3-Chlorophenyl cyclopentyl ketone

Base Information

• Chemical Name: 3-Chlorophenyl cyclopentyl ketone
• CAS No.: 1855-40-9
• Molecular Formula: C12H13ClO
• Molecular Weight: 208.68
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID60571488
• Nikkaji Number: J1.058.898G
• Wikidata: Q82459580
• Mol file: 1855-40-9.mol

Synonyms:3-CHLOROPHENYL CYCLOPENTYL KETONE;1855-40-9;(3-Chlorophenyl)cyclopentylmethanone;(3-chlorophenyl)-cyclopentylmethanone;MFCD03841307;(3-Chlorophenyl)(cyclopentyl)methanone;m-chlorophenyl cyclopentyl ketone;SCHEMBL16409435;DTXSID60571488;AKOS010014087

Chemical Property of 3-Chlorophenyl cyclopentyl ketone

Chemical Property:

• Vapor Pressure: 0.000345mmHg at 25°C
• Boiling Point: 319.1°C at 760 mmHg
• Flash Point: 170.1°C
• PSA: 20.31000
• Density: 1.174g/cm³
• LogP: 2.51390
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 208.0654927
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chlorophenylcyclopentylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C1)C(=O)C2=CC(=CC=C2)Cl
• Uses: (3-Chlorophenyl)cyclopentylmethanone is an intermediate in the synthesis of ketamine related compounds with potential anesthetic properties.

Technology Process of 3-Chlorophenyl cyclopentyl ketone

There total 4 articles about 3-Chlorophenyl cyclopentyl ketone 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: 81.0%

Cyclopentane (287-92-3) + carbon monoxide (201230-82-2) + m-chlorophenyltrimethylsilane (4405-42-9) → (3-chlorophenyl)(cyclopentyl)methanone (1855-40-9)

Guidance literature:

With aluminum tri-bromide; 1,1-dibromomethane; In tetrachloromethane; at 0 ℃;

DOI:10.1007/BF02498161

Reference yield: 39.0%

Cyclopentane (287-92-3) + m-Chlorobenzaldehyde (587-04-2) → (3-chlorophenyl)(cyclopentyl)methanone (1855-40-9)

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:

3-chloro-benzonitrile (766-84-7) + cyclopentylmagnesium bromide (33240-34-5) → (3-chlorophenyl)(cyclopentyl)methanone (1855-40-9)

Guidance literature:

3-chloro-benzonitrile; 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:

Cyclopentane

carbon monoxide

m-chlorophenyltrimethylsilane

3-chloro-benzonitrile

Downstream raw materials:

<α-Brom-cyclopentyl>-<3-chlor-phenyl>-keton

Refernces

• 1、 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.
• 2、 Akhrem,Churilova,Orlinkov,Afanas'eva,Vitt,Petrovskii. "A new efficient and selective synthesis of ketones from alkanes or cycloalkanes, CO, and silanes in the presence of aprotic superacids". . p. 918 - 923. Retrieved 2007/10/03.