[ CAS No. 129112-25-0 ]

Name: 129112-25-0|2-Bromophenyl trifluoromethanesulfonate|97%
Brand: Ambeed
SKU: A1453031
Price: 15.0 USD
Availability: InStock
Rating: 95 (35 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

DV 2D 3D

3d Animation Molecule Structure of 129112-25-0

Structure of 129112-25-0 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 129112-25-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 129112-25-0 ]

SDS Specification

Alternatived Products of [ 129112-25-0 ]

Product Details of [ 129112-25-0 ]

CAS No. :	129112-25-0	MDL No. :	MFCD18379777
Formula :	C₇H₄BrF₃O₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZTVGDMVHUBPFGU-UHFFFAOYSA-N
M.W :	305.07 g/mol	Pubchem ID :	14982720
Synonyms :

Calculated chemistry of [ 129112-25-0 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	3
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	49.79
TPSA :	51.75 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.78 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.01
Log Po/w (XLOGP3) :	3.36
Log Po/w (WLOGP) :	5.02
Log Po/w (MLOGP) :	2.67
Log Po/w (SILICOS-IT) :	2.01
Consensus Log Po/w :	3.01

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.95
Solubility :	0.0345 mg/ml ; 0.000113 mol/l
Class :	Soluble
Log S (Ali) :	-4.12
Solubility :	0.0229 mg/ml ; 0.0000751 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.79
Solubility :	0.0497 mg/ml ; 0.000163 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.55

Safety of [ 129112-25-0 ]

Signal Word:	Danger	Class:	9
Precautionary Statements:	P264-P270-P280-P301+P312-P305+P351+P338-P310-P330-P501	UN#:	3082
Hazard Statements:	H302-H318	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 129112-25-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 129112-25-0 ]
Downstream synthetic route of [ 129112-25-0 ]

[ 129112-25-0 ] Synthesis Path-Upstream 1~2

1
[ 129112-25-0 ]
[ 100-58-3 ]
[ 2052-07-5 ]
[ 84-15-1 ]

Reference： [1] Tetrahedron Letters, 1997, vol. 38, # 40, p. 7087 - 7090

2
[ 201230-82-2 ]
[ 129112-25-0 ]
[ 98-80-6 ]
[ 13047-06-8 ]

Reference： [1] RSC Advances, 2016, vol. 6, # 89, p. 86502 - 86509

[ 129112-25-0 ] Synthesis Path-Downstream 1~51

1
[ 5471-63-6 ]
[ 129112-25-0 ]
[ 19061-38-2 ]

Yield	Reaction Conditions	Operation in experiment
90%	With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h;
18%	With 18-crown-6 ether; 5-(trimethylsilyl)-1,3-thiazole; cesium fluoride In tetrahydrofuran; Hexadecane; toluene at 20 - 60℃; for 23h;	6; 14 General procedure: Toluene (5 mL) was added to a mixture of cesium fluoride (0.458 g) and 18-crown-6 ether (1.571 g), and the solvent was distilled off under reduced pressure. There there are 1,3-diphenylisobenzofuran (0.406 g), 2-iodophenyltrifluoromethanesulfonic acid ester (0.350 g) and tetrahydrofuran (5 mL), 3-trimethylsilylbenzo [3,2-b] thiophene (3,2-b) 0.309 g) and hexadecane (0.227 g) as an internal standard were added, and the mixture was stirred at 60 ° C. for 21 hours. A saturated aqueous ammonium chloride solution was added to the reaction solution to stop the reaction, and the mixture was extracted with ethyl acetate. The collected organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The solvent was distilled off under reduced pressure to obtain a brown solid (1.08 g, 80%). Write the name of what the solid was in the text.

Reference： [1]Matsumoto, Takashi; Hosoya, Takamitsu; Katsuki, Miyoko; Suzuki, Keisuke [Tetrahedron Letters, 1991, vol. 32, # 46, p. 6735 - 6736]
[2]Current Patent Assignee: SAGAMI CHEMICAL RESEARCH INSTITUTE - JP2020/132537, 2020, A Location in patent: Paragraph 0056-0059

2
[ 6738-06-3 ]
[ 129112-25-0 ]
[ 13203-60-6 ]
[ 21375-88-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 92% 2: 2%	With dichloro<(2-dimethylamino)propyldiphenylphosphine>palladium; lithium bromide In diethyl ether; toluene at 20℃; for 4h;

Reference： [1]Kamikawa, Takashi; Hayashi, Tamio [Journal of Organic Chemistry, 1998, vol. 63, # 24, p. 8922 - 8925]

3
[ 358-23-6 ]
[ 95-56-7 ]
[ 129112-25-0 ]

Yield	Reaction Conditions	Operation in experiment
99%	With pyridine In dichloromethane at 0 - 20℃; for 2h;
99%	With pyridine In dichloromethane at 0℃; for 6h;
98%	With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;	Procedure for preparation of 2-bromophenyl trifluoromethane sulfonate: To a solution of 2-bromophenol (253 mg, 1.0mmol) in dichloromethane (5.0ml) at room temperature was added slowly under nitrogen atm. pyridine (120 mg, 1.5mmol) followed by trifluromethanesulfonic anhydride (338 mg, 1.2mmol) at 0oC.The resulting reaction mixture was allowed to stirr at room temperature for overnight. The reaction mixture was added to water and separated the MDC layer, the aqueous layer was back extracted by MDC. The combined organic layer was washed with 1.5N HCl, brine solution, dried over Na2SO4, filtered, and concentrated under vacuum. The product was purified by flash chromatography. Yield: 298mg, 98 %

97%	With pyridine In dichloromethane at 0 - 20℃;
95%	With 2,6-dimethylpyridine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;
90.6%	With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;
80%	With triethylamine In dichloromethane at -70 - 20℃; for 12h;
	With pyridine
	With pyridine In dichloromethane Cooling with ice;	General procedure for the synthesis of triflates 1 General procedure: To an ice-cold solution of phenol 2a-k (1 mmol) in CH2Cl2 (5 mL) were slowly added pyridine (3 equiv.) and trifluoromethanesulfonic anhydride (1.1 equiv.). Thereaction was monitored by TLC and an additional 0.2 equivalent of anhydride wasadded to reach completion whenever required. The mixture was then diluted withCH2Cl2 (10 mL) and quenched with a saturated aqueous solution of ammoniumchloride (~5 mL). The organic layer was washed withsaturated NH4Cl twice (2*5 mL), 1M NaOH once (5 mL), saturated NH4Cl (5 mL) and water (5 mL), dried over MgSO4 and evaporated under reduced pressure. Purification by silica gel columnchromatography afforded pure triflates 1a-k in good yields.
	With triethylamine In dichloromethane at -78 - 20℃; for 12h;

Reference： [1]Ma, Yan-Na; Zhang, Hong-Yu; Yang, Shang-Dong [Organic Letters, 2015, vol. 17, # 8, p. 2034 - 2037]
[2]Ueta, Yasuhiro; Mikami, Koichi; Ito, Shigekazu [Angewandte Chemie - International Edition, 2016, vol. 55, # 26, p. 7525 - 7529][Angew. Chem., 2016, vol. 55, # 26, p. 7651 - 7655,5]
[3]Prakash, Anjanappa; Dibakar, Mullick; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam [Tetrahedron Letters, 2011, vol. 52, # 43, p. 5625 - 5628]
[4]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]
[5]Uryu, Mizuho; Hiraga, Taito; Koga, Yoshito; Saito, Yutaro; Murakami, Kei; Itami, Kenichiro [Angewandte Chemie - International Edition, 2020, vol. 59, # 16, p. 6551 - 6554][Angew. Chem., 2020, vol. 132, p. 6613 - 6616,4]
[6]Kendall, Alexander J.; Salazar, Chase A.; Martino, Patrick F.; Tyler, David R. [Organometallics, 2014, vol. 33, # 21, p. 6171 - 6178]
[7]Kalvet, Indrek; Magnin, Guillaume; Schoenebeck, Franziska [Angewandte Chemie - International Edition, 2017, vol. 56, # 6, p. 1581 - 1585][Angew. Chem., 2017, vol. 129, # 6, p. 1603 - 1607]
[8]Zhang, Wei; Gorny, Rudiger; Dowd, Paul [Synthetic Communications, 1999, vol. 29, # 16, p. 2903 - 2913]
[9]Green, Alice E.; Agouridas, Vangelis; Deniau, Eric [Tetrahedron Letters, 2013, vol. 54, # 51, p. 7078 - 7079]
[10]Shen, Chaoren; Wei, Zhihong; Jiao, Haijun; Wu, Xiao-Feng [Chemistry - A European Journal, 2017, vol. 23, # 54, p. 13369 - 1337]

4
[ 129112-25-0 ]
[ 130650-09-8 ]
[ 236387-38-5 ]

Yield	Reaction Conditions	Operation in experiment
95%	With n-butyllithium In tetrahydrofuran; hexane at -78℃;

Reference： [1]Zhang, Wei; Gorny, Rudiger; Dowd, Paul [Synthetic Communications, 1999, vol. 29, # 16, p. 2903 - 2913]

5
[ 67-56-1 ]
[ 129112-25-0 ]
[ 1202-04-6 ]

Yield	Reaction Conditions	Operation in experiment
41%	Stage #1: 2-(trifluoromethanesulfonyl)oxy-bromobenzene; immobilized on REM resin N-acetyldehydroalanine With N-Methyldicyclohexylamine; tri tert-butylphosphoniumtetrafluoroborate In 1,2-dimethoxyethane at 100℃; Stage #2: methanol With sodium methylate In tetrahydrofuran at 20℃; for 16h; Further stages.;

Reference： [1]Yamazaki, Kazuo; Nakamura, Yosuke; Kondo, Yoshinori [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2002, # 19, p. 2137 - 2138]

6
[ 129112-25-0 ]
[ 535925-40-7 ]
[ 535925-36-1 ]

Yield	Reaction Conditions	Operation in experiment
98%	With 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine In toluene at 110℃; for 15h;

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

7
[ 5429-56-1 ]
[ 129112-25-0 ]
[ 124-41-4 ]
[ 1202-04-6 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: N-Acetamidoacrylic acid With triphenylphosphine; hydroxymethyl polystyrene resin; diethylazodicarboxylate In tetrahydrofuran; toluene at 20℃; for 24h; Stage #2: 2-(trifluoromethanesulfonyl)oxy-bromobenzene With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N-Methyldicyclohexylamine; tri tert-butylphosphoniumtetrafluoroborate In 1,2-dimethoxyethane Stage #3: sodium methylate In tetrahydrofuran; methanol at 20℃; for 12h;

Reference： [1]Yamazaki, Kazuo; Nakamura, Yosuke; Kondo, Yoshinori [Journal of Organic Chemistry, 2003, vol. 68, # 15, p. 6011 - 6019]

8
[ 88-12-0 ]
[ 129112-25-0 ]
1-[1-(2-bromophenyl)vinyl]pyrrolidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With 1,3-bis-(diphenylphosphino)propane; triethylamine In N,N-dimethyl-formamide at 110℃; for 16h;

Reference： [1]Wu, Xiongyu; Nilsson, Peter; Larhed, Mats [Journal of Organic Chemistry, 2005, vol. 70, # 1, p. 346 - 349]

9
[ 2235-00-9 ]
[ 129112-25-0 ]
1-[1-(2-bromophenyl)vinyl]azepan-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With 1,3-bis-(diphenylphosphino)propane; triethylamine In N,N-dimethyl-formamide at 110℃; for 16h;

Reference： [1]Wu, Xiongyu; Nilsson, Peter; Larhed, Mats [Journal of Organic Chemistry, 2005, vol. 70, # 1, p. 346 - 349]

10
[ 15754-51-5 ]
[ 129112-25-0 ]
C₂₀H₁₈BrO₃P [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine In toluene at 110℃; for 15h;
	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine In toluene at 120℃; Schlenk technique; Inert atmosphere;

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]
[2]Li, Zhen; Lin, Zi-Qi; Yan, Chao-Guo; Duan, Wei-Liang [Organometallics, 2019, vol. 38, # 20, p. 3916 - 3920]

11
[ 13440-07-8 ]
[ 129112-25-0 ]
C₂₆H₁₈BrOP [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2003,vol. 345,p. 180 - 184

12
[ 15929-43-8 ]
[ 129112-25-0 ]
C₂₀H₁₂BrF₆OP [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2003,vol. 345,p. 180 - 184
[2]Organometallics,2019,vol. 38,p. 3916 - 3920

13
[ 129112-25-0 ]
[ 187344-92-9 ]
C₂₂H₂₂BrOP [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2003,vol. 345,p. 180 - 184

14
[ 129112-25-0 ]
2-bromophenylbis(4-methoxyphenyl)phosphine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

15
[ 129112-25-0 ]
C₂₀H₂₀O₂P₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C 4.1: trimethylsilyl chloride; LiAlH₄ / tetrahydrofuran / 16 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

16
[ 129112-25-0 ]
o-bromophenylbis(3,5-dimethylphenyl)phosphine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

17
[ 129112-25-0 ]
2-(di(3,5-xylyl)phosphino)phenylphosphine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C 4.1: trimethylsilyl chloride; LiAlH₄ / tetrahydrofuran / 16 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

18
[ 129112-25-0 ]
[ 535930-81-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

19
[ 129112-25-0 ]
[ 535930-83-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C 4.1: trimethylsilyl chloride; LiAlH₄ / tetrahydrofuran / 16 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

20
[ 129112-25-0 ]
C₂₄H₂₈O₄P₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

21
[ 129112-25-0 ]
[ 1000278-96-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

22
[ 129112-25-0 ]
1-di(4-methoxyphenyl)phosphino-2-[(2S,5S)-2,5-dimethylphospholano]benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C 4.1: trimethylsilyl chloride; LiAlH₄ / tetrahydrofuran / 16 h / 20 °C 5.1: n-BuLi / hexane; tetrahydrofuran / 1 h / 0 °C 5.2: tetrahydrofuran; hexane / 0 - 20 °C 5.3: n-BuLi / tetrahydrofuran; hexane / 15 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

23
[ 129112-25-0 ]
C₂₆H₃₂O₂P₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

24
[ 129112-25-0 ]
[ 548462-09-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / -78 - 20 °C 4.1: trimethylsilyl chloride; LiAlH₄ / tetrahydrofuran / 16 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

25
[ 129112-25-0 ]
[ 1026005-58-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

26
[ 129112-25-0 ]
1-bis(3,5-dimethylphenyl)phosphino-2-[(2S,5S)-2,5-dimethylphospholano]benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: N,N-diisopropylethylamine; 1,3-bis(diphenylphosphino)propane / Pd₂(dba)3*CHCl₃ / toluene / 15 h / 110 °C 2.1: N,N-dimethylaniline; trichlorosilane / toluene / 15 h / 110 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C 3.2: hexane; tetrahydrofuran / 15 h / 20 °C 4.1: trimethylsilyl chloride; LiAlH₄ / tetrahydrofuran / 16 h / 20 °C 5.1: n-BuLi / hexane; tetrahydrofuran / 1 h / 0 °C 5.2: tetrahydrofuran; hexane / 0 - 20 °C 5.3: n-BuLi / tetrahydrofuran; hexane / 15 h / 20 °C

Reference： [1]Matsumura, Kazuhiko; Shimizu, Hideo; Saito, Takao; Kumobayashi, Hidenori [Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 180 - 184]

27
[ 95-56-7 ]
[ 129112-25-0 ]

Yield	Reaction Conditions	Operation in experiment
96.5%	With pyridine; hydrogenchloride; trifluoromethanesulfonic acid anhydride In dichloromethane	1.a (a) (a) Synthesis of 2-(trifluoromethanesulfonyl)oxy-bromobenzene (5) Into a four-neck flask was weighed 250.00 g (1.445 mol) of 2-bromophenol, and the atmosphere of the reaction vessel fitted with a thermometer, a condenser tube, and a dropping funnel with a pressure-equalizing tube was completely replaced with nitrogen. Thereto were added 1,500 mL of anhydrous methylene chloride and 171.40 g (2.168 mol) of pyridine, followed by cooling to 0° C. After the dropwise addition of 448.45 g (1.590 mol) of trifluoromethanesulfonic anhydride over a period of 2 hours, the whole was stirred at room temperature for 2 hours. The resulting mixed solution was poured into 500 mL of 2N hydrochloric acid aqueous solution, the mixture was stirred at room temperature for 30 minutes, and then the layers were separated from each other. The resulting organic layer was washed with water and saturated saline and dried over anhydrous magnesium, and then the solvent was removed by evaporation under reduced pressure. The residue was purified by distillation under reduced pressure to obtain the title compound (425.32 g, a colorless oily substance). Yield 96.5%. bp: 112-113° C./1995-2128Pa 1H NMR (CDC3): δ; 7.2-7.4 (m, 3H), 7.6-7.8 (m, 1H)
96.5%	With pyridine; hydrogenchloride; trifluoromethanesulfonic acid anhydride In dichloromethane	1.a (a) (a) Synthesis of 2-(trifluoromethanesulfonyl)oxy-bromobenzene (5) Into a four-neck flask was weighed 250.00 g (1.445 mol) of 2-bromophenol, and the atmosphere of the reaction vessel which was fitted with a thermometer, a condenser tube, and a dropping funnel with a pressure-equalizing tube was completely replaced with nitrogen. Thereto were added 1,500 mL of anhydrous dichloromethane and 171.40 g (2.168 mol) of pyridine, followed by cooling to 0° C. After the dropwise addition of 448.45 g (1.590 mol) of trifluoromethanesulfonic anhydride over a period of 2 hours, the whole was stirred at room temperature for 2 hours. The resulting mixed solution was poured into 500 mL of 2N hydrochloric acid aqueous solution, the mixture was stirred at room temperature for 30 minutes, and then the layers were separated from each other. The resulting organic layer was washed with water and brine and dried over anhydrous magnesium, and then the solvent was removed by evaporation under reduced pressure. The residue was purified by distillation under reduced pressure to obtain the title compound (425.32 g, a colorless oil). Yield 96.5%. bp: 112-113° C./1995-2128 Pa 1H NMR (CDCl3): δ; 7.2-7.4 (m, 3H), 7.6-7.8 (m, 1H)

Reference： [1]Current Patent Assignee: TAKASAGO INTERNATIONAL CORPORATION - US2003/144138, 2003, A1
[2]Current Patent Assignee: TAKASAGO INTERNATIONAL CORPORATION - US2003/139285, 2003, A1

28
Pd₂(dba)3CHCl₃ (dba represents dibenzylideneacetone) [ No CAS ]
[ 39864-75-0 ]
[ 129112-25-0 ]
[ 7650-84-2 ]
[ 535930-81-5 ]

Yield	Reaction Conditions	Operation in experiment
49.2%.	With hydrogenchloride; N-ethyl-N,N-diisopropylamine In toluene	1.b (b) (b) Synthesis of (2-bromophenyl)[di(1-naphthyl)]phosphine (6) Into a four-neck flask were weighed 16.89 g (59.0 mmol) of di(1-naphthyl)phosphine, 1.27 g (2.5 mmol) of Pd2(dba)3CHCl3 (dba represents dibenzylideneacetone), and 1.01 g (2.5 mmol) of diphenylphosphinopropane. The atmosphere of the reaction vessel fitted with a thermometer, a condenser tube, and a dropping funnel with a pressure-equalizing tube was completely replaced with nitrogen. Thereto were added 150 mL of toluene, 15.00 g (49.2 mmol) of 2-(trifluoromethanesulfonyl)oxy-bromobenzene (5), and 9.53 g (73.8 mmol) of diisopropylethylamine, followed by 16 hours of heating at reflux. After the completion of the reaction, the reaction mixture was cooled to room temperature and poured into 150 mL of 5% hydrochloric acid aqueous solution. After 30 minutes of stirring, the layers were separated from each other. The organic layer was washed with water and saturated saline and dried over anhydrous magnesium sulfate. Toluene was removed by evaporation and the residue was purified by silica gel column chromatography to obtain the title compound (10.68 g, a pale yellow solid). Yield 49.2%. mp: 206-207° C. 1H NMR (CDCl3): δ; 6.70 (dt, J=2.2, 7.7 Hz, 1H), 6.98 (t, J=5.5 Hz, 2H), 7.09 (dt, J=1.1, 7.4 Hz, 1H), 7.20 (dt, J=1.9, 7.6 Hz, 1H), 7.32 (t, J=7.8 Hz, 2H), 7.44-7.47 (m, 2H), 7.50 (dt, J=1.1, 7.4 Hz, 2H), 7.66 (ddd, J=1.1, 3.9, 8.2 Hz, 1H), 7.89 (t, J=8.8 Hz, 4H), 8.49 (dd, J=4.8, 8.2 Hz, 2H) 31P NMR (CDCl3): δ; -20.7 (s) EI-MS (m/z): 440 ([M-1]+)

Reference： [1]Current Patent Assignee: TAKASAGO INTERNATIONAL CORPORATION - US2003/144138, 2003, A1

29
Pd₂(dba)3CHCl₃ (dba represents dibenzylideneacetone) [ No CAS ]
[ 129112-25-0 ]
[ 535925-40-7 ]
[ 28240-66-6 ]
[ 535925-36-1 ]

Yield	Reaction Conditions	Operation in experiment
97.7%	With hydrogenchloride; N-ethyl-N,N-diisopropylamine In toluene	1.b (b) (b) Synthesis of bis(3,5-di-t-butyl-4-methoxyphenyl)(2-bromophenyl)phosphine Oxide (6) Into a four-neck flask were weighed 28.71 g (59.0 mmol) of bis(3,5-di-t-butyl-4-methoxyphenyl)phosphine oxide, 1.27 g (2.5 mmol) of Pd2(dba)3CHCl3 (dba represents dibenzylideneacetone), and 1.01 g (2.5 mmol) of 1,3-diphenylphosphinopropane. The atmosphere of the reaction vessel which was fitted with a thermometer, a condenser tube, and a dropping funnel with a pressure-equalizing tube was completely replaced with nitrogen. Thereto were added 150 mL of toluene, 15.00 g (49.2 mmol) of the 2-(trifluoromethanesulfonyl)oxy-bromobenzene (5), and 9.53 g (73.8 mmol) of N,N-diisopropylethylamine, followed by 16 hours of heating at reflux. After the completion of the reaction, the reaction mixture was cooled to room temperature and poured into 150 mL of 5% hydrochloric acid aqueous solution. After 30 minutes of stirring, the layers were separated from each other. The organic layer was washed with water and brine and dried over anhydrous magnesium sulfate. Toluene was removed by evaporation and the residue was purified by silica gel column chromatography to obtain the title compound (30.83 g, a white viscous solid). Yield 97.7%. 1H NMR (CDCl3): δ; 1.35 (s, 36H), 3.69 (s, 6H), 7.35-7.45 (m, 2H) 7.51 (d, J=13.2 Hz 4H), 7.65 (ddd, J=1.2, 3.9, 7.7 Hz, 1H), 7.73 (ddd, J=1.9, 7.7, 12.5 Hz, 1H) 31P NMR (CDCl3) δ; 33.3 (s) EI-MS (m/z): 642 ([M+])

Reference： [1]Current Patent Assignee: TAKASAGO INTERNATIONAL CORPORATION - US2003/139285, 2003, A1

30
[ 1092542-39-6 ]
[ 129112-25-0 ]
[ 1092542-41-0 ]

Yield	Reaction Conditions	Operation in experiment
69%	With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;

Reference： [1]Dai, Mingji; Wang, Zhang; Danishefsky, Samuel J. [Tetrahedron Letters, 2008, vol. 49, # 47, p. 6613 - 6616]

31
[ 1092542-12-5 ]
[ 129112-25-0 ]
[ 1092542-13-6 ]

Yield	Reaction Conditions	Operation in experiment
74%	With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h;

Reference： [1]Dai, Mingji; Wang, Zhang; Danishefsky, Samuel J. [Tetrahedron Letters, 2008, vol. 49, # 47, p. 6613 - 6616]

32
[ 1092542-26-1 ]
[ 129112-25-0 ]
[ 1092542-28-3 ]

Yield	Reaction Conditions	Operation in experiment
50%	With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;

Reference： [1]Dai, Mingji; Wang, Zhang; Danishefsky, Samuel J. [Tetrahedron Letters, 2008, vol. 49, # 47, p. 6613 - 6616]

33
[ 1092542-27-2 ]
[ 129112-25-0 ]
[ 1092542-29-4 ]

Yield	Reaction Conditions	Operation in experiment
38%	With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;

Reference： [1]Dai, Mingji; Wang, Zhang; Danishefsky, Samuel J. [Tetrahedron Letters, 2008, vol. 49, # 47, p. 6613 - 6616]

34
[ 1092542-16-9 ]
[ 129112-25-0 ]
C₂₀H₂₇NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;

Reference： [1]Dai, Mingji; Wang, Zhang; Danishefsky, Samuel J. [Tetrahedron Letters, 2008, vol. 49, # 47, p. 6613 - 6616]

35
[ 1092542-38-5 ]
[ 129112-25-0 ]
C₂₀H₂₇NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;

Reference： [1]Dai, Mingji; Wang, Zhang; Danishefsky, Samuel J. [Tetrahedron Letters, 2008, vol. 49, # 47, p. 6613 - 6616]

36
[ 129112-25-0 ]
[ 536-74-3 ]
[ 21375-88-2 ]

Yield	Reaction Conditions	Operation in experiment
92%	With 1,1'-bis-(diphenylphosphino)ferrocene; copper(l) iodide; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	Procedure for preparation of 1-bromo-2-(phenylethynyl)benzene: To a solution of 2-bromophenyl trifluoromethanesulfonate (305 mg, 1.0mmol) in DMF (10ml) at room temperature under nitrogen atm. were added Pd(OAc)2 (8.98 mg, 0.04mmol), dppf (33.24mg, 0.06mmol), CuI (9.52 mg, 0.05mmol), and triethylamine (303 mg, 3.0 mmol) successively, followed by phenylacetylene (107 mg, 1.05mmol). The resulting reaction mixture was heated to 70oC and maintained at same temperature for overnight. After cooling the reaction mixture to room temperature, water was added and the reaction mixture was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under vacuum. The product was purified by flash chromatography. Yield: 236 mg, 92 %

Reference： [1]Prakash, Anjanappa; Dibakar, Mullick; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam [Tetrahedron Letters, 2011, vol. 52, # 43, p. 5625 - 5628]

37
[ 129112-25-0 ]
[ 95-56-7 ]

Yield	Reaction Conditions	Operation in experiment
25%	With caesium carbonate In toluene at 130℃; for 15h;	General procedure for deprotection of triflates General procedure: Toa solution of aryl triflate 1a-k (0.3 mmol) in distilledtoluene (5 mL) was added Cs2CO3(3 eq.). The suspension was heated at 80 °C (oilbath temp) during 15h. The crude mixture was quenched withethyl acetate (~5 mL) and a saturatedaqueous solution of ammonium chloride (~10 mL).The aqueous layer was extracted with ethyl acetate (2x10 mL). Organic layerswere then combined, dried over MgSO4 and concentratedunder reduced pressure to afford the corresponding phenol 2a-k that was purified byflash chromatography over silica gel.

Reference： [1]Green, Alice E.; Agouridas, Vangelis; Deniau, Eric [Tetrahedron Letters, 2013, vol. 54, # 51, p. 7078 - 7079]

38
[ 129112-25-0 ]
[ 868-85-9 ]
[ 15104-41-3 ]

Yield	Reaction Conditions	Operation in experiment
56.5%	With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; N-ethyl-N,N-diisopropylamine In toluene for 48h; Inert atmosphere; Reflux;
55%	With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; N-ethyl-N,N-diisopropylamine In toluene at 110℃; for 16h;	Intermediate 19: Dimethyl (2-bromophenyl)phosphonate To a stirred solution of 2-bromophenyl trifluoromethanesulfonate (2.0 g, 6.6 mmol) in toluene (100 mL), were added dimethyl phosphonate (1.1 g, 9.8 mmol), and DIEA (1.7 mL, 9.8 mmol). The reaction mixture was purged with nitrogen for 5 min and charged with 1,3-bis(diphenylphosphino)propane (0.14 g, 0.33 mmol) and palladium (II) acetate (0.04 g, 0.17 mmol). The reaction mixture was again purged with nitrogen for 3 min and heated at 110° C. for 16 h. The reaction mixture was cooled and filtered through a Celite pad, and the filtrate was concentrated under reduced pressure. The product was purified by flash chromatography (5-10% MeOH in chloroform) to yield Intermediate 19 (1.2 g, 3.6 mmol, 55% yield) as a colorless liquid. MS(ESI) m/z: 267.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ=8.02-8.00 (m, 1H) 7.70-7.69 (m, 1H) 7.43-7.41 (m, 2H) 3.83-3.73 (m, 6H).

Reference： [1]Kendall, Alexander J.; Salazar, Chase A.; Martino, Patrick F.; Tyler, David R. [Organometallics, 2014, vol. 33, # 21, p. 6171 - 6178]
[2]Current Patent Assignee: BRISTOL-MYERS SQUIBB CO; BIOCON LIMITED - US2019/270704, 2019, A1 Location in patent: Paragraph 0273; 0274

39
[ 129112-25-0 ]
[ 54353-18-3 ]
C₂₂H₂₈BrO₂P [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine In toluene at 120℃; for 40h; Inert atmosphere;

Reference： [1]Ma, Yan-Na; Zhang, Hong-Yu; Yang, Shang-Dong [Organic Letters, 2015, vol. 17, # 8, p. 2034 - 2037]

40
[ 129112-25-0 ]
[ 3315-91-1 ]
[ 3282-24-4 ]

Yield	Reaction Conditions	Operation in experiment
68%	With bis(diphenylphosphino)propanepalladium(II) dichloride; lithium bromide In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;

Reference： [1]Suzuki, Naoto; Fujita, Takeshi; Ichikawa, Junji [Organic Letters, 2015, vol. 17, # 20, p. 4984 - 4987]

41
[ 129112-25-0 ]
[ 185416-14-2 ]
2-bromo-4'-butyl-1,1'-biphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With bis(diphenylphosphino)propanepalladium(II) dichloride; lithium bromide In diethyl ether at 20℃; for 6h; Inert atmosphere;

Reference： [1]Suzuki, Naoto; Fujita, Takeshi; Ichikawa, Junji [Organic Letters, 2015, vol. 17, # 20, p. 4984 - 4987]

42
[ 129112-25-0 ]
[ 1213-51-0 ]
[ 97106-61-1 ]

Yield	Reaction Conditions	Operation in experiment
85%	With TurboGrignard In tetrahydrofuran; diethyl ether at -78 - 20℃; for 2.5h; Inert atmosphere; Schlenk technique; regioselective reaction;

Reference： [1]Li, Yuanming; Chakrabarty, Shyamal; Mück-Lichtenfeld, Christian; Studer, Armido [Angewandte Chemie - International Edition, 2016, vol. 55, # 2, p. 802 - 806][Angew. Chem., 2016, vol. 128, # 2, p. 813 - 817,5]

43
[ 201230-82-2 ]
[ 129112-25-0 ]
[ 98-80-6 ]
[ 13047-06-8 ]

Yield	Reaction Conditions	Operation in experiment
83%	With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate In tert-butyl methyl ether at 80℃; for 6h;

Reference： [1]Hao, Cheng Yi; Wang, Dan; Li, Ya Wei; Dong, Lin Lin; Jin, Ying; Zhang, Xiu Rong; Zhu, He Yun; Chang, Sheng [RSC Advances, 2016, vol. 6, # 89, p. 86502 - 86509]

44
[ 129112-25-0 ]
[ 84109-17-1 ]
2'-methyl-[1,1'-biphenyl]-2-yl trifluoromethanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l) In tetrahydrofuran; toluene at 20℃; for 0.0833333h; Inert atmosphere;

Reference： [1]Kalvet, Indrek; Magnin, Guillaume; Schoenebeck, Franziska [Angewandte Chemie - International Edition, 2017, vol. 56, # 6, p. 1581 - 1585][Angew. Chem., 2017, vol. 129, # 6, p. 1603 - 1607]

45
[ 110-91-8 ]
[ 201230-82-2 ]
[ 129112-25-0 ]
2-(morpholine-4-carbonyl)phenyl trifluoromethanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 90℃; for 24h; Autoclave; Inert atmosphere; chemoselective reaction;

Reference： [1]Shen, Chaoren; Wei, Zhihong; Jiao, Haijun; Wu, Xiao-Feng [Chemistry - A European Journal, 2017, vol. 23, # 54, p. 13369 - 1337]

46
[ 110-91-8 ]
[ 201230-82-2 ]
[ 129112-25-0 ]
(2-bromophenyl)(morpholino)methanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine In toluene at 90℃; for 24h; Autoclave; Inert atmosphere; chemoselective reaction;

Reference： [1]Shen, Chaoren; Wei, Zhihong; Jiao, Haijun; Wu, Xiao-Feng [Chemistry - A European Journal, 2017, vol. 23, # 54, p. 13369 - 1337]

47
[ 872-31-1 ]
[ 129112-25-0 ]
[ 20608-83-7 ]

Yield	Reaction Conditions	Operation in experiment
71%	Stage #1: 3-Bromothiophene With tert.-butyl lithium In toluene; pentane at -78℃; for 1h; Inert atmosphere; Stage #2: With 1,2-dimethoxyethane In toluene; pentane at -80 - -50℃; for 0.75h; Inert atmosphere; Stage #3: 2-(trifluoromethanesulfonyl)oxy-bromobenzene In toluene; pentane at -50℃; for 2h; Inert atmosphere;

Reference： [1]Saied, Tarak; Demangeat, Catherine; Panossian, Armen; Leroux, Frédéric R.; Fort, Yves; Comoy, Corinne [European Journal of Organic Chemistry, 2019, vol. 2019, # 31-32, p. 5275 - 5284]

48
[ 98437-24-2 ]
[ 129112-25-0 ]
2-(benzofuran-2-yl)phenyl trifluoromethanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium fluoride; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 20℃; for 24h; Schlenk technique; Inert atmosphere;
59%	With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; tris-(o-tolyl)phosphine; lithium bromide In toluene at 100℃; for 12h;

Reference： [1]Uryu, Mizuho; Hiraga, Taito; Koga, Yoshito; Saito, Yutaro; Murakami, Kei; Itami, Kenichiro [Angewandte Chemie - International Edition, 2020, vol. 59, # 16, p. 6551 - 6554][Angew. Chem., 2020, vol. 132, p. 6613 - 6616,4]
[2]Fuchibe, Kohei; Tsuda, Nobushige; Shigeno, Kento; Ichikawa, Junji [Heterocycles, 2019, vol. 99, # 2, p. 1196 - 1216]

49
[ 98437-23-1 ]
[ 129112-25-0 ]
2-(benzo[b]thiophen-2-yl)phenyl trifluoromethanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium fluoride; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 60℃; for 24h; Schlenk technique; Inert atmosphere;
82%	With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; tris-(o-tolyl)phosphine; lithium bromide In toluene at 100℃; for 3.5h;

50
[ 2926-30-9 ]
[ 244205-40-1 ]
[ 129112-25-0 ]

Yield	Reaction Conditions	Operation in experiment
61%	With 5,5-dioxido-2,8-bis(trifluoromethyl)-10H-dibenzo[b,e][1,4]thiabismin-10-yl trifluoromethanesulfonate; sodium phosphate; 2,6-dichloro-1-fluoropyridin-1-ium tetrafluoroborate In chloroform at 90℃; for 16h; Molecular sieve; Inert atmosphere;

Reference： [1]Cornella, Josep; Peciukenas, Vytautas; Planas, Oriol [Journal of the American Chemical Society, 2020, vol. 142, # 26, p. 11382 - 11387]

51
[ 37595-74-7 ]
[ 95-56-7 ]
[ 129112-25-0 ]

Yield	Reaction Conditions	Operation in experiment
92%	With potassium hydrogen difluoride; water monomer; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 4h; chemoselective reaction;

Reference： [1]Li, Bing-Yu; Voets, Lauren; Van Lommel, Ruben; Hoppenbrouwers, Fien; Alonso, Mercedes; Verhelst, Steven H. L.; De Borggraeve, Wim M.; Demaerel, Joachim [Chemical Science, 2022, vol. 13, # 8, p. 2270 - 2279]

Related Products

Historical Records

Ghs Precautionary Statements

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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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. 129112-25-0 ]

Quality Control of [ 129112-25-0 ]

Related Doc. of [ 129112-25-0 ]

Product Details of [ 129112-25-0 ]

Calculated chemistry of [ 129112-25-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 129112-25-0 ]

Application In Synthesis of [ 129112-25-0 ]

[ 129112-25-0 ] Synthesis Path-Upstream 1~2

[ 129112-25-0 ] Synthesis Path-Downstream 1~51

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry