Benzene, 1-bromo-4-(1,1-difluoroethyl)-

Base Information

• Chemical Name: Benzene, 1-bromo-4-(1,1-difluoroethyl)-
• CAS No.: 1000994-95-5
• Molecular Formula: C8H7BrF2
• Molecular Weight: 221.044
• Hs Code.: 29036990
• Mol file: 1000994-95-5.mol

Synonyms:1-(4-Bromophenyl)-1,1-difluoroethane;

Chemical Property of Benzene, 1-bromo-4-(1,1-difluoroethyl)-

Chemical Property:

• Refractive Index: n20/D1.503
• Boiling Point: 219.0±30.0 °C(Predicted)
• Flash Point: 82℃
• PSA: 0.00000
• Density: 1.495 g/mL at 25℃
• LogP: 3.56080
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%, ^*data from raw suppliers

1-Bromo-4-(1,1-difluoroethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene, 1-bromo-4-(1,1-difluoroethyl)-

There total 4 articles about Benzene, 1-bromo-4-(1,1-difluoroethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

para-bromoacetophenone (99-90-1) → 1-bromo-4-(1,1-difluoroethyl)-benzene (1000994-95-5)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at 50 ℃; Inert atmosphere;

Reference yield: 73.0%

bis(4-bromophenyl)iodonium triflate (139139-81-4) + (1,1-difluoroethyl)trimethylsilane (115134-88-8) → 1-bromo-4-(1,1-difluoroethyl)-benzene (1000994-95-5)

Guidance literature:

(1,1-difluoroethyl)trimethylsilane; With potassium tert-butylate; triethylamine tris(hydrogen fluoride); copper(l) chloride; In N,N-dimethyl-formamide; at 0 ℃;

bis(4-bromophenyl)iodonium triflate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

DOI:10.1002/asia.201600577

Reference yield: 62.0%

{(4-bromophenyl)difluoromethyl}trimethylsilane + methyl iodide (74-88-4) → 1-bromo-4-(1,1-difluoroethyl)-benzene (1000994-95-5)

Guidance literature:

With potassium fluoride; In N,N-dimethyl acetamide; for 24h; Industrial scale;

upstream raw materials:

para-bromoacetophenone

bis(4-bromophenyl)iodonium triflate

(1,1-difluoroethyl)trimethylsilane

methyl iodide

Downstream raw materials:

2-(4-(1,1-difluoroethyl)phenyl)- 4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Methyl 5-[4-(1,1-difluoroethyl)phenyl]nicotinate

4-(1,1-difluoroethyl)benzoic acid

Refernces

• 1、 Buss, Joshua A.,Golden, Dung L.,Stahl, Shannon S.,Vasilopoulos, Aristidis. "Copper-Catalyzed Functionalization of Benzylic C-H Bonds with N-Fluorobenzenesulfonimide: Switch from C-N to C-F Bond Formation Promoted by a Redox Buffer and Br?nsted Base". supporting information. p. 5749 - 5752. Retrieved 2020/10/02.
• 2、 Li, Xinjin,Zhao, Jingwei,Wang, Yunze,Rong, Jian,Hu, Mingyou,Chen, Dingben,Xiao, Pan,Ni, Chuanfa,Wang, Limin,Hu, Jinbo. "Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2CH3)". . p. 1789 - 1792. Retrieved 2016/07/07.