(4-bromophenyl)(cyclopentyl)methanone

Base Information

• Chemical Name: (4-bromophenyl)(cyclopentyl)methanone
• CAS No.: 2204-97-9
• Molecular Formula: C12H13BrO
• Molecular Weight: 253.139
• Hs Code.: 2914700090
• Mol file: 2204-97-9.mol

Synonyms:(4-bromophenyl)(cyclopentyl)methanone;OTAVA-BB 1044116

Chemical Property of (4-bromophenyl)(cyclopentyl)methanone

Chemical Property:

• Vapor Pressure: 9.21E-05mmHg at 25°C
• Boiling Point: 339.4°C at 760 mmHg
• Flash Point: 77.9°C
• PSA: 17.07000
• Density: 1.391g/cm³
• LogP: 3.82200

Purity/Quality:

99% ^*data from raw suppliers

4-Bromophenylcyclopentylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-bromophenyl)(cyclopentyl)methanone

There total 5 articles about (4-bromophenyl)(cyclopentyl)methanone 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: 73.0%

bromobenzene (108-86-1,52753-63-6) + Cyclopentanecarboxylic acid chloride (4524-93-0) → (4-bromophenyl)(cyclopentyl)methanone (2204-97-9)

Guidance literature:

With aluminum (III) chloride; at 20 ℃; for 15h; Inert atmosphere;

Reference yield: 44.0%

Cyclopentane (287-92-3) + 4-bromo-benzaldehyde (1122-91-4) → (4-bromophenyl)(cyclopentyl)methanone (2204-97-9)

Guidance literature:

With di-tert-butyl peroxide; at 180 ℃; for 1h; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.5b01824

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) + cyclopentylmagnesium bromide (33240-34-5) → (4-bromophenyl)(cyclopentyl)methanone (2204-97-9)

Guidance literature:

4-bromobenzenecarbonitrile; cyclopentylmagnesium bromide; In diethyl ether; at 0 ℃; Inert atmosphere; Reflux;

With water; In diethyl ether; Acidic conditions;

DOI:10.1002/anie.200801173

upstream raw materials:

4-bromobenzenecarbonitrile

cyclopentylmagnesium bromide

bromobenzene

Cyclopentanecarboxylic acid chloride

Downstream raw materials:

C₁₃H₁₅Br

Refernces

• 1、 Dai, Li,Li, Xiangqiang,Zeng, Zi,Dong, Shunxi,Zhou, Yuqiao,Liu, Xiaohua,Feng, Xiaoming. "Catalytic Asymmetric Acyloin Rearrangements of α-Ketols, α-Hydroxy Aldehydes, and α-Iminols by N, N′-Dioxide-Metal Complexes". supporting information. p. 5041 - 5045. Retrieved 2020/07/03.
• 2、 Zhang, Xinying,Wang, Zhangxin,Fan, Xuesen,Wang, Jianji. "Synthesis of Ketones through Microwave Irradiation Promoted Metal-Free Alkylation of Aldehydes by Activation of C(sp3)-H Bond". . p. 10660 - 10667. Retrieved 2015/11/18.