1-(4-Bromophenyl)-2,2-dichloroethanone

Base Information

• Chemical Name: 1-(4-Bromophenyl)-2,2-dichloroethanone
• CAS No.: 7716-86-1
• Molecular Formula: C8H5BrCl2O
• Molecular Weight: 267.937
• DSSTox Substance ID: DTXSID90447369
• Nikkaji Number: J502.674A
• Wikidata: Q82266232
• ChEMBL ID: CHEMBL4289827
• Mol file: 7716-86-1.mol

Synonyms:7716-86-1;1-(4-bromo-phenyl)-2,2-dichloro-ethanone;1-(4-BROMOPHENYL)-2,2-DICHLOROETHANONE;SCHEMBL6659783;CHEMBL4289827;DTXSID90447369;LZLOFHDNIIKBIU-UHFFFAOYSA-N;4'-Bromo-alpha,alpha-dichloroacetophenone;1-(4-Bromophenyl)-2,2-dichloroethan-1-one;1-(4-bromophenyl)-2,2-bis(chloranyl)ethanone;A838989

Chemical Property of 1-(4-Bromophenyl)-2,2-dichloroethanone

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 265.89008
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(Cl)Cl)Br

Technology Process of 1-(4-Bromophenyl)-2,2-dichloroethanone

There total 7 articles about 1-(4-Bromophenyl)-2,2-dichloroethanone 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: 96.0%

para-bromoacetophenone (99-90-1) → 1-(4-bromo-phenyl)-2,2-dichloro-ethanone (7716-86-1)

Guidance literature:

With chlorine; In acetic acid; at 53 - 59 ℃; for 1h;

DOI:10.1021/jo01303a014

Reference yield: 86.0%

4-bromo-1-ethynylbenzene (766-96-1) → 1-(4-bromo-phenyl)-2,2-dichloro-ethanone (7716-86-1)

Guidance literature:

With hydrogenchloride; sulfuric acid; lithium perchlorate; In water; acetonitrile; at 10 - 20 ℃; for 4.25h; Electrochemical reaction; Electrolysis; Green chemistry;

DOI:10.1016/j.cclet.2020.02.030

Reference yield: 79.0%

1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (73387-60-7) → 1-(4-bromo-phenyl)-2,2-dichloro-ethanone (7716-86-1)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 3h; Electrolysis;

DOI:10.1016/j.tetlet.2021.153575

upstream raw materials:

para-bromoacetophenone

4-bromo-1-ethynylbenzene

acetic acid

4,4,4-trifluoro-1-(4-bromophenyl)butane-1,3-dione

Downstream raw materials:

1,4-bis(4-bromophenyl)-1,4-butanedione

4-bromo-DL-mandelic acid

trans-β-chloro-p-bromostyrene oxide

1-(4'-bromophenyl)-pentane-1,4-dione

Refernces

• 1、 Li, Zhibin,Sun, Qi,Qian, Peng,Hu, Kangfei,Zha, Zhenggen,Wang, Zhiyong. "Electrochemical synthesis of α,α-dihaloacetophenones from terminal alkyne derivatives". supporting information. p. 1855 - 1858. Retrieved 2020/03/10.
• 2、 Liu, Yunyun,Xiong, Jin,Wei, Li,Wan, Jie-Ping. "Switchable Synthesis of α,α-Dihalomethyl and α,α,α-Trihalomethyl Ketones by Metal-Free Decomposition of Enaminone C=C Double Bond". supporting information. p. 877 - 883. Retrieved 2020/01/24.