 3-bromomethylheptane In tetrahydrofuran at 12℃; for 20h;
45%	Stage #1: carbon disulfide; 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: 3-bromomethylheptane In tetrahydrofuran for 24h;	2.1 (1) Preparation of Compound B-2 After adding sodium-t-butoxide (NaOC(CH3)3) (4.13 g, 43 mmol) to Compound B-1(2.5 g, 9.4 mmol)-dissolved tetrahydrofuran (THF) (100 mL), total 2.58 mL of carbon disulfide (CS2) (43 mmol) was added thereto over one hour. After that, 2-ethylhexyl bromide (8.89 mL, 50 mmol) was added thereto, and the result was stirred for 24 hours. After the reaction, ammonium hydroxide (NH4OH) was added thereto to terminate the reaction, the result was extracted with dichloromethane (DCM), and then washed 3 times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 3.63 g of Compound B-2 in a red oil form. (Yield: 45%) FIG. 4 is a diagram showing an MS spectrum of Compound B-2.
45%	Stage #1: carbon disulfide; 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: 3-bromomethylheptane In tetrahydrofuran for 24h;	2.1 (1) Preparation of Compound B-2 After 4.13 g (43 mmol) of sodium-t-butoxide (NaOC(CH3)3) was added to 100 mL of tetrahydrofuran (THF) in which Compound B-1 (2.5 g, 9.4 mmol) was dissolved, a total of 2.58 mL of carbon disulfide (CS2) (43 mmol) was added thereto for 1 hour. Thereafter, 8.89 mL (50 mmol) of 2-ethylhexyl bromide was added thereto, and the resulting mixture was stirred for 24 hours. After the reaction, the reaction was terminated by adding ammonium hydroxide (NH4OH) thereto, and the resulting product was extracted with dichloromethane (DCM), and then washed three times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 3.63 g of Compound B-2 in the form of a red oil. (Yield: 45%) FIG. 4 is a view illustrating an MS spectrum of Compound B-2.

45%	Stage #1: carbon disulfide; 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: 3-bromomethylheptane In tetrahydrofuran for 24h;	2.1 (1) Preparation of Compound B-2 After 4.13 g (43 mmol) of sodium-t-butoxide (NaOC(CH3)3) was added to 100 mL of tetrahydrofuran (THF) in which Compound B-1 (2.5 g, 9.4 mmol) was dissolved, a total of 2.58 mL of carbon disulfide (CS2) (43 mmol) was added thereto for 1 hour. Thereafter, 8.89 mL (50 mmol) of 2-ethylhexyl bromide was added thereto, and the resulting mixture was stirred for 24 hours. After the reaction, the reaction was terminated by adding ammonium hydroxide (NH4OH) thereto, and the resulting product was extracted with dichloromethane (DCM), and then washed three times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 3.63 g of Compound B-2 in the form of a red oil. (Yield: 45%) FIG. 4 is a view illustrating an MS spectrum of Compound B-2.
20%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: 3-bromomethylheptane In tetrahydrofuran at 20℃; for 24h;	2 Preparation of compound 1 Sodium-tert-butoxide (1.65 g, 17.2 mmol) was slowly added to tetrahydrofuran (THF) (20 mL) in which Compound A-1 (1 g, 3.75 mmol) was dissolved. After one hour, carbon disulfide (CS2) (1 mL, 17.2 mmol) was slowly added to the mixture.After one hour, 2-ethylhexyl bromide (3.56 mL, 20 mmol) was added to the mixture, and the mixture was stirred at room temperature for 24 hours.After the reaction, ammonia water was added to terminate the reaction, extraction was performed with dichloromethane, and the organic layer was washed with waterLt; / RTI & gt; The crude compound was purified by column chromatography (stationary phase: silica gel; eluent: hexane) to give a viscousWas isolated as a red oil. (Yield: 20%)

Reference： [1]Lee, Seung-Hoon; Lim, Bogyu; Pei, Mingyuan; Yang, Hoichang; Noh, Yong-Young [Journal of Materials Chemistry C, 2018, vol. 6, # 28, p. 7604 - 7611]
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1 Location in patent: Paragraph 0150; 0151; 0152
[3]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2 Location in patent: Page/Page column 31-32
[4]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2 Location in patent: Page/Page column 31-32
[5]Current Patent Assignee: LG CHEM CO.,LTD. - KR2016/97766, 2016, A Location in patent: Paragraph 0127; 0128; 0131; 0132

16
[ 1209012-31-6 ]
C₅₂H₇₄O₂S₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 1 h 1.3: 20 h / 12 °C 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 24 h / 100 °C
	Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C
	Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C

Reference： [1]Lee, Seung-Hoon; Lim, Bogyu; Pei, Mingyuan; Yang, Hoichang; Noh, Yong-Young [Journal of Materials Chemistry C, 2018, vol. 6, # 28, p. 7604 - 7611]
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1
[3]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2

17
[ 1209012-31-6 ]
C₇₆H₈₂N₄O₂S₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 1 h 1.3: 20 h / 12 °C 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 24 h / 100 °C 3.1: pyridine / chloroform / 24 h / Inert atmosphere; Reflux
	Multi-step reaction with 3 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C 3.1: pyridine / chloroform / 24 h / Inert atmosphere; Reflux
	Multi-step reaction with 3 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C 3.1: pyridine / chloroform / 24 h / Inert atmosphere; Reflux

Reference： [1]Lee, Seung-Hoon; Lim, Bogyu; Pei, Mingyuan; Yang, Hoichang; Noh, Yong-Young [Journal of Materials Chemistry C, 2018, vol. 6, # 28, p. 7604 - 7611]
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1
[3]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2

18
[ 75-15-0 ]
[ 59965-20-7 ]
[ 1209012-31-6 ]
C₅₈H₉₀S₆ [ No CAS ]

Reference： [1]Journal of Materials Chemistry C,2018,vol. 6,p. 7604 - 7611

19
[ 59965-20-7 ]
[ 1209012-31-6 ]
C₆₀H₉₀O₂S₆ [ No CAS ]

Reference： [1]Journal of Materials Chemistry C,2018,vol. 6,p. 7604 - 7611

20
2,5-dithien-2-yl-1,4-benzenedimethanol [ No CAS ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
21%	With trifluorormethanesulfonic acid at -7℃; for 6h;	2 Compound 3 Triflic acid (30 cm3, 370 mmol) was cooled with an acetone-ice bath for 10 minutes(-7 °C external). 2,5-Dithien-2-yl-1,4-benzenedimethanol (1.51 g, 5.0 mmol) wasadded, in small fractions, to the stirred acid with cooling. The mixture was stirred with the cooling bath for 6 hours and then poured onto 100 g of crushed ice and the solid collected by filtration. The solid was washed with water (100 cm3), saturated aqueous sodium acetate (100 cm3), water (100 cm3) and methanol (100cm3). The solid was boiled in chloroform (75 cm3) and then suction-filtered through a silica pad. The solvent was removed in vacuo to give compound 3 (277 mg, 21%) as a pale-yellow solid.1H-NMR (400 MHz, CDCI3) 7.54 (2H, s), 7.22 (2H, d, J 4.9), 7.05 (2H, d, J 4.9), 3.67(4H, s).

Reference： [1]Current Patent Assignee: FLEXENABLE LIMITED - WO2019/11826, 2019, A1 Location in patent: Page/Page column 21

21
[ 1209012-31-6 ]
[ 108-94-1 ]
C₂₈H₂₆S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With potassium <i>tert</i>-butylate In tetrahydrofuran; <i>tert</i>-butyl alcohol at 22 - 60℃; for 3h; Inert atmosphere;	3 Intermediate 1 General procedure: To a suspension of s-indaceno[1 ,2-i :5,6-i ]dithiophene (5.46 g, 20.0 mmol) in anhydrous tetrahydrofuran (100 cm3) was added 2-hexyldecanal (10.6 g, 44.0 mmol). The mixture was degassed by bubbling nitrogen for 20 minutes. Potassium terf-butoxide solution (25 cm3, 25 mmol, 1 .0 M in terf-butanol) was added dropwise over 15 minutes. The solution was stirred at 22 °C for 17 hours followed by the addition of acetic acid (10 cm3). The solution was concentrated in vacuo. Methanol (100 cm3) was added to the residue and the mixture left standing for 30 minutes. The solid was collected by filtration, washed with methanol and purified by column chromatography (40-60 petrol) to give intermediate 1 (12.9 g, 97%) as a bright yellow solid. 1H NMR (CDCIs, 300 MHz) 7.67 (2H, s), 7.36 (2H, d, J 6.0), 7.26 (2H, d, J 6.0), 6.38 (2H, d, J 9.0), 2.97 - 3.14 (2H, m), 1 .59 - 1 .74 (4H, m), 1 .15 - 1 .58 (44H, m), 0.80 - 0.94 (12H, m).

Reference： [1]Current Patent Assignee: RAYNERGY TEK INCORPORATION - WO2019/86400, 2019, A1 Location in patent: Page/Page column 131-132; 136-137

22
[ 123-19-3 ]
[ 1209012-31-6 ]
C₃₀H₃₄S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
42%	With potassium <i>tert</i>-butylate In tetrahydrofuran; <i>tert</i>-butyl alcohol at 60℃; for 4h; Inert atmosphere;	3 Intermediate 1 General procedure: To a suspension of s-indaceno[1 ,2-i :5,6-i ]dithiophene (5.46 g, 20.0 mmol) in anhydrous tetrahydrofuran (100 cm3) was added 2-hexyldecanal (10.6 g, 44.0 mmol). The mixture was degassed by bubbling nitrogen for 20 minutes. Potassium terf-butoxide solution (25 cm3, 25 mmol, 1 .0 M in terf-butanol) was added dropwise over 15 minutes. The solution was stirred at 22 °C for 17 hours followed by the addition of acetic acid (10 cm3). The solution was concentrated in vacuo. Methanol (100 cm3) was added to the residue and the mixture left standing for 30 minutes. The solid was collected by filtration, washed with methanol and purified by column chromatography (40-60 petrol) to give intermediate 1 (12.9 g, 97%) as a bright yellow solid. 1H NMR (CDCIs, 300 MHz) 7.67 (2H, s), 7.36 (2H, d, J 6.0), 7.26 (2H, d, J 6.0), 6.38 (2H, d, J 9.0), 2.97 - 3.14 (2H, m), 1 .59 - 1 .74 (4H, m), 1 .15 - 1 .58 (44H, m), 0.80 - 0.94 (12H, m).

Reference： [1]Current Patent Assignee: RAYNERGY TEK INCORPORATION - WO2019/86400, 2019, A1 Location in patent: Page/Page column 131-132; 137

23
[ 1209012-31-6 ]
[ 13893-35-1 ]
C₄₈H₇₀S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With potassium <i>tert</i>-butylate In tetrahydrofuran; <i>tert</i>-butyl alcohol at 22℃; for 17h; Inert atmosphere;	1 Intermediate 1 To a suspension of s-indaceno[1 ,2-i :5,6-i ]dithiophene (5.46 g, 20.0 mmol) in anhydrous tetrahydrofuran (100 cm3) was added 2-hexyldecanal (10.6 g, 44.0 mmol). The mixture was degassed by bubbling nitrogen for 20 minutes. Potassium terf-butoxide solution (25 cm3, 25 mmol, 1 .0 M in terf-butanol) was added dropwise over 15 minutes. The solution was stirred at 22 °C for 17 hours followed by the addition of acetic acid (10 cm3). The solution was concentrated in vacuo. Methanol (100 cm3) was added to the residue and the mixture left standing for 30 minutes. The solid was collected by filtration, washed with methanol and purified by column chromatography (40-60 petrol) to give intermediate 1 (12.9 g, 97%) as a bright yellow solid. 1H NMR (CDCIs, 300 MHz) 7.67 (2H, s), 7.36 (2H, d, J 6.0), 7.26 (2H, d, J 6.0), 6.38 (2H, d, J 9.0), 2.97 - 3.14 (2H, m), 1 .59 - 1 .74 (4H, m), 1 .15 - 1 .58 (44H, m), 0.80 - 0.94 (12H, m).

Reference： [1]Current Patent Assignee: RAYNERGY TEK INCORPORATION - WO2019/86400, 2019, A1 Location in patent: Page/Page column 131-132

24
[ 1209012-31-6 ]
[ 13893-35-1 ]
C₅₀H₇₀O₂S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium <i>tert</i>-butylate / tetrahydrofuran; <i>tert</i>-butyl alcohol / 17 h / 22 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 2 h / 23 °C

Reference： [1]Current Patent Assignee: RAYNERGY TEK INCORPORATION - WO2019/86400, 2019, A1

25
[ 1209012-31-6 ]
[ 112-82-3 ]
4,4,9,9-tetrahexadecyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene-2,7-dicarbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium t-butanolate 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C / Inert atmosphere 2.2: 6 h / -78 - 20 °C

Reference： [1]Chen, Hu; Wadsworth, Andrew; Ma, Chun; Nanni, Alice; Zhang, Weimin; Nikolka, Mark; Luci, Alexander M. T.; Perdigão, Luís M. A.; Thorley, Karl J.; Cendra, Camila; Larson, Bryon; Rumbles, Garry; Anthopoulos, Thomas D.; Salleo, Alberto; Costantini, Giovanni; Sirringhaus, Henning; McCulloch, Iain [Journal of the American Chemical Society, 2019, vol. 141, # 47, p. 18806 - 18813]

26
[ 1209012-31-6 ]
[ 134413-60-8 ]
4,4,9,9-tetrakis(12-tert-butyldimethylsiloxydodecyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene; (12-bromododecyloxy)(tert-butyl)dimethylsilane With sodium iodide In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 50 - 100℃; for 17h;	4,4,9,9-Tetrakis(12-fe/f-butyldimethylsiloxydodecyl)-4,9-dihydro-s- indacenoM ,2-b:5,6-b'1dithiophene A mixture of 4,9-dihydro-s-indaceno[1 ,2-b:5,6-b']dithiophene (800 mg, 3.00 mmol), anhydrous A/,/V-dimethylformamide (30 cm3), (12- bromododecyloxy)-fe/f-butyldimethylsilane (5.698 g, 15.02 mmol) and sodium iodide (100 mg, 0.667 mmol) was degassed by bubbling nitrogen for 30 minutes, followed by the addition of sodium hydride (601 mg, 15.0 mmol, 60% dispersion in mineral oil). The mixture was stirred at 50 °C for 1 hour and at 100 °C for 16 hours. The mixture was cooled to 23 °C then the volatiles removed in vacuo . Petroleum ether (80-100 °C, 50 cm3) was added and the mixture was filtered through Celite. The filtrate was purified by chromatography on silica (20% dichloromethane in petroleum ether 40- 60 °C) to give the titled product (2.62 g, 60%) as a yellow oil. 1H NMR (400 MHz, CDCIs) 7.30 (s, 1 H), 7.26 (d, J = 4.8 Hz, 1 H), 6.96 (d, J = 4.8 Hz, (0734) 1 H), 3.55 (t, J = 6.6 Hz, 4H), 1 .97 (ddd, J = 13.1 , 10.9, 5.6 Hz, 2H), 1 .85 (ddd, J = 13.2, 10.7, 5.6 Hz, 2H), 1 .48 - 1 .39 (m, 4H), 1.33 - 1 .01 (m, (0735) 32H), 0.86 (s, 18H), 0.83 - 0.73 (m, 4H), 0.01 (s, 12H). 13C NMR (101 MHz, CD2CI2) 155.81 , 153.85, 142.15, 136.22, 126.80, 122.32, 1 13.72, 63.78, 39.71 , 33.51 , 30.58, 30.25, 30.19, 30.16, 30.04, 29.96, 26.46, (0736) 26.42, 26.33, 24.79, 18.80, -4.99.

Reference： [1]Current Patent Assignee: MERCK KGAA - WO2020/161052, 2020, A1 Location in patent: Page/Page column 177

27
[ 1209012-31-6 ]
[ 98008-53-8 ]
4,4,9,9-tetrakis(11-tert-butyldimethylsiloxyundecyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene; 11-(dimethyl-t-butylsilyloxy)undecyl bromide With sodium iodide In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20 - 100℃; for 16.5h;	4,4,9,9-Tetrakisd 1 -fe/f-butyldimethylsiloxyundecyl)-4,9-dihvdro-s- indacenoM , 2-6:5, 6-6'1dithiophene A mixture of 4,9-dihydro-s-indaceno[1 , 2-6:5, 6-£>']dithiophene (2.000 g, 7.508 mmol), anhydrous A/,/V-dimethylformamide (60 cm3), (1 1 - bromoundecyloxy)-fe/f-butyldimethylsilane (13.72 g, 37.54 mmol) and sodium iodide (100 mg, 0.667 mmol) was degassed by bubbling nitrogen for 30 minutes, followed by the addition of sodium hydride (1.50 g, 37.5 mmol, 60% dispersion in mineral oil). The mixture was stirred at 20 °C for 0.5 hours and at 100 °C for 16 hours. The mixture was cooled to 20 °C then the volatiles removed in vacuo. Petroleum ether (40-60 °C, 100 cm3) was added and the mixture filtered through Celite. The volatiles removed in vacuo and the residue purified by chromatography on silica (30% dichloromethane in petroleum ether 40-60 °C) to give the titled compound (5.21 g, 49%) as a thick yellow oil. 1H NMR (400 MHz, CDCIs) 7.27 (s, (0716) 1 H), 7.25 (d, J = 4.8 Hz, 1 H), 6.96 (d, J = 4.8 Hz, 1 H), 3.58 (dt, J = 9.6, 6.7 Hz, 4H), 1.97 (ddd, J = 13.1 , 11.0, 5.4 Hz, 2H), 1.83 (ddd, J = 13.2, 10.9, 5.5 Hz, 2H), 1.54 - 1.43 (m, 4H), 1.35 - 1.04 (m, 28H), 0.89 (s, 18H), 0.79 (m, 4H), 0.04 (s, 12H).

Reference： [1]Current Patent Assignee: MERCK KGAA - WO2020/161052, 2020, A1 Location in patent: Page/Page column 173-174

28
[ 1209012-31-6 ]
[ 1119-51-3 ]
C₃₆H₄₂S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With potassium <i>tert</i>-butylate In dimethyl sulfoxide at 80℃; for 1h; Inert atmosphere; Stage #2: bromopentene at 85 - 90℃; for 12h; Inert atmosphere;	1 Under the protection of nitrogen, A (2.66 g, 10 mmol) was dissolved in anhydrous dimethyl sulfoxide (50 ml), potassium tert-butoxide (8.98 g, 80 mmol) was added three times, and the reaction was carried out at 80°C for 1 hour. Then 5-bromopent-1-ene (11.92, 80 mmol) was added dropwise, and reacted at 85-90°C for 12 hours. The reaction was quenched by adding water, extracted three times with ethyl acetate, and washed several times with distilled water. Using petroleum ether as the eluent, it was further purified by silica gel chromatography to obtain a light yellow solid (3.23 g, yield 60%)
	With potassium <i>tert</i>-butylate In dimethyl sulfoxide

Reference： [1]Current Patent Assignee: SOUTH CHINA UNIVERSITY OF TECHNOLOGY - CN111423464, 2020, A Location in patent: Paragraph 0057; 0066-0069
[2]Qiu, Rihang; Wu, Zhuhao; Li, Suhan; Jiang, Haiying; Wang, Qian; Chen, Yinchu; Liu, Xuanchen; Zhang, Lianjie; Chen, Junwu [Science China Chemistry, 2021, vol. 64, # 7, p. 1208 - 1218]

29
[ 75-15-0 ]
[ 1209012-31-6 ]
C₁₁H₁₇BrS [ No CAS ]
C₆₂H₇₄S₁₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: C₁₁H₁₇BrS In tetrahydrofuran for 24h;	4.1 (1) Preparation of Compound B-4 After adding sodium-t-butoxide (NaOC(CH3)3) (2.1 g, 21.85 mmol) to a solution dissolving Compound B-1 (1.25 g, 4.7 mmol) in tetrahydrofuran (THF) (100 mL), the result was reacted for 1 hour, and then 1.31 mL of carbon disulfide (CS2) (21.85 mmol) was added thereto. After that, the result was reacted for 1 hour, then Compound C-3 (6.53 g, 25 mmol) was added thereto, and the result was stirred for 24 hours. After the reaction, ammonium hydroxide (NH4OH) was added thereto to terminate the reaction, the result was extracted with dichloromethane (DCM), and then washed 3 times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 2.15 g of Compound B-4 in a red viscous oil form. (Yield: 40%) (LCQ MS: 1140.1 g/mol)
40%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: C₁₁H₁₇BrS In tetrahydrofuran for 24h;	4.1 (1) Preparation of Compound B-4 After 2.1 g (21.85 mmol) of sodium-t-butoxide (NaOC(CH3)3) was added to a solution in which Compound B-1 (1.25 g, 4.7 mmol) was dissolved in 100 mL of tetrahydrofuran (THF) and the resulting mixture was reacted for 1 hour, 1.31 mL of carbon disulfide (CS2) (21.85 mmol) was added thereto. After the reaction for 1 hour. Compound C-3 (6.53 g, 25 mmol) was added thereto, and the resulting mixture as stirred for 24 hours. After the reaction, the reaction was terminated by adding ammonium hydroxide (NH4OH) thereto, and the resulting product was extracted with dichloromethane (DCM), and then washed three times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 2.15 g of Compound B-4 in the form of a red viscous oil. (Yield: 40%) (LCQ MS: 1,140.1 g/mol)
40%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: C₁₁H₁₇BrS In tetrahydrofuran for 24h;	4.1 (1) Preparation of Compound B-4 After 2.1 g (21.85 mmol) of sodium-t-butoxide (NaOC(CH3)3) was added to a solution in which Compound B-1 (1.25 g, 4.7 mmol) was dissolved in 100 mL of tetrahydrofuran (THF) and the resulting mixture was reacted for 1 hour, 1.31 mL of carbon disulfide (CS2) (21.85 mmol) was added thereto. After the reaction for 1 hour. Compound C-3 (6.53 g, 25 mmol) was added thereto, and the resulting mixture as stirred for 24 hours. After the reaction, the reaction was terminated by adding ammonium hydroxide (NH4OH) thereto, and the resulting product was extracted with dichloromethane (DCM), and then washed three times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 2.15 g of Compound B-4 in the form of a red viscous oil. (Yield: 40%) (LCQ MS: 1,140.1 g/mol)

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1 Location in patent: Paragraph 0167; 0168
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2 Location in patent: Page/Page column 36-37
[3]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2 Location in patent: Page/Page column 36-37

30
[ 75-15-0 ]
[ 60982-72-1 ]
[ 1209012-31-6 ]
C₇₀H₈₂S₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: 4-hexylbenzyl bromide In tetrahydrofuran for 24h;	6.1 (1) Preparation of Compound B-6 After adding sodium-t-butoxide (NaOC(CH3)3) (2.1 g, 21.85 mmol) to a solution dissolving Compound B-1 (1.25 g, 4.7 mmol) in tetrahydrofuran (THF) (100 mL), the result was reacted for 1 hour. After the reaction, 1.31 mL of carbon disulfide (CS2) (21.85 mmol) was added thereto, and the result was reacted for 1 hour. After that, Compound C-5 (6.38 g, 25 mmol) was added thereto, and the result was stiffed for 24 hours. After the reaction, ammonium hydroxide (NH4OH) was added thereto to terminate the reaction, the result was extracted with dichloromethane (DCM), and then washed 3 times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 2.5 g of Compound B-6 in a red viscous oil form. (Yield: 48%) (LCQ MS: 1115.3 g/mol)
48%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: 4-hexylbenzyl bromide In tetrahydrofuran for 24h;	7.1 (1) Preparation of Compound B-6 After 2.1 g (21.85 mmol) of sodium-t-butoxide (NaOC(CH3)3) was added to a solution in which Compound B-1 (1.25 g, 4.7 mmol) was dissolved in 100 mL of tetrahydrofuran (THF), the resulting mixture was reacted for 1 hour. After the reaction, 1.31 mL of carbon disulfide (CS2) (21.85 mmol) was added thereto, and the resulting mixture was reacted for 1 hour. Thereafter, Compound C-5 (6.38 g, 25 mmol) was added thereto, and the resulting mixture was stirred for 24 hours. After the reaction, the reaction was terminated by adding ammonium hydroxide (Na4OH) thereto, and the resulting product was extracted with dichloromethane (DCM), and then washed three times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 2.5 g of Compound B-6 in the form of a red viscous oil. (Yield: 48%) (LCQ MS: 1,115.3 g/mol)
48%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium t-butanolate In tetrahydrofuran for 1h; Stage #2: carbon disulfide In tetrahydrofuran for 1h; Stage #3: 4-hexylbenzyl bromide In tetrahydrofuran for 24h;	7.1 (1) Preparation of Compound B-6 After 2.1 g (21.85 mmol) of sodium-t-butoxide (NaOC(CH3)3) was added to a solution in which Compound B-1 (1.25 g, 4.7 mmol) was dissolved in 100 mL of tetrahydrofuran (THF), the resulting mixture was reacted for 1 hour. After the reaction, 1.31 mL of carbon disulfide (CS2) (21.85 mmol) was added thereto, and the resulting mixture was reacted for 1 hour. Thereafter, Compound C-5 (6.38 g, 25 mmol) was added thereto, and the resulting mixture was stirred for 24 hours. After the reaction, the reaction was terminated by adding ammonium hydroxide (Na4OH) thereto, and the resulting product was extracted with dichloromethane (DCM), and then washed three times with water. The product was purified through chromatography using a silica gel column using hexane as an eluent to obtain 2.5 g of Compound B-6 in the form of a red viscous oil. (Yield: 48%) (LCQ MS: 1,115.3 g/mol)

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1 Location in patent: Paragraph 0175; 0176
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2 Location in patent: Page/Page column 43
[3]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2 Location in patent: Page/Page column 43

31
[ 60982-72-1 ]
[ 1209012-31-6 ]
C₇₂H₈₂O₂S₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 1 h 1.3: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C
	Multi-step reaction with 2 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 1 h 1.3: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2

32
[ 1209012-31-6 ]
C₆₂H₈₄N₂O₂S₁₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C 3.1: piperidine / chloroform / 24 h / Inert atmosphere; Reflux
	Multi-step reaction with 3 steps 1.1: sodium t-butanolate / tetrahydrofuran / 1 h 1.2: 24 h 2.1: trichlorophosphate / 1 h / 0 °C 2.2: 48 h / 100 °C 3.1: piperidine / chloroform / 24 h / Inert atmosphere; Reflux

Reference： [1]Current Patent Assignee: LG CHEM CO.,LTD. - US2020/301230, 2020, A1
[2]Current Patent Assignee: LG CHEM CO.,LTD. - US11158818, 2021, B2

33
[ 18014-00-1 ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere 2.1: sodium hydroxide / water; methanol / 16 h / Reflux 3.1: phosgene; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Cooling with ice 3.2: 4.5 h / 20 °C / Cooling with ice 4.1: hydrazine; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C / Cooling with ice
	Multi-step reaction with 4 steps 1.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere 2.1: sodium hydroxide; water / methanol / 16 h / Reflux 3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 0 - 20 °C 3.2: 4.5 h / 0 - 20 °C 4.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[2]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

34
dimethyl 2,5-di(2-thienyl)terephthalate [ No CAS ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; methanol / 16 h / Reflux 2.1: phosgene; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Cooling with ice 2.2: 4.5 h / 20 °C / Cooling with ice 3.1: hydrazine; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C / Cooling with ice
	Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / methanol / 16 h / Reflux 2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 0 - 20 °C 2.2: 4.5 h / 0 - 20 °C 3.1: hydrazine hydrate; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[2]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

35
C₁₆H₁₀O₂S₂ [ No CAS ]
[ 1209012-31-6 ]

Yield	Reaction Conditions	Operation in experiment
55%	With potassium hydroxide; hydrazine In diethylene glycol at 160 - 170℃; for 24h; Cooling with ice;	2 Preparation method of compound 16: The preparation method of compound 16: After mixing compound 15 (5g, 17.0 mmol) and 250 mL diethylene glycol,Add hydrazine hydrate (N 2H 4H 2O) (6.8 g, 136 mmol)After reacting with potassium hydroxide (19.1 g, 340 mmol), heat to 160~170 oC for 24 hours. After cooling to room temperature, the reactant was poured into ice-cold hydrochloric acid aqueous solution, the filtered solid was rinsed with acetone and water, and the brown solid compound 16 (2.5 g, yield: 55%) was obtained after vacuum drying.
55%	With hydrazine hydrate; potassium hydroxide In diethylene glycol at 160 - 170℃; for 24h;	2 Preparation method of compound 16 Compound 15 (5G, 17.0mmol) and 250mLof diethylene glycol (diethylene glycol) After mixing, added with hydrazine hydrate(N2H4·H2O) (6.8g, 136mmol) and potassium hydroxide (19.1g, 340mmol), heat to 160~170°CReact for 24 hours.After cooling down to room temperature, pour the reactant into ice-cold hydrochloric acid aqueous solution, filter the solid and rinse with acetone and water.After drying, a brown solid compound 16 (2.5g, yield: 55%) was obtained.

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B Location in patent: Paragraph 0035-0037
[2]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A Location in patent: Paragraph 0103; 0107; 0116-0119

36
[ 1209012-31-6 ]
2,7-dibromo-4,4,9,9-tetraoctyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']bisthiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium <i>tert</i>-butylate / tetrahydrofuran / 16 h / Cooling with ice 2: N-Bromosuccinimide / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
	Multi-step reaction with 2 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 12 h / 80 °C 2.1: N-Bromosuccinimide / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
	Multi-step reaction with 2 steps 1: potassium <i>tert</i>-butylate / tetrahydrofuran / 16 h / 0 - 20 °C 2: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[2]Kafourou, Panagiota; Park, Byoungwook; Luke, Joel; Tan, Luxi; Panidi, Julianna; Glöcklhofer, Florian; Kim, Jehan; Anthopoulos, Thomas D.; Kim, Ji-Seon; Lee, Kwanghee; Kwon, Sooncheol; Heeney, Martin [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5970 - 5977][Angew. Chem., 2021, vol. 133, # 11, p. 6035 - 6042,8]
[3]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

37
[ 1209012-31-6 ]
C₅₆H₇₆Cl₂S₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: potassium <i>tert</i>-butylate / tetrahydrofuran / 16 h / Cooling with ice 2: N-Bromosuccinimide / tetrahydrofuran / 2 h / 20 °C / Cooling with ice 3: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 16 h / Reflux; Inert atmosphere
	Multi-step reaction with 3 steps 1: potassium <i>tert</i>-butylate / tetrahydrofuran / 16 h / 0 - 20 °C 2: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C 3: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 16 h / Reflux; Inert atmosphere

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[2]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

38
[ 1209012-31-6 ]
C₅₈H₇₆Cl₂O₂S₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: potassium <i>tert</i>-butylate / tetrahydrofuran / 16 h / Cooling with ice 2: N-Bromosuccinimide / tetrahydrofuran / 2 h / 20 °C / Cooling with ice 3: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 16 h / Reflux; Inert atmosphere 4: trichlorophosphate / 1,2-dichloro-ethane / 16 h / Cooling with ice; Reflux
	Multi-step reaction with 4 steps 1: potassium <i>tert</i>-butylate / tetrahydrofuran / 16 h / 0 - 20 °C 2: N-Bromosuccinimide / tetrahydrofuran / 2 h / 0 - 20 °C 3: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 16 h / Reflux; Inert atmosphere 4: trichlorophosphate / 1,2-dichloro-ethane / 16 h / 0 °C / Reflux

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B
[2]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A

39
[ 111-83-1 ]
[ 1209012-31-6 ]
4,4,9,9-tetraoctyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With potassium-t-butoxide In tetrahydrofuran for 16h; Cooling with ice;	2 Preparation method of compound 17: Add compound 16 (1 g, 3.8 mmol) to 50 mL of tetrahydrofuran (THF). Under an ice bath, first drop potassium tert-butoxide (KOtBu) (4.2 g, 37.5 mmol) and bromooctane (C 8H 17Br) (3.9 mL, 22.5 mmol) into the reaction, then remove the ice bath and return to the chamber Warm stirring for 16 hours. Add 50 mL of water and 50 mL of dichloromethane for extraction and washing twice, then dry with anhydrous magnesium sulfate, and concentrate to remove the solvent. Finally, it was purified by silica gel column chromatography (n-heptane as the eluent), and dried in vacuum to obtain yellow solid compound 17 (1.8 g, yield: 67%).
67%	With potassium-t-butoxide In tetrahydrofuran at 0 - 20℃; for 16h;	2 Preparation method of compound 17 Compound 16 (1g, 3.8mmol) was added to 50mL oftetrahydrofuran (THF).Put potassium tert-butoxide under ice bath(KOtBu) (4.2g, 37.5mmol) and bromooctane (C8H17Br) (3.9mL, 22.5mmol) were dropped into the reaction, and then the ice bath was removed.Stir at room temperature for 16 hours.Add 50mLwater and 50mLdichloromethane to extract and wash twice, then dry with anhydrous magnesium sulfate, and concentrateShrink to remove the solvent.Finally, it was purified by silica gel column chromatography (n-heptane as the eluent), and after vacuum drying, a yellow solid was obtained.Compound 17 (1.8g, yield: 67%).
60%	Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With potassium-t-butoxide In dimethyl sulfoxide at 80℃; for 1h; Stage #2: 1-bromo-octane In dimethyl sulfoxide at 80℃; for 12h;

54%

Stage #1: 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene With sodium tertiary butoxide In dimethyl sulfoxide at 80℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-octane In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere;

Reference： [1]Current Patent Assignee: WAYS TECHNICAL CORPORATION LIMITED - TWI706955, 2020, B Location in patent: Paragraph 0035-0037
[2]Current Patent Assignee: WAYS TECH - CN112390813, 2021, A Location in patent: Paragraph 0103; 0107; 0120-0123
[3]Kafourou, Panagiota; Park, Byoungwook; Luke, Joel; Tan, Luxi; Panidi, Julianna; Glöcklhofer, Florian; Kim, Jehan; Anthopoulos, Thomas D.; Kim, Ji-Seon; Lee, Kwanghee; Kwon, Sooncheol; Heeney, Martin [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5970 - 5977][Angew. Chem., 2021, vol. 133, # 11, p. 6035 - 6042,8]
[4]Hu, Xiantao; Datt, Ram; He, Qiao; Kafourou, Panagiota; Ka Hin Lee, Harrison; White, Andrew J. P.; Tsoi, Wing Chung; Heeney, Martin [Journal of Materials Chemistry C, 2022, vol. 10, # 24, p. 9249 - 9256]

40
[ 1209012-31-6 ]
(4,9-dihydro-s-indaceno[1,2-b:5,6-b']bisthiophene-2,7-diyl)bis(5,6,7-trifluoro-2,1,3-benzothiadiazole) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 12 h / 80 °C 2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris(o-anisyl)phosphine; Trimethylacetic acid; caesium carbonate / dichloromethane / 12 h / 120 °C / Sealed tube
	Multi-step reaction with 3 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 12 h / 80 °C 2.1: N-Bromosuccinimide / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 3.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris(o-anisyl)phosphine; Trimethylacetic acid; caesium carbonate / toluene / 12 h / 120 °C / Sealed tube; Inert atmosphere

Reference： [1]Kafourou, Panagiota; Park, Byoungwook; Luke, Joel; Tan, Luxi; Panidi, Julianna; Glöcklhofer, Florian; Kim, Jehan; Anthopoulos, Thomas D.; Kim, Ji-Seon; Lee, Kwanghee; Kwon, Sooncheol; Heeney, Martin [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5970 - 5977][Angew. Chem., 2021, vol. 133, # 11, p. 6035 - 6042,8]
[2]Kafourou, Panagiota; Park, Byoungwook; Luke, Joel; Tan, Luxi; Panidi, Julianna; Glöcklhofer, Florian; Kim, Jehan; Anthopoulos, Thomas D.; Kim, Ji-Seon; Lee, Kwanghee; Kwon, Sooncheol; Heeney, Martin [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5970 - 5977][Angew. Chem., 2021, vol. 133, # 11, p. 6035 - 6042,8]

41
[ 1209012-31-6 ]
7,7'-(4,4,9,9-tetramethyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']bisthiophene-2,7-diyl)di(2,1,3-benzothiadiazole-4,5,6-tricarbonitrile) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 12 h / 80 °C 2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris(o-anisyl)phosphine; Trimethylacetic acid; caesium carbonate / dichloromethane / 12 h / 120 °C / Sealed tube 3.1: 18-crown-6 ether / N,N-dimethyl-formamide / 12 h / 50 °C / Sealed tube
	Multi-step reaction with 4 steps 1.1: potassium <i>tert</i>-butylate / dimethyl sulfoxide / 1 h / 80 °C 1.2: 12 h / 80 °C 2.1: N-Bromosuccinimide / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 3.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris(o-anisyl)phosphine; Trimethylacetic acid; caesium carbonate / toluene / 12 h / 120 °C / Sealed tube; Inert atmosphere 4.1: 18-crown-6 ether / N,N-dimethyl-formamide / 12 h / 50 °C / Sealed tube

Reference： [1]Kafourou, Panagiota; Park, Byoungwook; Luke, Joel; Tan, Luxi; Panidi, Julianna; Glöcklhofer, Florian; Kim, Jehan; Anthopoulos, Thomas D.; Kim, Ji-Seon; Lee, Kwanghee; Kwon, Sooncheol; Heeney, Martin [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5970 - 5977][Angew. Chem., 2021, vol. 133, # 11, p. 6035 - 6042,8]
[2]Kafourou, Panagiota; Park, Byoungwook; Luke, Joel; Tan, Luxi; Panidi, Julianna; Glöcklhofer, Florian; Kim, Jehan; Anthopoulos, Thomas D.; Kim, Ji-Seon; Lee, Kwanghee; Kwon, Sooncheol; Heeney, Martin [Angewandte Chemie - International Edition, 2021, vol. 60, # 11, p. 5970 - 5977][Angew. Chem., 2021, vol. 133, # 11, p. 6035 - 6042,8]

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CAS No. :	1209012-31-6	MDL No. :	MFCD31560770
Formula :	C₁₆H₁₀S₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZGQQWSXQDWUNDY-UHFFFAOYSA-N
M.W :	266.38	Pubchem ID :	58435018
Synonyms :

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 1209012-31-6 ] {[proInfo.proName]}

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[ 1209012-31-6 ] Synthesis Path-Downstream 1~41

Precautionary Statements-General

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Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry