1-Phenylcyclopentanecarboxylic acid

Base Information

• Chemical Name: 1-Phenylcyclopentanecarboxylic acid
• CAS No.: 77-55-4
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Hs Code.: 29163990
• European Community (EC) Number: 201-037-7
• NSC Number: 19462
• UNII: R28U7T7UPL
• DSSTox Substance ID: DTXSID00227811
• Nikkaji Number: J36.121F
• Wikidata: Q72501572
• ChEMBL ID: CHEMBL554543
• Mol file: 77-55-4.mol

Synonyms:1-Phenylcyclopentanecarboxylic acid;77-55-4;1-Phenyl-1-cyclopentanecarboxylic acid;1-Phenylcyclopentane-1-carboxylic acid;Cyclopentanecarboxylic acid, 1-phenyl-;MFCD00001372;1-Phenyl-cyclopentanecarboxylic acid;R28U7T7UPL;CHEMBL554543;1-phenylcyclopentane carboxylic acid;EINECS 201-037-7;NSC-19462;Cyclopentanecarboxylicacid, 1-phenyl-;Pentoxyverine impurity A;ChemDiv2_000060;UNII-R28U7T7UPL;SCHEMBL65167;F0037-3251;phenylcyclopentanecarboxylic acid;phenylcyclopentane carboxylic acid;RHPCYZLXNNRRMB-UHFFFAOYSA-;DTXSID00227811;HMS1369C16;NSC19462;(1-phenylcyclopentyl)carboxylic acid;1-Phenylcyclopentane-carboxylic acid;BDBM50293438;NSC 19462;STK179587;AKOS000109346;CCG-103517;CS-W004120;AC-22900;AS-63103;SY009942;1-PHENYLCYCLOPENTAN-1-CARBOXYLIC ACID;BB 0245004;EU-0034002;FT-0608256;P1487;1-Phenyl-1-cyclopentanecarboxylic acid, 98%;EN300-20917;VU0085899-2;A22518;F19585;SR-01000393649;SR-01000393649-1;Z104484856;Pentoxyverine impurity A, European Pharmacopoeia (EP) Reference Standard

Chemical Property of 1-Phenylcyclopentanecarboxylic acid

Chemical Property:

• Appearance/Colour: Cream to grey-brown powder
• Vapor Pressure: 3.73E-05mmHg at 25°C
• Melting Point: 157-161 °C
• Refractive Index: 1.4970 (estimate)
• Boiling Point: 338.8 °C at 760 mmHg
• PKA: 4.39±0.20(Predicted)
• Flash Point: 157.1 °C
• PSA: 37.30000
• Density: 1.162 g/cm³
• LogP: 2.58300
• Storage Temp.: 2-8°C
• Solubility.: slightly sol. in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

1-PhenylcyclopentanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 37/39-26-45-36/37/39-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C1)(C2=CC=CC=C2)C(=O)O
• Uses: 1-Phenyl-1-cyclopentanecarboxylic acid was used to prepare precursors required for solid phase synthesis of isoxazole and isoxazoline derivatives.

Technology Process of 1-Phenylcyclopentanecarboxylic acid

There total 20 articles about 1-Phenylcyclopentanecarboxylic 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%

1-phenyl-1-cyclopentanecarbonitrile (77-57-6) → 1-phenyl-1-cyclopentanecarboxylic acid (77-55-4)

Guidance literature:

With water; sodium hydroxide; In methanol; at 80 ℃; for 12h;

DOI:10.1021/acs.orglett.1c02460

Reference yield: 97.0%

2-allyl-2-phenylpent-4-enoic acid → 1-phenyl-1-cyclopentanecarboxylic acid (77-55-4)

Guidance literature:

2-allyl-2-phenylpent-4-enoic acid; With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; at 40 ℃; for 0.5h; Inert atmosphere;

With formic acid; sodium hydride; In tetrahydrofuran; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02468

Reference yield: 92.0%

C13H14O2 → 1-phenyl-1-cyclopentanecarboxylic acid (77-55-4)

Guidance literature:

With dihydrogen peroxide; In water; ethyl acetate; at 20 ℃; for 12h; regioselective reaction; Green chemistry;

DOI:10.1002/anie.201609975

upstream raw materials:

1-phenyl-1-cyclopentanecarbonitrile

1-phenyl-1-cyclopentanecarboxaldehyde

1,4-dibromo-butane

t-butyl phenylacetate

Downstream raw materials:

1-Phenyl-cyclopentan-1-carbonsaeure-<2-(tert.-butyl-methyl-amino)-ethylester>

C₁₂H₁₃N₃O

1-(p-iodophenyl)cyclopentanecarboxylic acid

1-phenylcyclopentylamine

Refernces

• 1、 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.
• 2、 Yu, Xin,Hu, Jiadong,Shen, Zhigao,Zhang, Hui,Gao, Jin-Ming,Xie, Weiqing. "Stereospecific Construction of Contiguous Quaternary All-Carbon Centers by Oxidative Ring Contraction". supporting information. p. 350 - 353. Retrieved 2016/12/30.