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

Base Information

• Chemical Name: 2,2-Dibromo-1-(4-chlorophenyl)ethanone
• CAS No.: 13651-12-2
• Molecular Formula: C8H5Br2ClO
• Molecular Weight: 312.388
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90406138
• Nikkaji Number: J41.178G
• Wikidata: Q82211033
• Mol file: 13651-12-2.mol

Synonyms:2,2-dibromo-1-(4-chlorophenyl)ethanone;13651-12-2;MFCD06253621;4/'-Chloro-alpha,alpha-dibromoacetophenone;Ethanone, 2,2-dibromo-1-(4-chlorophenyl)-;SCHEMBL3424507;DTXSID90406138;2,2-Dibromo-4'-chloro-acetophenone;AKOS002662759;alpha,alpha-dibromo-4-chloroacetophenone;4'-Chloro-alpha,alpha-dibromoacetophenone;AS-10546;2,2-dibromo-1-(4-chlorophenyl)ethan-1-one;F81440;InChI=1/C8H5Br2ClO/c9-8(10)7(12)5-1-3-6(11)4-2-5/h1-4,8

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

Chemical Property:

• PSA: 17.07000
• LogP: 3.63860
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 311.83752
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dibromo-1-(4-chlorophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 16 articles about 2,2-Dibromo-1-(4-chlorophenyl)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: 93%

para-chloroacetophenone (99-91-2) → 2,2-dibromo-1-(4-chlorophenyl)ethanone (13651-12-2)

Guidance literature:

With bromine; zinc; In water; at 70 ℃; for 2h;

DOI:10.1080/00397910600770714

Reference yield: 91%

para-chloroacetophenone (99-91-2) → 2,2-dibromo-1-(4-chlorophenyl)ethanone (13651-12-2) + 4-chlorobenzoylmethyl bromide (536-38-9)

Guidance literature:

With N-Bromosuccinimide; silica gel; In methanol; for 0.316667h; chemoselective reaction; Reflux;

DOI:10.1016/j.cclet.2013.09.014

Reference yield: 91%

4-chlorobenzoylmethyl bromide (536-38-9) → 2,2-dibromo-1-(4-chlorophenyl)ethanone (13651-12-2)

Guidance literature:

With bromine; In diethyl ether; at 0 - 20 ℃; for 2h; Inert atmosphere; Darkness;

DOI:10.1055/s-0033-1338551

upstream raw materials:

para-chloroacetophenone

chlorobenzene

4-chlorobenzoylmethyl bromide

4-chloro(ethylbenzene)

Downstream raw materials:

p-chloromandelic acid

(4-chloro-phenyl)-hydroxyimino-acetaldehyde oxime

2,2-dibromo-1-(4-chloro-phenyl)-ethanone oxime

4-chlorobenzoyl azide

Refernces

• 1、 Tada, Norihiro,Ban, Kazunori,Nobuta, Tomoya,Hirashima, Shin-Ichi,Miura, Tsuyoshi,Itoh, Akichika. "Direct synthesis of α-keto esters from ethylbenzenes using 48% aqueous HBr by aerobic visible light photooxidation". . p. 1381 - 1384. Retrieved 2011.
• 2、 Tu, Dewei,Luo, Juan,Jiang, Wengao,Tang, Qiang. "Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride". supporting information. . Retrieved 2021/09/15.
• 3、 Joshi, Radhika,Kiran, Vijay,Pundeer, Rashmi. "α,α-Dibromoketone precursors in the synthesis of some new thiazole derivatives: Thiazol-2-yl hydrazonobutanoates, thiazol-2-yl pyrazole-4-carboxylates and acids". supporting information. . Retrieved 2020/03/04.