1-(4-Chlorophenyl)cyclopentanecarboxylic acid

Base Information

• Chemical Name: 1-(4-Chlorophenyl)cyclopentanecarboxylic acid
• CAS No.: 80789-69-1
• Molecular Formula: C12H12ClO2-
• Molecular Weight: 224.687
• Hs Code.: 2916399090
• European Community (EC) Number: 279-552-1
• NSC Number: 123457
• DSSTox Substance ID: DTXSID30230636
• Nikkaji Number: J320.311E
• Wikidata: Q72456707
• Mol file: 80789-69-1.mol

Synonyms:80789-69-1;1-(4-Chlorophenyl)cyclopentanecarboxylic acid;1-(4-chlorophenyl)cyclopentane-1-carboxylic acid;1-(4-Chlorophenyl)-1-cyclopentanecarboxylic acid;Cyclopentanecarboxylic acid, 1-(4-chlorophenyl)-;MFCD00001373;EINECS 279-552-1;Oprea1_129234;SCHEMBL503762;DTXSID30230636;BBL001760;NSC123457;STK179588;AKOS000109357;NSC 123457;NSC-123457;1-(4-chlorophenyl)cyclopentanecarboxylic;NCGC00342769-01;TS-03205;1-(4-Chlorophenyl)cyclopentanecarboxylicacid;BB 0245007;C2912;CS-0070986;EU-0000719;FT-0605681;EN300-20611;1-(4-chloro phenyl)cyclopentanecarboxylic acid;1-(4-chloro-phenyl)-cyclopentylcarboxylic acid;1-(4-chlorophenyl) cyclopentanecarboxylic acid;F16013;AB01334231-02;1-(4-Chloro-phenyl)-cyclopentanecarboxylic acid;SR-01000150107;SR-01000150107-1;1-(4-Chlorophenyl)-1-cyclopentanecarboxylic acid, 98%;1-(4-CHLOROPHENYL)-1-CYCLOPENTANECARBOXYLICACID;F0921-0057;Z104479236

Chemical Property of 1-(4-Chlorophenyl)cyclopentanecarboxylic acid

Chemical Property:

• Vapor Pressure: 5.9E-06mmHg at 25°C
• Melting Point: 162-164oC(lit.)
• Boiling Point: 364.6°Cat760mmHg
• PKA: 4.26±0.20(Predicted)
• Flash Point: 174.3°C
• PSA: 37.30000
• Density: 1.28g/cm³
• LogP: 3.23640
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 224.0604073
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

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

1-(4-Chlorophenyl)cyclopentane-1-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C1)(C2=CC=C(C=C2)Cl)C(=O)O

Technology Process of 1-(4-Chlorophenyl)cyclopentanecarboxylic acid

There total 6 articles about 1-(4-Chlorophenyl)cyclopentanecarboxylic acid 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: 87.0%

1-(4-chlorophenyl)cyclopentanecarboxylic acid (64399-26-4) → 1-(4-chlorophenyl)cyclopentane-1-carboxylic acid (80789-69-1)

Guidance literature:

With potassium hydroxide; In ethylene glycol; for 9h; Reflux;

DOI:10.1134/S107036321905027X

Reference yield:

tert-butyl 1-(4-chlorophenyl)cyclopentanecarboxylate → 1-(4-chlorophenyl)cyclopentane-1-carboxylic acid (80789-69-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 20h;

Reference yield:

p-chlorobenzyl cyanide (140-53-4) → 1-(4-chlorophenyl)cyclopentane-1-carboxylic acid (80789-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / NaH / dimethylsulfoxide; diethyl ether

2: 60 percent / KOH / aq. ethanol / 96 h / Heating

With potassium hydroxide; sodium hydride; In diethyl ether; ethanol; dimethyl sulfoxide;

DOI:10.1021/jo00100a060

upstream raw materials:

1-(4-chlorophenyl)cyclopentanecarboxylic acid

p-chlorobenzyl cyanide

(4-chloro-phenyl)-acetic acid methyl ester

1-(4-chlorophenyl)-1-cyclopentanecarboxylic acid methyl ester

Downstream raw materials:

Sodium; (2S,5R,6R)-6-{[1-(4-chloro-phenyl)-cyclopentanecarbonyl]-amino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

<1-(p-Chlorophenyl)cyclopentyl>carbinol

1-(4-chlorophenyl)-1-cyclopentanecarboxylic acid methyl ester

Sodium; (6R,7R)-7-{[1-(4-chloro-phenyl)-cyclopentanecarbonyl]-amino}-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate

Refernces

• 1、 Aghekyan,Mkryan,Tsatinyan,Gasparyan. "Synthesis and Biological Activity of Arylcyclopentane-1-carboxylic Acids Aminoesters". . p. 1051 - 1054. Retrieved 2019/07/03.
• 2、 Roberts, Donald D.,Arant, Mark E.. "Solvolysis Reactions: Relative Abilities of Cyclopentyl/Phenyl Groups To Stabilize an Electron-Deficient Carbon". . p. 6464 - 6469. Retrieved 2007/10/02.