Name: 4160-63-8|(4-Methoxyphenyl)(thiophen-2-yl)methanone|98%
Brand: Ambeed
SKU: A320704
Price: 18.0 USD
Availability: InStock
Rating: 93 (29 reviews)

1
[ 188290-36-0 ]
[ 100-07-2 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
98%	In dichloromethane at 23℃; for 5h;
77%	at 25℃;
66%	With dioxomolybdenum(VI) dichloride for 20h; Inert atmosphere; Neat (no solvent); Reflux; regioselective reaction;

64%	With aluminium trichloride Heating;
	With iodine; isopropyl alcohol
	With carbon disulfide; aluminium trichloride

Reference： [1]Zhao, Weili; Carreira, Erick M. [Chemistry - A European Journal, 2007, vol. 13, # 9, p. 2671 - 2688]
[2]Borate, Hanumant B.; Gaikwad, Abaji G.; Maujan, Suleman R.; Sawargave, Sangmeshwer P.; Kalal, Kamalakar M. [Tetrahedron Letters, 2007, vol. 48, # 28, p. 4869 - 4872]
[3]Location in patent: experimental part de Noronha, Rita G.; Fernandes, Ana C.; Romão, Carlos C. [Tetrahedron Letters, 2009, vol. 50, # 13, p. 1407 - 1410]
[4]Jeon, Kyu Ok; Jun, Jung Ho; Yu, Ji Sook; Lee, Chang Kiu [Journal of Heterocyclic Chemistry, 2003, vol. 40, # 5, p. 763 - 771]
[5]Kaye et al. [Journal of the American Chemical Society, 1953, vol. 75, p. 745]
[6]Robson et al. [British Journal of Pharmacology and Chemotherapy, 1950, vol. 5, p. 376,377] Buu-Hoi et al. [Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 1083,1103]

2
[ 38281-73-1 ]
[ 74-88-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide

Reference： [1]Royer; Demerseman [Bulletin de la Societe Chimique de France, 1959, p. 1682,1685]

3
[ 4160-63-8 ]
[ 107323-82-0 ]
2-(4-chloro-phenyl)-1-(4-methoxy-phenyl)-1-[2]thienyl-ethylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With diethyl ether Erhitzen des Reaktionsprodukts mit Ameisensaeure;

Reference： [1]Nam et al. [Journal of the Chemical Society, 1954, p. 1690,1695]

4
[ 4160-63-8 ]
[ 1589-82-8 ]
[ 857979-77-2 ]

Reference： [1]Robson et al. [British Journal of Pharmacology and Chemotherapy, 1950, vol. 5, p. 376,377]

5
[ 4160-63-8 ]
[ 53039-61-5 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide; hydrazine hydrate; diethylene glycol

Reference： [1]Buu-Hoi et al. [Journal of Organic Chemistry, 1954, vol. 19, p. 726,730]

6
[ 4160-63-8 ]
[ 38281-73-1 ]

Yield	Reaction Conditions	Operation in experiment
94%	Stage #1: 2-(4-methoxybenzoyl)thiophene With sodium thiomethoxide In N,N-dimethyl-formamide for 10h; Inert atmosphere; Reflux; Stage #2: With phosphoric acid In water; N,N-dimethyl-formamide
93%	With sodium thiomethoxide In N,N-dimethyl-formamide for 5h; Heating;
	With pyridine hydrochloride at 200℃;

Reference： [1]Location in patent: experimental part Ben-Haida, Abderrazak; Hodge, Philip [Organic and Biomolecular Chemistry, 2012, vol. 10, # 9, p. 1754 - 1763]
[2]Kubo, Kazuo; Ohyama, Shin-Ichi; Shimizu, Toshiyuki; Takami, Atsuya; Murooka, Hideko; Nishitoba, Tsuyoshi; Kato, Shinichiro; Yagi, Mikio; Kobayashi, Yoshiko; Iinuma, Noriko; Isoe, Toshiyuki; Nakamura, Kazuhide; Iijima, Hiroshi; Osawa, Tatsushi; Izawa, Toshio [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 23, p. 5117 - 5133]
[3]Buu-Hoi et al. [Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 1083,1103]

7
[ 4160-63-8 ]
1,2-bis-(4-methoxy-phenyl)-1,2-di-[2]thienyl-ethylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With acetic acid; zinc

Reference： [1]Kegelman; Brown [Journal of the American Chemical Society, 1954, vol. 76, p. 2711]

8
[ 188290-36-0 ]
[ 100-09-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
93%	With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 4h; Heating;
85%	With phosphoric acid; trifluoroacetic anhydride In water at 20℃; for 2h;

Reference： [1]Keumi, Takashi; Yoshimura, Kiichiro; Shimada, Masakazu; Kitajima, Hidehiko [Bulletin of the Chemical Society of Japan, 1988, vol. 61, p. 455 - 460]
[2]Bindu; Naini, Shravan Reddy; Shanmukha Rao; Dubey; Pal, Sarbani [Journal of Heterocyclic Chemistry, 2014, vol. 51, # 3, p. 586 - 593]

9
[ 5271-67-0 ]
[ 100-66-3 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
92%	With iron(III) oxide at 20℃; for 0.333333h; regioselective reaction;
87%	With copper(II) ferrite In 1,2-dichloro-ethane at 35 - 38℃; for 18h;	General procedure: The FC acylation of various benzenes with acid chlorides was carried out in the presence of magnetic nano CuFe2O4 (particle size = 50 nm) by using one of the reaction condition (A-D) given below. Condition A: Anisole/arene (1 mmol), acid chloride (1.2 mmol), nano CuFe2O4 (20 mol %), 1,2-DCE (2 mL), 80 C and 24 h. Condition B: Anisole/arene (1 mmol), acid chloride (1.2 mmol), nano CuFe2O4 (20 mol %), 1,2-DCE (2 mL), rt (35-38 C) and 18 h. Condition C: Neat reaction, anisole/arene (3.3 mmol), acid chloride (1.2 mmol), nano CuFe2O4 (20 mol %), rt (35-38 C) and 18 h. Condition D: Neat reaction, arene/anisole (3.3 mmol), acid chloride (1.2 mmol), nano CuFe2O4 (20 mol %), 80 C and 18 h.
53%	With aluminium trichloride In dichloromethane for 5h; Heating;

44%

With ytterbium(III) triflate In nitromethane at 60℃; for 8h;

Reference： [1]Location in patent: experimental part Sharghi, Hashem; Jokar, Mahboubeh; Doroodmand, Mohammad Mahdi; Khalifeh, Reza [Advanced Synthesis and Catalysis, 2010, vol. 352, # 17, p. 3031 - 3044]
[2]Parella, Ramarao; Naveen; Kumar, Amit; Babu, Srinivasarao Arulananda [Tetrahedron Letters, 2013, vol. 54, # 13, p. 1738 - 1742]
[3]Varache-Beranger; Nuhrich; Carpy; et al. [European Journal of Medicinal Chemistry, 1986, vol. 21, # 3, p. 255 - 259]
[4]Kubo, Kazuo; Ohyama, Shin-Ichi; Shimizu, Toshiyuki; Takami, Atsuya; Murooka, Hideko; Nishitoba, Tsuyoshi; Kato, Shinichiro; Yagi, Mikio; Kobayashi, Yoshiko; Iinuma, Noriko; Isoe, Toshiyuki; Nakamura, Kazuhide; Iijima, Hiroshi; Osawa, Tatsushi; Izawa, Toshio [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 23, p. 5117 - 5133]

10
[ 4160-63-8 ]
[ 67-68-5 ]
[ 83584-64-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydride

Reference： [1]Madesclaire; Roche; Carpy; Boucherle [Archiv der Pharmazie, 1982, vol. 315, # 9, p. 741 - 748]

11
[ 4160-63-8 ]
[ 40310-33-6 ]

Yield	Reaction Conditions	Operation in experiment
100%	With sodium tetrahydroborate In tetrahydrofuran Ambient temperature;

Reference： [1]Krishnaswamy, N. R.; Kumar, Ch. Siva Sai Kamana; Prasanna, S. [Journal of Chemical Research, Miniprint, 1991, # 7, p. 1801 - 1830]

12
[ 4160-63-8 ]
[ 4160-66-1 ]

Yield	Reaction Conditions	Operation in experiment
53%	With Lawessons reagent In toluene at 60℃; for 3.5h;

Reference： [1]Varache-Beranger; Nuhrich; Carpy; et al. [European Journal of Medicinal Chemistry, 1986, vol. 21, # 3, p. 255 - 259]

13
[ 201230-82-2 ]
[ 733-53-9 ]
[ 54663-78-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
84%	With water In 1,2-dimethoxyethane for 0.333333h; Ambient temperature;
70%	With bis(acetylacetonate)nickel(II) In 1-methyl-pyrrolidin-2-one at 70℃; for 8h;

Reference： [1]Kang, Suk-Ku; Ho, Pil-Su; Yoon, Seok-Keun; Lee, Ju-Cheol; Lee, Kyung-Ju [Synthesis, 1998, # 6, p. 823 - 825]
[2]Kang, Suk-Ku; Ryu, Hyung-Chul; Lee, Sang-Woo [Journal of the Chemical Society. Perkin transactions I, 1999, # 19, p. 2661 - 2663]

14
[ 1003-09-4 ]
[ 201230-82-2 ]
[ 5720-07-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
64%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; potassium iodide In various solvent(s) at 80℃; for 16h;

Reference： [1]Ishiyama, Tatsuo; Kizaki, Hiroe; Hayashi, Takahiro; Suzuki, Akira; Miyaura, Norio [Journal of Organic Chemistry, 1998, vol. 63, # 14, p. 4726 - 4731]

15
[ 3437-95-4 ]
[ 201230-82-2 ]
[ 5720-07-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
87%	With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In various solvent(s) at 80℃; for 5h;
85%	With palladium diacetate; sodium carbonate In water at 100℃; for 8h; Sealed tube; Autoclave; Green chemistry;	General procedure for the carbonylative Suzuki coupling reaction General procedure: A 75 mL autoclave equipped with a Teflon liner and a magnetic stirrer bar was charged with Pd(OAc)2 (4.48 mg, 2.0 × 10-2 mmol), L (46.7 mg, 4.0 × 10-2 mmol) and H2O (6 mL) and the mixture was stirred at room temperatures for 0.5 h under N2. Then iodobenzene (113 μL, 1 mmol), phenylboronic acid (134 mg, 1.1 mmol), Na2CO3(106 mg, 1 mmol), and n-decane (0.1 mL, GC internal standard) were added. Once sealed, the autoclave was purged three times with CO, and pressurized to 1 atm of CO. The reaction mixture was stirred at 100 °C for 2 h. After reaction, the mixture was extracted with diethyl ether (3 × 5 mL). The combined organic layer was concentrated in vacuo and the product was purified by column chromatography. In the recycling experiment, the aqueous phase containing the catalyst was subjected to a second run by charging it with the same substrates as mentioned above, and the reaction performed under the same conditions.
82%	Stage #1: 2-Iodothiophene; 4-methoxyphenylboronic acid With palladium diacetate; potassium carbonate In toluene for 0.166667h; Stage #2: carbon monoxide In toluene at 100℃; for 10h;

82%	With Bedford’s palladacycle; potassium carbonate; methoxybenzene at 120℃; for 12h; Autoclave;
81%	With 10% palladium on activated carbon; potassium carbonate In toluene at 100℃; for 10h; Autoclave;
77%	Stage #1: 2-Iodothiophene; 4-methoxyphenylboronic acid With potassium carbonate In toluene for 0.166667h; Autoclave; Stage #2: carbon monoxide In toluene at 100℃; for 10h;

Reference： [1]Ishiyama, Tatsuo; Kizaki, Hiroe; Hayashi, Takahiro; Suzuki, Akira; Miyaura, Norio [Journal of Organic Chemistry, 1998, vol. 63, # 14, p. 4726 - 4731]
[2]Hao, Yuanping; Jiang, Jingyang; Wang, Yanhua; Jin, Zilin [Catalysis Communications, 2015, vol. 71, p. 106 - 110]
[3]Location in patent: experimental part Tambade, Pawan J.; Patil, Yogesh P.; Panda, Anil G.; Bhanage, Bhalchandra M. [European Journal of Organic Chemistry, 2009, # 18, p. 3022 - 3025]
[4]Gautam, Prashant; Bhanage, Bhalchandra M. [Journal of Organic Chemistry, 2015, vol. 80, # 15, p. 7810 - 7815]
[5]Location in patent: experimental part Khedkar, Mayur V.; Tambade, Pawan J.; Qureshi, Ziyauddin S.; Bhanage, Bhalchandra M. [European Journal of Organic Chemistry, 2010, # 36, p. 6981 - 6986]
[6]Khedkar, Mayur V.; Sasaki, Takehiko; Bhanage, Bhalchandra M. [RSC Advances, 2013, vol. 3, # 21, p. 7791 - 7797]

16
[ 201230-82-2 ]
[ 5720-07-0 ]
[ 91228-44-3 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
83%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In 1,2-dimethoxyethane for 1h; Ambient temperature;

Reference： [1]Kang, Suk-Ku; Lim, Kwon-Ho; Ho, Pil-Su; Yoon, Seok-Keun; Son, Hoe-Joo [Synthetic Communications, 1998, vol. 28, # 8, p. 1481 - 1489]

17
[ 4160-63-8 ]
[ 1066-26-8 ]
[ 211796-85-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	In xylene for 48h; Ambient temperature;
84.1%	In dimethyl sulfoxide at 23℃; for 2h;

Reference： [1]Moustrou, Corinne; Rebière, Nicole; Samat, André; Guglielmetti, Robert; Yassar, Abd Errahim; Dubest, Roger; Aubard, Jean [Helvetica Chimica Acta, 1998, vol. 81, # 7, p. 1293 - 1302]
[2]Zhao, Weili; Carreira, Erick M. [Chemistry - A European Journal, 2007, vol. 13, # 9, p. 2671 - 2688]

18
[ 52898-49-4 ]
[ 591-51-5 ]
[ 4160-63-8 ]

Reference： [1]Synthetic Communications,1999,vol. 29,p. 1249 - 1255

19
[ 4456-36-4 ]
[ 201230-82-2 ]
[ 54663-78-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
83%	With caesium carbonate In acetonitrile at 20℃; for 3h;

Reference： [1]Kang, Suk-Ku; Lee, Sang-Woo; Ryu, Hyung-Chul [Chemical Communications, 1999, # 20, p. 2117 - 2118]

Yield	Reaction Conditions	Operation in experiment
	Rkt.m.NaBH4;
	Rkt.m.H2SO4: pK(BH+);
	Photorkt.m.Isobuten;

Yield	Reaction Conditions	Operation in experiment
44%		38 4-Methoxyphenyl 2-thienyl ketone The reaction mixture was treated in the same manner as described in Example 35 to obtain 965 mg of the title compound (yield: 44%). 1 H-NMR (CDCl3, 500 MHz): δ 3.89 (s, 3H), 6.98 (d, J=8.5 Hz, 2H), 7.16 (dd, J=3.7 Hz, 4.9 Hz, 1H), 7.64 (d, J=3.7 Hz, 1H), 7.68 (d, J=4.9 Hz, 1H), 7.90 (d, J=8.6 Hz, 2H) Mass spectrometry data (FD-MS, m/z): 218 (M+)

22
[ 98-03-3 ]
[ 104-92-7 ]
[ 4160-63-8 ]
[ 40310-33-6 ]

Yield	Reaction Conditions	Operation in experiment
1: 73% 2: 15%	Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Stage #2: thiophene-2-carbaldehyde In tetrahydrofuran; hexane at -78 - 20℃;

Reference： [1]Hamad, Abdel-Sattar S. [Phosphorus, Sulfur and Silicon and the Related Elements, 2001, vol. 170, p. 65 - 74]

23
2-(4-methoxybenzoyl)thiophene dithiane [ No CAS ]
[ 4160-63-8 ]
2-(4-methoxy-phenyl)-2-thiophen-2-yl-[1,3]dithiane 1-oxide [ No CAS ]
2-(4-methoxybenzoyl)-thiophene dithiane disulfoxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 65% 2: 8%	With acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; dimethyl sulfoxide at 25℃;

Reference： [1]Nicolaou; Mathison, Casey J. N.; Montagnon, Tamsyn [Journal of the American Chemical Society, 2004, vol. 126, # 16, p. 5192 - 5201]

24
[ 188290-36-0 ]
[ 4231-69-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
78%	With titanium tetrachloride In dichloromethane at 22℃; for 3.5h;

Reference： [1]Katritzky, Alan R.; Suzuki, Kazuyuki; Singh, Sandeep K. [Croatica Chemica Acta, 2004, vol. 77, # 1-2, p. 175 - 178]

25
[ 5271-67-0 ]
[ 98-86-2 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
75%	at 25℃;

Reference： [1]Borate, Hanumant B.; Gaikwad, Abaji G.; Maujan, Suleman R.; Sawargave, Sangmeshwer P.; Kalal, Kamalakar M. [Tetrahedron Letters, 2007, vol. 48, # 28, p. 4869 - 4872]

26
[ 867-13-0 ]
[ 4160-63-8 ]
[ 943833-99-6 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2-(4-methoxybenzoyl)thiophene In tetrahydrofuran at 60℃; Further stages.;
	Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 2-(4-methoxybenzoyl)thiophene In tetrahydrofuran at 60℃; Stage #3: With ammonium chloride In tetrahydrofuran; water	W (Diethoxy-phosphoryl)-acetic acid ethyl ester (3.36 g, 15.0 mmol) was added dropwise to a suspension of NaH in THF (10 ml) at 0° C. The mixture was stirred at room temperature for 30 min. A solution of compound W-1 (1.09 g, 5.0 mmol) in THF (5 mL) was added. The reaction mixture was stirred at 60° C. for overnight. The cooled mixture was poured into a saturated NH4Cl aqueous solution. The mixture was extracted with EtOAc thrice. The combined extracts were washed with H2O, brine and dried (Na2SO4). Concentration gave 0.806 g of the crude W-2 as yellowish oil. The crude (0.806 g) was dissolved in CH2Cl2 (30 mL) with Et3SiH (10.7 mL, 67.2 mmol). Trifluoroacetic acid (21.5 mL, 280 mmol) was added at room temperature. After it was stirred at room temperature for 2 h, the reaction mixture was concentrated and then azeotroped with CHCl3 three times. The residue was purified by chromatograph on silica gel (4:1 hexane/EtOAc) to afford 800 mg (55% for 2 steps) of W-3 as colorless oil. 1H NMR (400 MHz, CDCl3) δ7.20 (d, J=8.0 Hz, 2H), 7.13 (d, J=8.0 Hz, 1H), 6.91-6.87 (m, 1H), 6.86-6.78 (m, 3H), 4.72 (t, J=8.0 Hz, 1H), 4.05 (q, J=8.0 Hz, 2H), 3.78 (s, 3H), 3.08 (dd, J=8.0, 16.0 Hz, 1H), 2.98 (dd, J=8.0, 16.0 Hz, 1H), 1.14 (t, J=8.0 Hz, 3H); MS (ES) m/z: 291 (M+H+).

Reference： [1]Song, Fengbin; Lu, Songfeng; Gunnet, Joe; Xu, Jun Z.; Wines, Pam; Proost, Jef; Liang, Yin; Baumann, Chris; Lenhard, Jim; Murray, William V.; Demarest, Keith T.; Kuo, Gee-Hong [Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2807 - 2817]
[2]Current Patent Assignee: JOHNSON & JOHNSON INC - US2008/176912, 2008, A1 Location in patent: Page/Page column 27-28

27
[ 5271-67-0 ]
[ 33397-21-6 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
85%	With triethylamine In 1,4-dioxane at 80℃; for 3h;
79%	With palladium 10% on activated carbon; triethylamine; triphenylphosphine In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;

Reference： [1]Rao, Maddali L.N.; Venkatesh, Varadhachari; Banerjee, Debasis [Tetrahedron, 2007, vol. 63, # 52, p. 12917 - 12926]
[2]Location in patent: experimental part Rao, Maddali L.N.; Jadhav, Deepak N.; Venkatesh, Varadhachari [Tetrahedron Letters, 2009, vol. 50, # 29, p. 4268 - 4271]

28
[ 4160-63-8 ]
[ 943834-00-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 60 °C 2.1: 800 mg / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

Reference： [1]Song, Fengbin; Lu, Songfeng; Gunnet, Joe; Xu, Jun Z.; Wines, Pam; Proost, Jef; Liang, Yin; Baumann, Chris; Lenhard, Jim; Murray, William V.; Demarest, Keith T.; Kuo, Gee-Hong [Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2807 - 2817]

29
[ 4160-63-8 ]
[ 943834-02-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 60 °C 2.1: 800 mg / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C 3.1: 30 percent / BBr₃ / CH₂Cl₂ / -78 - 20 °C

Reference： [1]Song, Fengbin; Lu, Songfeng; Gunnet, Joe; Xu, Jun Z.; Wines, Pam; Proost, Jef; Liang, Yin; Baumann, Chris; Lenhard, Jim; Murray, William V.; Demarest, Keith T.; Kuo, Gee-Hong [Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2807 - 2817]

30
[ 4160-63-8 ]
[ 943834-03-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 60 °C 2.1: 800 mg / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C 3.1: 30 percent / BBr₃ / CH₂Cl₂ / -78 - 20 °C 4.1: 72 percent / CsF / dimethylformamide / 20 °C

Reference： [1]Song, Fengbin; Lu, Songfeng; Gunnet, Joe; Xu, Jun Z.; Wines, Pam; Proost, Jef; Liang, Yin; Baumann, Chris; Lenhard, Jim; Murray, William V.; Demarest, Keith T.; Kuo, Gee-Hong [Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2807 - 2817]

31
[ 4160-63-8 ]
3-(4-Butoxy-phenyl)-3-thiophen-2-yl-propionic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 1.2: tetrahydrofuran / 60 °C 2.1: 800 mg / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C 3.1: 30 percent / BBr₃ / CH₂Cl₂ / -78 - 20 °C 4.1: 72 percent / CsF / dimethylformamide / 20 °C 5.1: 77 percent / aq. LiOH / tetrahydrofuran; methanol / 20 °C

Reference： [1]Song, Fengbin; Lu, Songfeng; Gunnet, Joe; Xu, Jun Z.; Wines, Pam; Proost, Jef; Liang, Yin; Baumann, Chris; Lenhard, Jim; Murray, William V.; Demarest, Keith T.; Kuo, Gee-Hong [Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2807 - 2817]

32
[ 100-09-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 72 percent / Et₃N / tetrahydrofuran / Heating 2: 78 percent / TiCl₄ / CH₂Cl₂ / 3.5 h / 22 °C
	Multi-step reaction with 2 steps 1: thionyl chloride 2: 64 percent / AlCl₃ / Heating

Reference： [1]Katritzky, Alan R.; Suzuki, Kazuyuki; Singh, Sandeep K. [Croatica Chemica Acta, 2004, vol. 77, # 1-2, p. 175 - 178]
[2]Jeon, Kyu Ok; Jun, Jung Ho; Yu, Ji Sook; Lee, Chang Kiu [Journal of Heterocyclic Chemistry, 2003, vol. 40, # 5, p. 763 - 771]

33
[ 4160-63-8 ]
{4-[(6,7-dimethoxy-4-quinolinyl)oxy]phenyl}(2-thienyl)methanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 93 percent / NaSMe / dimethylformamide / 5 h / Heating 2: 17 percent / 0.67 h / 160 °C

Reference： [1]Kubo, Kazuo; Ohyama, Shin-Ichi; Shimizu, Toshiyuki; Takami, Atsuya; Murooka, Hideko; Nishitoba, Tsuyoshi; Kato, Shinichiro; Yagi, Mikio; Kobayashi, Yoshiko; Iinuma, Noriko; Isoe, Toshiyuki; Nakamura, Kazuhide; Iijima, Hiroshi; Osawa, Tatsushi; Izawa, Toshio [Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 23, p. 5117 - 5133]

34
[ 4160-63-8 ]
1-[(Z)-3-(4-Methoxy-phenyl)-3-thiophen-2-yl-prop-2-en-(Z)-ylidene]-1H-naphthalen-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 90 percent / xylene / 48 h / Ambient temperature 2: 33 percent / TsOH / CH₂Cl₂ / 48 h / Ambient temperature 3: toluene / 25 °C / Irradiation

Reference： [1]Moustrou, Corinne; Rebière, Nicole; Samat, André; Guglielmetti, Robert; Yassar, Abd Errahim; Dubest, Roger; Aubard, Jean [Helvetica Chimica Acta, 1998, vol. 81, # 7, p. 1293 - 1302]

35
[ 4160-63-8 ]
[ 211796-93-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 90 percent / xylene / 48 h / Ambient temperature 2: 33 percent / TsOH / CH₂Cl₂ / 48 h / Ambient temperature

Reference： [1]Moustrou, Corinne; Rebière, Nicole; Samat, André; Guglielmetti, Robert; Yassar, Abd Errahim; Dubest, Roger; Aubard, Jean [Helvetica Chimica Acta, 1998, vol. 81, # 7, p. 1293 - 1302]

36
[ 4160-63-8 ]
1-[(Z)-3-(4-Methoxy-phenyl)-3-thiophen-2-yl-prop-2-en-(Z)-ylidene]-5-thiophen-2-yl-1H-naphthalen-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 90 percent / xylene / 48 h / Ambient temperature 2: 58 percent / TsOH / CH₂Cl₂ / 13 h / Ambient temperature 3: toluene / 25 °C / Irradiation

Reference： [1]Moustrou, Corinne; Rebière, Nicole; Samat, André; Guglielmetti, Robert; Yassar, Abd Errahim; Dubest, Roger; Aubard, Jean [Helvetica Chimica Acta, 1998, vol. 81, # 7, p. 1293 - 1302]

37
[ 4160-63-8 ]
[ 211796-91-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 90 percent / xylene / 48 h / Ambient temperature 2: 58 percent / TsOH / CH₂Cl₂ / 13 h / Ambient temperature

Reference： [1]Moustrou, Corinne; Rebière, Nicole; Samat, André; Guglielmetti, Robert; Yassar, Abd Errahim; Dubest, Roger; Aubard, Jean [Helvetica Chimica Acta, 1998, vol. 81, # 7, p. 1293 - 1302]

38
[ 4160-63-8 ]
[ 83584-53-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1.) NaH 2: conc. aq. HCl / ethanol / 1.5 h / 60 °C

Reference： [1]Madesclaire; Roche; Carpy; Boucherle [Archiv der Pharmazie, 1982, vol. 315, # 9, p. 741 - 748]

39
[ 4160-63-8 ]
[ 83584-52-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 1.) NaH 2: conc. aq. HCl / ethanol / 1.5 h / 60 °C

Reference： [1]Madesclaire; Roche; Carpy; Boucherle [Archiv der Pharmazie, 1982, vol. 315, # 9, p. 741 - 748]

40
[ 4160-63-8 ]
[ 135887-31-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 100 percent / NaBH₄ / tetrahydrofuran / Ambient temperature 2: 70 percent / neat (no solvent) / 3 h / Irradiation

Reference： [1]Krishnaswamy, N. R.; Kumar, Ch. Siva Sai Kamana; Prasanna, S. [Journal of Chemical Research, Miniprint, 1991, # 7, p. 1801 - 1830]

41
[ 27914-73-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tin (IV)-chloride; benzene 2: aq.-ethanolic NaOH-solution 3: aq.-ethanolic KOH-solution

Reference： [1]Royer; Demerseman [Bulletin de la Societe Chimique de France, 1959, p. 1682,1685]

42
[ 106882-30-8 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: aq.-ethanolic NaOH-solution 2: aq.-ethanolic KOH-solution

Reference： [1]Royer; Demerseman [Bulletin de la Societe Chimique de France, 1959, p. 1682,1685]

43
[ 4160-63-8 ]
[ 91680-55-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: hydrazine hydrate; potassium hydroxide; diethylene glycol 2: pyridine hydrochloride

Reference： [1]Buu-Hoi et al. [Journal of Organic Chemistry, 1954, vol. 19, p. 726,730]

44
[ 4160-63-8 ]
[ 855602-68-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: pyridine hydrochloride / 200 °C 2: aq.-ethanolic KOH-solution

Reference： [1]Buu-Hoi et al. [Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 1083,1103]

45
[ 4160-63-8 ]
(3-allyl-4-hydroxy-phenyl)-[2]thienyl ketone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: pyridine hydrochloride / 200 °C 2: aq.-ethanolic KOH-solution

Reference： [1]Buu-Hoi et al. [Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 1083,1103]

46
[ 4160-63-8 ]
[ 108124-43-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether / Erhitzen des Reaktionsprodukts mit Ameisensaeure 2: bromine

Reference： [1]Nam et al. [Journal of the Chemical Society, 1954, p. 1690,1695]

47
[ 4160-63-8 ]
5-(4'-chloro-4-methoxy-ξ-stilben-α-yl)-thiophene-2-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether / Erhitzen des Reaktionsprodukts mit Ameisensaeure 2: phosphoryl chloride; 1,2-dichloro-benzene

Reference： [1]Nam et al. [Journal of the Chemical Society, 1954, p. 1690,1695]

48
[ 4160-63-8 ]
1-[5-(4'-chloro-4-methoxy-stilben-α-yl)-[2]thienyl]-ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethyl ether / Erhitzen des Reaktionsprodukts mit Ameisensaeure 2: tin (IV)-chloride

Reference： [1]Nam et al. [Journal of the Chemical Society, 1954, p. 1690,1695]

49
[ 4160-63-8 ]
1-(4-methoxy-phenyl)-2-phenyl-1-[2]thienyl-ethylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 2: aqueous sulfuric acid / Erhitzen unter vermindertem Druck

Reference： [1]Robson et al. [British Journal of Pharmacology and Chemotherapy, 1950, vol. 5, p. 376,377]

50
[ 4160-63-8 ]
[ 7440-44-0 ]
[ 74-86-2 ]
[ 211796-85-9 ]

Yield	Reaction Conditions	Operation in experiment
	In hexane; dichloromethane; dimethyl sulfoxide	1.2 Step 2 Step 2 Sodium acetylide (1.37 g, 33.5 mmol) suspended in dry DMSO (25 ml) was added to p-methoxyphenyl-thiophene-2-yl-ketone (4.8 g, 22 mmol) in portions with stirring under water bath cooling while bubbling acetylene gas. After addition, the reaction mixture was stirred at room temperature for 2 hours, poured onto crushed ice, acidified with 4 M hydrochloric acid until the pH was approximately 6. After extraction with methylene chloride (20 ml, then 2*10 ml), the mixture was dried over anhydrous sodium sulfate and filtered. Evaporation of the solvent gave an oil that was purified by flush chromatography on neutral alumina (activity III) using hexane/methylene chloride (2:1) as eluent. De-coloration with a small amount of charcoal followed by removal of solvent afforded the relatively clean 1-(4-methoxyphenyl)-1-(thiophene-2-yl)prop-2-yn-1-ol as yellow-brown oil.

Reference： [1]Current Patent Assignee: ESSILORLUXOTTICA - US2003/78441, 2003, A1

51
[ 4160-63-8 ]
[ 1066-54-2 ]
[ 211796-85-9 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78 - 20℃; Inert atmosphere; Stage #2: 2-(4-methoxybenzoyl)thiophene In tetrahydrofuran Stage #3: With potassium hydroxide In tetrahydrofuran; methanol at 0 - 20℃;

Reference： [1]Location in patent: scheme or table Gabbutt, Christopher D.; Heron, B. Mark; Kolla, Suresh B.; Mcgivern, Matthew [European Journal of Organic Chemistry, 2008, # 12, p. 2031 - 2034]

52
[ 1228460-47-6 ]
[ 13139-86-1 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
82%	In tetrahydrofuran at -15 - 20℃; for 1.5h;

Reference： [1]Location in patent: experimental part Lee, Jae In [Bulletin of the Korean Chemical Society, 2010, vol. 31, # 3, p. 749 - 752]

53
[ 3437-95-4 ]
[ 5720-07-0 ]
[ 199620-15-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
77%	With potassium carbonate at 95℃; for 2h; Sealed tube; Inert atmosphere;
76%	With palladium diacetate; potassium carbonate In methoxybenzene at 140℃; for 12h;
73%	With C₃₅H₂₀F₃₄NO₃^(1-)Pd⁽²⁺⁾Cl^(1-); N-ethyl-N,N-diisopropylamine In water at 140℃; for 0.25h; Microwave irradiation;	13 Carbonylative Suzuki-Miyaura coupling of aryl halideand arylboronic acid: general procedure General procedure: A mixture of the aryl halide (0.6 mmol), arylboronic acid (2.5 equiv), Mo(CO)6 (1.5 equiv), DIPEA (3.0 equiv), palladacycle 1 (1 mol % Pd), and water (1.0 mL) was heated in a pressure tube at 140 °C under microwave irradiation. The reaction was monitored by TLC. When the reaction has completed, the reaction mixturewas cooled to room temperature, poured into EtOAc (20 mL) and washed successively with water (310 mL). The organic layer was dried over anhydrous MgSO4, filtered and concentrated. The crude product was then purified by column chromatography to give pure 4.

Reference： [1]Ghosh, Prasanjit; Ganguly, Bhaskar; Das, Sajal [Applied Organometallic Chemistry, 2018, vol. 32, # 3]
[2]Location in patent: experimental part Jafarpour, Farnaz; Rashidi-Ranjbar, Parviz.; Kashani, Asieh Otaredi [European Journal of Organic Chemistry, 2011, # 11, p. 2128 - 2132]
[3]Ang, Wei Jie; Lo, Lee-Chiang; Lam, Yulin [Tetrahedron, 2014, vol. 70, # 45, p. 8545 - 8558]

54
S-2-(1-(methoxyimino)ethyl)phenyl thiophene-2-carbothiolate [ No CAS ]
[ 70744-47-7 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
86%	With Cu(I) 3-methylsalicylate In N,N-dimethyl-formamide for 1h; Microwave irradiation; Heating; Inert atmosphere; Sealed tube;

Reference： [1]Zhang, Zhihui; Lindale, Matthew G.; Liebeskind, Lanny S. [Journal of the American Chemical Society, 2011, vol. 133, # 16, p. 6403 - 6410]

55
[ 3437-95-4 ]
[ 201230-82-2 ]
[ 929521-24-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
92%	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate In methoxybenzene at 100℃; for 20h; chemoselective reaction;

Reference： [1]Li, Hongling; Yang, Min; Qi, Yanxing; Xue, Jijun [European Journal of Organic Chemistry, 2011, # 14, p. 2662 - 2667]

56
[ 98-03-3 ]
[ 5720-07-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
45%	With 3,3-dimethyl-butan-2-one; dichlorotricarbonylruthenium(II) dimer; potassium phosphate tribasic trihydrate; tri tert-butylphosphoniumtetrafluoroborate In water; toluene at 100℃; for 24h; Inert atmosphere;

Reference： [1]Li, Hong; Xu, Yuan; Shi, Erbo; Wei, Wei; Suo, Xiangqiang; Wan, Xiaobing [Chemical Communications, 2011, vol. 47, # 27, p. 7880 - 7882]

57
[ 4160-63-8 ]
C₁₄H₁₃BrO₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene / 12 h / Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 50 °C / Reflux

Reference： [1]Ben-Haida, Abderrazak; Hodge, Philip [Organic and Biomolecular Chemistry, 2012, vol. 10, # 9, p. 1754 - 1763]

58
[ 4160-63-8 ]
[ 651365-34-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: toluene-4-sulfonic acid / toluene / 12 h / Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 50 °C / Reflux 3: tartaric acid / water; N,N-dimethyl-formamide / 4 h / 60 °C 4: sodium thiomethoxide / N,N-dimethyl-formamide / 10 h / Inert atmosphere; Reflux

Reference： [1]Ben-Haida, Abderrazak; Hodge, Philip [Organic and Biomolecular Chemistry, 2012, vol. 10, # 9, p. 1754 - 1763]

59
[ 4160-63-8 ]
[ 95184-61-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / toluene / 12 h / Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 50 °C / Reflux 3: tartaric acid / water; N,N-dimethyl-formamide / 4 h / 60 °C

Reference： [1]Ben-Haida, Abderrazak; Hodge, Philip [Organic and Biomolecular Chemistry, 2012, vol. 10, # 9, p. 1754 - 1763]

60
[ 4160-63-8 ]
[ 107-21-1 ]
[ 1361116-70-2 ]

Yield	Reaction Conditions	Operation in experiment
93%	With toluene-4-sulfonic acid In toluene for 12h; Reflux;

Reference： [1]Location in patent: experimental part Ben-Haida, Abderrazak; Hodge, Philip [Organic and Biomolecular Chemistry, 2012, vol. 10, # 9, p. 1754 - 1763]

61
[ 4160-63-8 ]
[ 93-55-0 ]
[ 1440662-11-2 ]

Yield	Reaction Conditions	Operation in experiment
71%	With silver (II) carbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium acetate; palladium diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 100℃; for 24h; Schlenk technique; Inert atmosphere;	(E)-3-(5-(4-methoxybenzoyl)-2-thienyl)-1-phenyl-2-propen-1-one General procedure: In a glove box, a 25 mL of Schlenk tube equipped with a stir bar was charged with Pd(OAc)2 (0.03 mmol, 0.1 equiv), PCy3 (0.03 or 0.06 mmol, 0.1 or 0.2 equiv), LiOAc (0.45 mmol, 1.5 equiv) (or NaOAc), TEMPO (0.12 mmol, 0.4 equiv), Ag2CO3 (0.9 mmol, 3 equiv). The tube was fitted with a rubber septum and removed out of the glove box. DME (2 mL), propiophenone (0.9 mmol, 3.0 equiv) and thiophene (0.3 mmol, 1.0 equiv) were added in turn to the Schlenk tube through the rubber septum using syringes, and then the septum was replaced with a Teflon screwcap under nitrogen flow (if the thiophene or the substituted propiophenone was solid, it was added to the tube in the glove box). The reaction mixture was stirred at 100 oC or 120 oC for 24 h. After cooling down, the reaction mixture was diluted with 10 mL of ethyl ether, filtered through a pad of silica gel, followed by washing the pad of the silica gel with the same solvent (20 mL), concentrated under reduced pressure. The residue was then purified by flash chromatography on silica gel with 2-15 % ethyl ether in petroleum ether as eluent to provide the corresponding product.

Reference： [1]Shang, Yaping; Jie, Xiaoming; Zhou, Jun; Hu, Peng; Huang, Shijun; Su, Weiping [Angewandte Chemie - International Edition, 2013, vol. 52, # 4, p. 1299 - 1303][Angew. Chem., 2013, vol. 125, # 4, p. 1337 - 1341,5]

62
[ 4160-63-8 ]
[ 100-07-2 ]
2,5-di(p-methoxybenzoyl)thiophene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84.7%	With tin(IV) chloride In 1,2-dichloro-ethane for 24h; Reflux;	6 General procedure for preparation of diacyl-thiophenes (3) General procedure: Aroyl chloride (10.5 mmol), thiophene-2-yl aryl ketone (10 mmol), and tin chloride (10.5 mmol) were refluxed in 1,2-dichloroethane for 24 h. The cooled reaction mixture was poured into a mixture of ice (50 g) and 5 M HCl (5 ml) with vigorous stirring. Extracted with methylene chloride, filtrated through a pad of silica gel, wash with methylene chloride, and decolored with charcoal. Solvent was removed, the residue was recrystallized from methylene chloride/ethanol. Solid was collected by filtration. The mother liquid was concentrated to dryness, purified by chromatography (silica gel, methylene chloride/hexane2:3 as eluant) and recrystallization from ethanol.

Reference： [1]Lu, Xiuhong; Dong, Qian; Dong, Xiaochun; Zhao, Weili [Tetrahedron, 2015, vol. 71, # 23, p. 4061 - 4069]

63
[ 108565-42-0 ]
[ 100-07-2 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
92%	With iron(III) chloride In 1,2-dichloro-ethane at 80℃; for 1h; Inert atmosphere;	Experimental procedure for 3aa: General procedure: A mixture of tris(2-thienyl)stibane (370 mg, 1.00 mmol), benzoyl chloride (422 mg, 3.00 mmol), and FeCl3 (16.2 mg, 0.10 mmol) in 1,2-dichloroethane (DCE) (3 mL)was stirred for 1 h at 80 °C under an argon atmosphere. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography using hexane/EtOAc (10:1) as eluent to afford 541 mg (96% yield) of 3aa as a yellow oil. Recrystallization from hexane/Et2O gave yellow needle crystals:

Reference： [1]Kakusawa, Naoki; Nakagawa, Yoshie; Toshima, Yutarou; Yasuike, Shuji; Kurita, Jyoji [Heterocycles, 2015, vol. 91, # 6, p. 1170 - 1175]

64
[ 188290-36-0 ]
[ 104-92-7 ]
N-methoxy-N-methyl-1H-pyrrole-1-carboxamide [ No CAS ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
64%	Stage #1: thiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Sealed tube; Stage #2: N-methoxy-N-methyl-1H-pyrrole-1-carboxamide In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #3: 1-bromo-4-methoxy-benzene Further stages;

Reference： [1]Heller, Stephen T.; Newton, James N.; Fu, Tingting; Sarpong, Richmond [Angewandte Chemie - International Edition, 2015, vol. 54, # 34, p. 9839 - 9843][Angew. Chem., 2015, vol. 127, p. 9977 - 9981,5]

65
[ 5271-67-0 ]
[ 104-92-7 ]
[ 4160-63-8 ]
C₁₉H₁₈O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 55% 2: 13%	Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane Flow reactor; Stage #2: 2-Thiophenecarbonyl chloride In tetrahydrofuran; hexane; dichloromethane Flow reactor;

Reference： [1]Moon, Soo-Yeon; Jung, Seo-Hee; Bin Kim; Kim, Won-Suk [RSC Advances, 2015, vol. 5, # 97, p. 79385 - 79390]

66
[ 527-72-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 4-methyl-morpholine / toluene / 1 h / 25 °C 2: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); tripotassium phosphate tribasic / toluene / 0.5 h / 110 °C / Inert atmosphere
	Multi-step reaction with 2 steps 1: 4-methyl-morpholine / toluene / 1 h / 20 °C / Inert atmosphere 2: tripotassium phosphate tribasic / toluene / 1 h / 110 °C

Reference： [1]Wu, Hongxiang; Xu, Baiping; Li, Yue; Hong, Fengying; Zhu, Dezhao; Jian, Junsheng; Pu, Xiaoer; Zeng, Zhuo [Journal of Organic Chemistry, 2016, vol. 81, # 7, p. 2987 - 2992]
[2]Cai, Mingzhong; Xie, Gang; Xu, Zhaotao; Huang, Bin [Synthetic Communications, 2022, vol. 52, # 7, p. 1079 - 1090]

67
C₁₀H₉N₃O₄S [ No CAS ]
[ 5720-07-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
185 mg	With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); tripotassium phosphate tribasic In toluene at 110℃; for 0.5h; Inert atmosphere;
	With tripotassium phosphate tribasic In toluene at 110℃; for 1h;	General procedure for the synthesis of diaryl ketones under heterogeneous palladium catalysis General procedure: A mixture of 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) (1.0 mmol), aromatic acid (1.0 mmol), and 4-methylmorpholine (NMM) (1.0 mmol) in toluene (5 mL) was stirred at room temperature for 1 h under Ar. After completion of the reaction, the flask was charged with MCM-41-2P-Pd(OAc)2 (2 mol%), K3PO4 (2.0 mmol) and arylboronic acid (1.0 mmol). The reaction mixture was stirred at 110 C for 1 h. After being cooled to room temperature, the reaction mixture was diluted with ethyl acetate (10 mL) and filtered. The palladium catalyst was washed with DMF (2 × 5 mL), distilled water (2 × 5 mL), acetone (2 × 5 mL), and dried at 70 C in vacuo for 1 h and reused in the next run. The filtrate was concentrated under vacuum and the residue was purified by chromatography on silica gel (eluent: light petroleum ether/ethyl acetate) to afford the diaryl ketone product 3.

Reference： [1]Wu, Hongxiang; Xu, Baiping; Li, Yue; Hong, Fengying; Zhu, Dezhao; Jian, Junsheng; Pu, Xiaoer; Zeng, Zhuo [Journal of Organic Chemistry, 2016, vol. 81, # 7, p. 2987 - 2992]
[2]Cai, Mingzhong; Xie, Gang; Xu, Zhaotao; Huang, Bin [Synthetic Communications, 2022, vol. 52, # 7, p. 1079 - 1090]

68
1-(thiophene-2-carbonyl)piperidine-2,6-dione [ No CAS ]
[ 93296-09-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
85%	Stage #1: 1-(thiophene-2-carbonyl)piperidine-2,6-dione With bis(triphenylphosphine)nickel(II) chloride In diethyl ether at 23℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: 4-methoxyphenylzinc chloride In tetrahydrofuran; diethyl ether at 23℃; for 12h; Inert atmosphere; Schlenk technique; chemoselective reaction;

Reference： [1]Shi, Shicheng; Szostak, Michal [Chemistry - A European Journal, 2016, vol. 22, # 30, p. 10420 - 10424]

69
[ 5271-67-0 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: triethylamine; dmap / dichloromethane / 0 - 23 °C / Inert atmosphere 2.1: bis(triphenylphosphine)nickel(II) chloride / diethyl ether / 0.08 h / 23 °C / Inert atmosphere; Schlenk technique 2.2: 12 h / 23 °C / Inert atmosphere; Schlenk technique

Reference： [1]Shi, Shicheng; Szostak, Michal [Chemistry - A European Journal, 2016, vol. 22, # 30, p. 10420 - 10424]

70
[ 104-92-7 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane / 1 h / -78 °C / Schlenk technique 1.2: 0.5 h / -78 - 23 °C / Schlenk technique 2.1: bis(triphenylphosphine)nickel(II) chloride / diethyl ether / 0.08 h / 23 °C / Inert atmosphere; Schlenk technique 2.2: 12 h / 23 °C / Inert atmosphere; Schlenk technique

Reference： [1]Shi, Shicheng; Szostak, Michal [Chemistry - A European Journal, 2016, vol. 22, # 30, p. 10420 - 10424]

71
[ 6165-68-0 ]
[ 201230-82-2 ]
[ 696-62-8 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
64%	With C₁₂H₁₇Cl₂NO₃PPd; potassium carbonate In 1,4-dioxane at 100℃; for 4h; Schlenk technique;

Reference： [1]Wójcik, Przemysław; Sygellou, Labrini; Gniewek, Andrzej; Skarżyńska, Anna; Trzeciak, Anna [ChemCatChem, 2017, vol. 9, # 23, p. 4397 - 4409]

72
[ 527-72-0 ]
[ 100-66-3 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
80%	With trifluoroacetic acid; trifluoroacetic anhydride at 20℃; for 12h; Inert atmosphere;	Conditions C (used in Table 5, top) General procedure: A 10 mL glass vial with a screw cap was charged with benzoic acid 4a (0.75 mmol, 1.0 equiv), anisole 1a (1.125 mmol, 1.5 equiv), TFAA (2 equiv) and TFA (0.8 mL). The reaction mixture was stirred at room temperature for 12 h and monitored by TLC or GC-MS. Upon completion, the solvent was removed under reduced pressure and the residue was subjected to silica gel flash column chromatography (hexanes : AcOEt) to give ketone product 3o.

Reference： [1]Liu, Guangchang; Xu, Bo [Tetrahedron Letters, 2018, vol. 59, # 10, p. 869 - 872]

73
[ 6165-68-0 ]
[ 100-07-2 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
99 %Chromat.	With lithium hydroxide monohydrate; PdCl2{κ²−N,S−2−(4,5-dihydrothiazol-2-yl)aniline} In acetonitrile at 80℃; for 0.166667h;	2.8. Typical procedure for the coupling reactions between acid chloride andboronic acid General procedure: The round-bottom flask was placed with the appropriate amount ofcatalyst, and 5 mL of CH3CN was added to it. After stirring for 5 min,acid chloride (0.5 mmol), arylboronic acid (0.55 mmol), and LiOH·H2O(2 mmol) were introduced into the reaction flask. The mixture washeated at 80 °C for the required time (the course of reaction wasmonitored by GC analysis), following which the solvent was removedunder reduced pressure. The residue was diluted with water (8 mL) andEtOAc (8 mL) followed by extraction twice (2-6 mL) with EtOAc. Thecombined organic fractions were dried (MgSO4), stripped of the solventunder vacuum, and the residue was dissolved in 5 mL of dichloromethane.An aliquot was taken with a syringe and subjected toGC analysis. Yields were calculated versus acid chlorides as an internalstandard.

Reference： [1]Sudharsan, Murugesan; Suresh [Inorganica Chimica Acta, 2018, vol. 483, p. 598 - 608]

74
[ 4160-63-8 ]
5-ethyl-3-(4-methoxyphenyl)-4-phenyl-2-(thiophen-2-yl)-5H-pyrido[3,2-b]indole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere 1.2: -78 - 25 °C 2.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 25 °C

Reference： [1]Selvaraj, Karuppu; Swamy, K. C. Kumara [Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15043 - 15056]

75
[ 4160-63-8 ]
[ 536-74-3 ]
C₂₀H₁₆O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere; Stage #2: 2-(4-methoxybenzoyl)thiophene In tetrahydrofuran at -78 - 25℃;

Reference： [1]Selvaraj, Karuppu; Swamy, K. C. Kumara [Journal of Organic Chemistry, 2018, vol. 83, # 24, p. 15043 - 15056]

76
[ 4160-63-8 ]
[ 1576-35-8 ]
2-(4-methoxybenzoyl)thiophene p-tosylhydrazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With hydrogenchloride In methanol; water Reflux;

Reference： [1]Tian, Chengbo; Chen, Miaomiao; Tian, Hanrui; Nan, Ziang; Liang, Yuming; Wei, Zhanhua [Journal of Materials Chemistry C, 2019, vol. 7, # 40, p. 12688 - 12694]

77
[ 3437-95-4 ]
N,N-di-Boc-4-methoxybenzamide [ No CAS ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
77%	Stage #1: 2-Iodothiophene With TurboGrignard In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: N,N-di-Boc-4-methoxybenzamide In tetrahydrofuran at -20 - 20℃; for 2.5h; Inert atmosphere; Schlenk technique; chemoselective reaction;
	Stage #1: 2-Iodothiophene With TurboGrignard In tetrahydrofuran Schlenk technique; Inert atmosphere; Stage #2: N,N-di-Boc-4-methoxybenzamide In tetrahydrofuran; toluene at 23℃; Schlenk technique; Inert atmosphere; chemoselective reaction;

Reference： [1]Li, Guangchen; Szostak, Michal [Chemistry - A European Journal, 2020, vol. 26, # 3, p. 611 - 615]
[2]Li, Guangchen; Szostak, Michal [Organic and biomolecular chemistry, 2020, vol. 18, # 20, p. 3827 - 3831]

78
[ 3437-95-4 ]
[ 52898-49-4 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
20.9 mg	Stage #1: 2-Iodothiophene With TurboGrignard In tetrahydrofuran for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: 4,N-dimethoxy-N-methylbenzamide In tetrahydrofuran; toluene at 23℃; Schlenk technique; Inert atmosphere; chemoselective reaction;

Reference： [1]Li, Guangchen; Szostak, Michal [Organic and biomolecular chemistry, 2020, vol. 18, # 20, p. 3827 - 3831]

79
[ 121-97-1 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: n-Butyl nitrite; hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 3 h / 20 °C / Inert atmosphere 2: diethylamino-sulfur trifluoride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere 3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

Reference： [1]Kim, Danhee; Lim, Hee Nam [Organic Letters, 2020, vol. 22, # 19, p. 7465 - 7469]

80
[ 188290-36-0 ]
[ 701-53-1 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
85%	With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.5h; Inert atmosphere;

Reference： [1]Kim, Danhee; Lim, Hee Nam [Organic Letters, 2020, vol. 22, # 19, p. 7465 - 7469]

81
[ 5344-83-2 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: diethylamino-sulfur trifluoride / dichloromethane / 0.17 h / 20 °C / Inert atmosphere 2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

Reference： [1]Kim, Danhee; Lim, Hee Nam [Organic Letters, 2020, vol. 22, # 19, p. 7465 - 7469]

82
[ 6165-68-0 ]
[ 123-11-5 ]
[ 4160-63-8 ]

Yield	Reaction Conditions	Operation in experiment
64%	With [NiCl{C₆H₂-3-C₇H₄NS-2,6-(OPⁱPr₂)₂}]; caesium carbonate In acetone; toluene at 80℃; for 8h;

Reference： [1]Castillo-García, Antonio A.; González-Sebastián, Lucero; Lomas-Romero, Leticia; Hernandez-Ortega, Simon; Toscano, Ruben A.; Morales-Morales, David [New Journal of Chemistry, 2021, vol. 45, # 23, p. 10204 - 10216]

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CAS No. :	4160-63-8	MDL No. :	MFCD00005440
Formula :	C₁₂H₁₀O₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KYVBFEMQEUXVQB-UHFFFAOYSA-N
M.W :	218.27	Pubchem ID :	77812
Synonyms :

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	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. 4160-63-8 ] {[proInfo.proName]}

Quality Control of [ 4160-63-8 ]

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Application In Synthesis of [ 4160-63-8 ]

[ 4160-63-8 ] Synthesis Path-Downstream 1~82

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry