3-Bromophenylacetyl chloride

Base Information

• Chemical Name: 3-Bromophenylacetyl chloride
• CAS No.: 98288-51-8
• Molecular Formula: C8H6BrClO
• Molecular Weight: 233.492
• Hs Code.: 2916399090
• European Community (EC) Number: 689-429-8
• DSSTox Substance ID: DTXSID60541969
• Wikidata: Q82418461
• Mol file: 98288-51-8.mol

Synonyms:3-Bromophenylacetyl chloride;98288-51-8;2-(3-bromophenyl)acetyl Chloride;(3-bromophenyl)acetyl chloride;Benzeneacetyl chloride, 3-bromo-;(3-bromo-phenyl)-acetyl chloride;SCHEMBL77287;meta-bromophenylacetyl chloride;2-(3-bromophenyl)acetylChloride;DTXSID60541969;DFKQZCVLSJIRES-UHFFFAOYSA-N;3-Bromophenylacetyl chloride, 97%;YDA28851;MFCD11052954;AKOS011268639

Chemical Property of 3-Bromophenylacetyl chloride

Chemical Property:

• Flash Point: >110℃
• PSA: 17.07000
• Density: 1.547 g/mL at 25 °C
• LogP: 2.75700
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.92906
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

95% ^*data from raw suppliers

3-Bromophenylacetyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromophenylacetyl chloride

There total 6 articles about 3-Bromophenylacetyl chloride 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: 100.0%

3-Bromophenylacetic acid (1878-67-7) → 2-(3-bromophenyl)acetyl chloride (98288-51-8)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 60 ℃; for 2.5h; Inert atmosphere; Schlenk technique;

Reference yield: 100.0%

→ 2-(3-bromophenyl)acetyl chloride (98288-51-8)

Guidance literature:

Reference yield:

3-bromobenzoyl chloride (1711-09-7) → 2-(3-bromophenyl)acetyl chloride (98288-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 0 °C

2: aq. Ag₂O / dioxane

3: (COCl)2; DMF / CH₂Cl₂

With oxalyl dichloride; N,N-dimethyl-formamide; silver(l) oxide; In 1,4-dioxane; diethyl ether; dichloromethane; 1: Substitution / 2: Rearrangement / 3: Chlorination;

DOI:10.1016/S0960-894X(00)00318-8

upstream raw materials:

3-Bromophenylacetic acid

3-bromobenzoyl chloride

α-diazo-m-bromoacetophenone

m-bromobenzoic acid

Downstream raw materials:

methyl 3-{2-methoxy-5-[1-oxo-2-(3-bromophenyl)ethyl]phenyl}phenylacetate

3-bromophenylacetone

2-(3-bromophenyl)-N-(3,4-dimethoxyphenethyl)acetamide

Refernces

• 1、 Nam, Donggeon,Steck, Viktoria,Potenzino, Robert J.,Fasan, Rudi. "A Diverse Library of Chiral Cyclopropane Scaffolds via Chemoenzymatic Assembly and Diversification of Cyclopropyl Ketones". . p. 2221 - 2231. Retrieved 2021/02/16.
• 2、 Fang, Hai-Lian,He, Jie-Ling,Li, Wei-Yi,Liu, Shan-Shan,Ni, Wei-Wei,Pan, Xing-Ming,Xiao, Zhu-Ping,Ye, Ya-Xi,Yi, Juan,Zhou, Mi,Zhou, Tian-Li,Zhu, Hai-Liang. "N-monoarylacetothioureas as potent urease inhibitors: synthesis, SAR, and biological evaluation". . p. 404 - 413. Retrieved 2020/01/03.