3-Phenylcyclopentanone

Base Information

• Chemical Name: 3-Phenylcyclopentanone
• CAS No.: 64145-51-3
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 815-337-6
• DSSTox Substance ID: DTXSID30456495
• Nikkaji Number: J488.471J
• Mol file: 64145-51-3.mol

Synonyms:3-phenylcyclopentanone;64145-51-3;3-phenylcyclopentan-1-one;3-PHENYL-CYCLOPENTANONE;3-phenyl-cyclopentan-1-one;3-Phenyl cyclopentanone;SCHEMBL568689;DTXSID30456495;MFBXYJLOYZMFIN-UHFFFAOYSA-N;MFCD00095000;AKOS006240490;AB03360;SB45137;AS-57671;CS-0139334;FT-0640927;EN300-67047

Chemical Property of 3-Phenylcyclopentanone

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 276.102 °C at 760 mmHg
• Flash Point: 114.891 °C
• PSA: 17.07000
• Density: 1.072 g/cm³
• LogP: 2.52320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

3-Phenyl-cyclopentanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CC1C2=CC=CC=C2

Technology Process of 3-Phenylcyclopentanone

There total 207 articles about 3-Phenylcyclopentanone 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%

cyclopent-2-enone (930-30-3) + phenylboronic acid (98-80-6) → 3-phenylcyclopentanone (64145-51-3)

Guidance literature:

With chloroform; caesium carbonate; triphenylphosphine; palladium diacetate; In toluene; at 80 ℃; for 24h;

DOI:10.1246/cl.2006.198

Reference yield: 100.0%

cyclopent-2-enone (930-30-3) + phenylboronic acid (98-80-6) → (R)-3-phenylcyclopentanone (64145-51-3,86505-50-2,141662-68-2,86505-44-4)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; (R,R)-(+)-1,4-dimethyl-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; potassium hydroxide; In methanol; dichloromethane; at 20 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.200907033

Reference yield: 99.0%

cyclopent-2-enone (930-30-3) + phenylboronic acid (98-80-6) → (S)-3-phenylcyclopentanone (64145-51-3,86505-44-4,141662-68-2,86505-50-2)

Guidance literature:

With potassium phosphate; chlorobis(ethylene)rhodium(I) dimer; C₂₅H₂₇NO₃S; In 1,4-dioxane; water; at 60 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c1cc12322j

upstream raw materials:

3-phenyl-2-cyclopenten-1-one

cis/trans-3-phenylcyclopentanol

cyclopent-2-enol

iodobenzene

Refernces

• 1、 -. "BCL-2 INHIBITOR". Paragraph 0582-0584. . Retrieved 2021/10/22.
• 2、 Yuan, Shuai,Zeng, Qingle,Wang, Jiajun,Zhou, Lihong. "Chiral N-aryl tert-butanesulfinamide-olefin ligands for rhodium-catalyzed asymmetric 1,4-addition of aryl boronic acids to cyclic enones". supporting information. p. 32 - 42. Retrieved 2021/02/09.