2-Bromo-2,2-difluoro-1-phenylethanone

Base Information

• Chemical Name: 2-Bromo-2,2-difluoro-1-phenylethanone
• CAS No.: 1610-04-4
• Molecular Formula: C8H5 Br F2 O
• Molecular Weight: 235.028
• Hs Code.: 2914700090
• European Community (EC) Number: 886-682-8
• DSSTox Substance ID: DTXSID40477116
• Nikkaji Number: J1.079.629F
• Wikidata: Q82309320
• Mol file: 1610-04-4.mol

Synonyms:2-Bromo-2,2-difluoro-1-phenylethanone;1610-04-4;2-BROMO-2,2-DIFLUORO-1-PHENYL-ETHANONE;2-Bromo-2,2-difluoro-1-phenylethan-1-one;SCHEMBL1743416;DTXSID40477116;QRVPSDIABPAOTN-UHFFFAOYSA-N;AKOS015967741;EN300-4263608

Chemical Property of 2-Bromo-2,2-difluoro-1-phenylethanone

Chemical Property:

• Vapor Pressure: 0.234mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 206.7°C at 760 mmHg
• Flash Point: 78.8°C
• PSA: 17.07000
• Density: 1.619g/cm³
• LogP: 2.85700
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 233.94918
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

2-bromo-2,2-difluoro-1-phenylethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(F)(F)Br

Technology Process of 2-Bromo-2,2-difluoro-1-phenylethanone

There total 7 articles about 2-Bromo-2,2-difluoro-1-phenylethanone 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: 92.0%

Ethyl bromodifluoroacetate (667-27-6) + phenylmagnesium bromide → α-bromo-α,α-difluoro-acetophenone (1610-04-4)

Guidance literature:

In diethyl ether; at -78 ℃; for 3h;

DOI:10.1021/jo050634u

Reference yield: 90.0%

Ethyl bromodifluoroacetate (667-27-6) + phenylmagnesium bromide (100-58-3) → α-bromo-α,α-difluoro-acetophenone (1610-04-4)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01882

Reference yield: 90.0%

bromobenzene (108-86-1,52753-63-6) + Ethyl bromodifluoroacetate (667-27-6) → α-bromo-α,α-difluoro-acetophenone (1610-04-4)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

Ethyl bromodifluoroacetate; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c8cc04643c

upstream raw materials:

bromodifluoroacetic acid

2,2-difluoro-1-phenyl-1-trimethylsiloxyethene

Ethyl bromodifluoroacetate

phenylmagnesium bromide

Downstream raw materials:

2,2,2-Trifluoroacetophenone

Refernces

• 1、 Prakash, G.K. Surya,Hu, Jinbo,Alauddin, Mian M.,Conti, Peter S.,Olah, George A.. "A general method of halogenation for synthesis of α-halodifluoromethyl ketones and [18F]-labeled trifluoromethyl ketones". . p. 239 - 243. Retrieved 2003.
• 2、 Dong, Lefeng,Li, Zhong,Liang, Junqing,Pang, Xiwen,Qin, Jiawei,Shao, Xusheng,Wang, Gangao,Xu, Xiaoyong. "CF2DSO2Na: An Effective Precursor Reagent for Deuteriodifluoromethylthiolation and Deuteriodifluoromethylation". supporting information. p. 5545 - 5548. Retrieved 2021/07/31.