1-(4-Bromophenyl)cyclopentanecarboxylic acid

Base Information

• Chemical Name: 1-(4-Bromophenyl)cyclopentanecarboxylic acid
• CAS No.: 143328-24-9
• Molecular Formula: C12H13BrO2
• Molecular Weight: 269.138
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00356498
• Wikidata: Q82135855
• Mol file: 143328-24-9.mol

Synonyms:1-(4-Bromophenyl)cyclopentanecarboxylic acid;143328-24-9;1-(4-bromophenyl)cyclopentane-1-carboxylic acid;MFCD00455267;Oprea1_566312;Oprea1_669317;SCHEMBL9966557;DTXSID00356498;STK179589;AKOS000109356;AB90888;BS-14015;SY105164;BB 0241866;CS-0046988;FT-0702071;1-(4-Bromophenyl)-cyclopentanecarboxylic acid;EN300-28764;1-(4-bromophenyl)cyclopentane-1-carboxylicacid;A920359;SR-01000316194;J-007801;SR-01000316194-1;BRD-K63006792-001-01-6;Z223659226

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

Chemical Property:

• Boiling Point: 380.8±35.0 °C(Predicted)
• PKA: 4.26±0.20(Predicted)
• PSA: 37.30000
• Density: 1.497±0.06 g/cm3(Predicted)
• LogP: 3.34550
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 268.00989
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 8 articles about 1-(4-Bromophenyl)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: 100.0%

butyl 1-(4-bromophenyl)cyclopentanecarboxylate → 1-(4-bromophenyl)cyclopentanecarboxylic acid (143328-24-9)

Guidance literature:

With water; sodium hydroxide; In methanol; Reflux;

DOI:10.1016/j.tet.2016.02.060

Reference yield: 95.0%

1-(4-bromophenyl)cyclopentane-1-carbonitrile (143328-19-2) → 1-(4-bromophenyl)cyclopentanecarboxylic acid (143328-24-9)

Guidance literature:

With sulfuric acid; In water; at 120 ℃; for 18h;

DOI:10.1021/acs.jmedchem.8b00152

Reference yield:

4-Bromophenylacetonitrile (16532-79-9) → 1-(4-bromophenyl)cyclopentanecarboxylic acid (143328-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOH / 1.) 45 deg C, 2.) 120 deg C, 12 h

2: 60.4 percent / KOH / various solvent(s) / 12 h / Heating

With potassium hydroxide; sodium hydroxide; In various solvent(s);

DOI:10.1007/BF00766460

upstream raw materials:

1-(4-bromophenyl)cyclopentane-1-carbonitrile

4-Bromophenylacetonitrile

Butyl 2-(4-bromophenyl)acetate

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

Downstream raw materials:

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

1-(4-bromophenyl)cyclopentane-1-carboxylic acid chloride

[1-(4-bromophenyl)cyclopentyl]methanol

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

Refernces

• 1、 -. "Amide compound and derivative thereof, preparation method, pharmaceutical composition and application thereof". Paragraph 0313; 0314; 0317; 0318. . Retrieved 2021/07/09.
• 2、 Tng, Jiahui,Lim, Junxian,Wu, Kai-Chen,Lucke, Andrew J.,Xu, Weijun,Reid, Robert C.,Fairlie, David P.. "Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation". . p. 5956 - 5971. Retrieved 2020/06/05.