2,2-Dibromo-1-(4-fluorophenyl)ethanone

Base Information

• Chemical Name: 2,2-Dibromo-1-(4-fluorophenyl)ethanone
• CAS No.: 7542-64-5
• Molecular Formula: C8H5Br2FO
• Molecular Weight: 295.934
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID50382540
• Nikkaji Number: J1.852.350G
• Wikidata: Q82173900
• Mol file: 7542-64-5.mol

Synonyms:7542-64-5;2,2-dibromo-1-(4-fluorophenyl)ethanone;2,2-DIBROMO-4'-FLUOROACETOPHENONE;ALPHA,ALPHA-DIBROMO-4-FLUOROACETOPHENONE;2,2-Dibromo-4-fluoroacetophenone;MFCD03791309;2,2-dibromo-1-(4-fluorophenyl)ethan-1-one;SCHEMBL3364624;DTXSID50382540;BCP21437;AKOS005206887;4'-Fluoro-alpha,alpha-dibromoacetophenone;SY298878;CS-0364899;FT-0622085;A838410;1,1-DICHLORO-3,3,3-TRIFLUOROACETONEHYDRATE;2,2-Dibromo-4 inverted exclamation mark -fluoroacetophenone

Chemical Property of 2,2-Dibromo-1-(4-fluorophenyl)ethanone

Chemical Property:

• Melting Point: 36-38°C
• Boiling Point: 278.8 °C at 760 mmHg
• Flash Point: 122.4 °C
• PSA: 17.07000
• Density: 1.948 g/cm³
• LogP: 3.12430
• Water Solubility.: Insoluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 295.86707
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

alpha,alpha-dibromo-4'-fluoroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(Br)Br)F
• Uses: 2,2-Dibromo-4'-fluoroacetophenone is used as pharmaceutical intermediates.

Technology Process of 2,2-Dibromo-1-(4-fluorophenyl)ethanone

There total 11 articles about 2,2-Dibromo-1-(4-fluorophenyl)ethanone 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: 95.0%

4-fluorobenzoic acid ethyl ester (451-46-7) + 1,1-dibromomethane (74-95-3) → α,α-Dibromo-4'-fluoroacetophenone (7542-64-5)

Guidance literature:

1,1-dibromomethane; With lithium diisopropyl amide; In tetrahydrofuran; at -90 ℃; for 0.0666667h; Inert atmosphere; Flow reactor;

4-fluorobenzoic acid ethyl ester; In tetrahydrofuran; at -90 ℃; Inert atmosphere; Flow reactor;

DOI:10.1039/c4ob00662c

Reference yield: 91.0%

1-ethynyl-4-fluorobenzene (766-98-3) → α,α-Dibromo-4'-fluoroacetophenone (7542-64-5)

Guidance literature:

With N,N'-ethylenethiourea; 1,3-dibromo-5,5-dimethylhydantoin; water; at 20 ℃;

DOI:10.1039/c7gc00283a

Reference yield: 90.0%

2,2,2-tribromo-1-(4-fluorophenyl)ethan-1-one → α,α-Dibromo-4'-fluoroacetophenone (7542-64-5)

Guidance literature:

With water; hydrogen bromide; In tetrahydrofuran; at 80 ℃;

DOI:10.1002/ejoc.202001118

upstream raw materials:

1-(4-fluorophenyl)ethanone

2-bromo-4'-fluoroacetophenone

1-ethynyl-4-fluorobenzene

4-fluorobenzoic acid ethyl ester

Downstream raw materials:

2-bromo-2-(4-fluorophenyl)pent-4-enal

N-(3,4-difluorophenyl)-4-(4-fluorophenyl)thiazol-2-amine

4-(4-fluorophenyl)-1,3-selenazol-2-amine

2-amino-4-(4-fluorophenyl)thiazole

Refernces

• 1、 Wang, Dan,Wan, Zhaohua,Zhang, Heng,Lei, Aiwen. "Electrochemical Oxidative Functionalization of Arylalkynes: Access to α,α-Dibromo Aryl Ketones". supporting information. p. 1022 - 1027. Retrieved 2020/12/31.
• 2、 Meng, Xiangtai,Zhang, Yu,Luo, Jinyue,Wang, Fei,Cao, Xiaoji,Huang, Shenlin. "Electrochemical Oxidative Oxydihalogenation of Alkynes for the Synthesis of α,α-Dihaloketones". supporting information. p. 1169 - 1174. Retrieved 2020/02/04.