1-(4-Methylphenyl)cyclopentanecarboxylic acid

Base Information

• Chemical Name: 1-(4-Methylphenyl)cyclopentanecarboxylic acid
• CAS No.: 80789-75-9
• Molecular Formula: C13H16O2
• Molecular Weight: 204.269
• Hs Code.: 29163900
• European Community (EC) Number: 279-556-3
• NSC Number: 154615
• DSSTox Substance ID: DTXSID101001527
• Nikkaji Number: J236.147G
• Wikidata: Q82995473
• Mol file: 80789-75-9.mol

Synonyms:80789-75-9;1-(4-Methylphenyl)cyclopentanecarboxylic acid;1-(P-Tolyl)-1-Cyclopentanecarboxylic Acid;1-(p-Tolyl)cyclopentanecarboxylic acid;1-(4-methylphenyl)cyclopentane-1-carboxylic acid;1-(p-Tolyl)cyclopentane-1-carboxylic acid;Cyclopentanecarboxylic acid, 1-(4-methylphenyl)-;EINECS 279-556-3;1-p-Tolyl-cyclopentanecarboxylic acid;MFCD00044672;1-(p-Tolyl)-1-cyclopentanecarboxylic;1-p-Tolylcyclopentanecarboxylic acid;Oprea1_524480;Oprea1_782755;SCHEMBL1048151;DTXSID101001527;NSC154615;STK179624;1-(p-Tolyl)cyclopentanecarboxylicacid;AKOS000109355;AB90961;NSC 154615;NSC-154615;SY225601;TS-02902;BB 0245006;CS-0096826;FT-0605869;1-(4-methylphenyl)cyclopentane carboxylic acid;1-(4-methylphenyl)cyclopentanecarbo-xylic acid;EN300-336198;1-(4-Methylphenyl)cyclopentanecarboxylic acid #;A916797;1-(p-tolyl)-1-cyclopentanecarboxylic acid, AldrichCPR

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

Chemical Property:

• Appearance/Colour: beige-greyish powder and granules
• Vapor Pressure: 1.12E-05mmHg at 25°C
• Melting Point: 181-184 °C
• Refractive Index: 1.5180 (estimate)
• Boiling Point: 355.7 °C at 760 mmHg
• Flash Point: 165.6 °C
• PSA: 37.30000
• Density: 1.135 g/cm³
• LogP: 2.89140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-Methylphenyl)cyclopentanecarboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2(CCCC2)C(=O)O

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

There total 2 articles about 1-(4-Methylphenyl)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: 90.0%

1-(4-methylphenyl)cyclopentane-1-carbonitrile (68983-70-0) → 1-(4-methylphenyl)cyclopentane-1-carboxylic acid (80789-75-9)

Guidance literature:

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

DOI:10.1134/S107036321905027X

Reference yield:

(4-methylphenyl)acetonitrile (2947-61-7) → 1-(4-methylphenyl)cyclopentane-1-carboxylic acid (80789-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / NaH / dimethylsulfoxide; diethyl ether

2: 57 percent / KOH / aq. ethanol / 96 h / Heating

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

DOI:10.1021/jo00100a060

Reference yield: 87.0%

potassium tert-butylate (865-47-4) + 1-(4-methylphenyl)cyclopentane-1-carboxylic acid (80789-75-9) → 1-(4-methylphenyl)cyclopentane carboxylic acid t-butyl ester (197659-52-2)

Guidance literature:

1-(4-methylphenyl)cyclopentane-1-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 3h;

potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

1-(4-methylphenyl)cyclopentane-1-carbonitrile

(4-methylphenyl)acetonitrile

Downstream raw materials:

<1-(p-Methylphenyl)cyclopentyl>carbinol

1-p-tolyl-cyclopentanecarbonyl chloride

1-p-tolyl-cyclopentanecarboxylic acid [2-(4-methoxy-phenyl)-ethyl]-amide

4,4-dimethyl-2-(1-p-tolylcyclopentyl)oxazoline

Refernces

• 1、 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.