2-Benzylcyclopentanone

Base Information

• Chemical Name: 2-Benzylcyclopentanone
• CAS No.: 2867-63-2
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Hs Code.: 2914399090
• European Community (EC) Number: 692-523-1
• DSSTox Substance ID: DTXSID601318933
• Nikkaji Number: J80.580G
• Mol file: 2867-63-2.mol

Synonyms:2-benzylcyclopentanone;2867-63-2;2-benzylcyclopentan-1-one;2-BENZYL-CYCLOPENTANONE;Cyclopentanone, 2-(phenylmethyl)-;2-benzyl-cyclopentan-1-one;SCHEMBL793526;Cyclopentanone,2-(phenylmethyl)-;TVKMRMXVNWHKTF-UHFFFAOYSA-N;DTXSID601318933;CAA86763;MFCD00196906;AKOS010639893;AS-61330;SY185984;FT-0602761;EN300-80669;E77030;A1-10890;F8880-6540;Z813018324

Chemical Property of 2-Benzylcyclopentanone

Chemical Property:

• Vapor Pressure: 0.00285mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 285.1 °C at 760 mmHg
• Flash Point: 118.7 °C
• PSA: 17.07000
• Density: 1.065 g/cm³
• LogP: 2.59830
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

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

2-benzylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)C1)CC2=CC=CC=C2

Technology Process of 2-Benzylcyclopentanone

There total 77 articles about 2-Benzylcyclopentanone 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%

benzyl bromide (100-39-0) + 1-(trimethylsilyloxy)cyclopentene (19980-43-9) → 2-benzylcyclopentanone (2867-63-2)

Guidance literature:

With tetra-n-butylammonium difluorotriphenylstannate; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1016/0040-4039(91)80112-J

Reference yield: 98.0%

2-benzyl-2-cyclopentenone (22354-39-8) → 2-benzylcyclopentanone (2867-63-2)

Guidance literature:

With chloro-trimethyl-silane; diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In chloroform; at 23 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00864-4

Reference yield: 92.0%

benzyl bromide (100-39-0) + 2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → 2-benzylcyclopentanone (2867-63-2)

Guidance literature:

With 1-butyl-3-methylimidazolium hydroxide; at 100 ℃; for 0.0833333h; under 51.7148 Torr; microwave irradiation;

DOI:10.1016/j.tet.2006.10.077

upstream raw materials:

(E)-2-benzylidenecyclopentanone

ethyl 1-benzyl-2-oxocyclopentanecarboxylate

cyclopentanone

1-pyrrolidinocyclopent-1-ene

Downstream raw materials:

(cyclopentylmethyl)benzene

5-Benzyl-2-cyclopenten-1-on

2-benzylcyclopent-1-en-1-yl acetate

2,2,5-Trimethyl-5-benzylcyclopentanon

Refernces

• 1、 Gingras, Marc,Chabre, Yoann M.,Raimundo. "Tetrabutylammonium difluorotriphenylstannate [Bu4N][Ph 3SnF2]: Delivering carbon or fluorine ligands via hypercoordination". . p. 182 - 185. Retrieved 2006.
• 2、 Nagahara, Kiyoto,Ryu, Ilhyong,Kambe, Nobuaki,Komatsu, Mitsuo,Sonoda, Noboru. "Rate Constants for Addition of a Primary Alkyl Radical to Carbon Monoxide". . p. 7384 - 7385. Retrieved 1995.
• 3、 Kaur, Mandeep,U Din Reshi, Noor,Patra, Kamaless,Bhattacherya, Arindom,Kunnikuruvan, Sooraj,Bera, Jitendra K.. "A Proton-Responsive Pyridyl(benzamide)-Functionalized NHC Ligand on Ir Complex for Alkylation of Ketones and Secondary Alcohols". supporting information. p. 10737 - 10748. Retrieved 2021/06/15.
• 4、 Kalaiarasi, Chinnasamy,Murugan, Kaliyappan,Vijayan, Paranthaman,Vijayapritha, Subbarayan,Viswanathamurthi, Periasamy. "Synthesis and structural characterization of facile ruthenium(II) hydrazone complexes: Efficient catalysts in α-alkylation of ketones with primary alcohols via hydrogen auto transfer". supporting information. . Retrieved 2020/08/06.