Cyclopentyl phenyl ketone

Base Information

• Chemical Name: Cyclopentyl phenyl ketone
• CAS No.: 5422-88-8
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Hs Code.: 2914399090
• European Community (EC) Number: 226-548-2
• NSC Number: 401765,10749
• UNII: 9891K7W47P
• DSSTox Substance ID: DTXSID0063864
• Nikkaji Number: J151.141F
• Wikidata: Q27272103
• Mol file: 5422-88-8.mol

Synonyms:Cyclopentyl phenyl ketone;5422-88-8;Cyclopentyl(phenyl)methanone;Methanone, cyclopentylphenyl-;Benzoylcyclopentane;cyclopentylphenylmethanone;Ketone, cyclopentyl phenyl;cyclopentyl-phenyl-methanone;phenyl cyclopentyl ketone;MFCD00001378;UNII-9891K7W47P;EINECS 226-548-2;NSC 10749;NSC-10749;9891K7W47P;NSC 401765;NSC-401765;CYCLOPENTYLPHENYLKETONE;cyclopentylphenyl-methanone;Cyclopentanylphenylmethanone;cyclopentyl(phenyl);methanone;cyclopentyl-(phenyl)methanone;SCHEMBL965420;Cyclopentyl(phenyl)methanone #;DTXSID0063864;VYDIMQRLNMMJBW-UHFFFAOYSA-;AMY6048;NSC10749;NSC401765;AKOS009158414;CS-W017495;AS-31077;SY015104;Cyclopentyl Phenyl Ketone;FT-0622753;EN300-72848;A870518;GLYCOPYRRONIUM BROMIDE IMPURITY M [EP IMPURITY];Q27272103;Z385417086

Chemical Property of Cyclopentyl phenyl ketone

Chemical Property:

• Vapor Pressure: 0.00556mmHg at 25°C
• Refractive Index: 1.5440
• Boiling Point: 273.9 °C at 760 mmHg
• Flash Point: 112.4 °C
• PSA: 17.07000
• Density: 1.051 g/cm³
• LogP: 3.05950
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99%, ^*data from raw suppliers

Cyclopentyl Phenyl Ketone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C(=O)C2=CC=CC=C2
• Description: Phenyl cyclopentyl ketone (Item No. 31036) is an analytical reference standard categorized as a precursor in the synthesis of ketamine (Item Nos. 19389 | 11630). This product is intended for research and forensic applications.
• Uses: Phenylcyclopentyl ketone is the key intermediate of synthetic hydrochloric acid amyl ethyl quin ether. Cyclopentyl Phenyl Ketone is used in the preparation of ortho-arylated compounds and phenanthrones by palladium-catalyzed chelation-assisted C-H activation of Cyclopentyl Phenyl Ketone.

Technology Process of Cyclopentyl phenyl ketone

There total 78 articles about Cyclopentyl phenyl 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: 98.0%

(1SR,2RS)-2-bromo-1-phenylcyclohexanol → phenyl cyclopentyl ketone (5422-88-8)

Guidance literature:

With diethylzinc; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo800231s

Reference yield: 98.0%

cyclopent-3-en-1-yl(phenyl)methanone (33524-58-2) → phenyl cyclopentyl ketone (5422-88-8)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; formic acid; sodium formate; In tetrahydrofuran; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c4ob02480j

Reference yield: 92.0%

1-phenyl-2-(2-propen-1-yl)-4-penten-1-one (3462-52-0) → phenyl cyclopentyl ketone (5422-88-8)

Guidance literature:

1-phenyl-2-(2-propen-1-yl)-4-penten-1-one; With dichloro(3-phenyl-1H-inden-1-ylidene)bis(tricyclohexylphosphine)ruthenium(II); In tetrahydrofuran; at 40 ℃; for 0.5h; Inert atmosphere;

With formic acid; sodium hydride; In tetrahydrofuran; at 80 ℃; for 7h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02468

upstream raw materials:

cyclopentylphenylmethanol

(1-chloro-cyclopentyl)-phenyl ketone

benzonitrile

cyclopentylmagnesium bromide

Downstream raw materials:

1-Cyclopentyl-1-phenyl-2--aethylen

1-Methylcyclopentyl phenyl ketone

1-phenyl-cyclopentylmethylamine

2-[(cyclopentyl-phenyl-methyl)-carbamoyl]-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Karimi, Babak,Ghahremani, Mina,Vali, Hojatollah,Ciriminna, Rosaria,Pagliaro, Mario. "Aerobic oxidation and oxidative esterification of alcohols through cooperative catalysis under metal-free conditions". supporting information. p. 8897 - 8900. Retrieved 2021/09/10.
• 2、 Sung, Kihyuk,Lee, Mi-hyun,Cheong, Yeon-Joo,Kim, Yu Kwon,Yu, Sungju,Jang, Hye-Young. "Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure". . p. 3090 - 3097. Retrieved 2021/05/10.