2-Phenylcyclopentan-1-one

Base Information

• Chemical Name: 2-Phenylcyclopentan-1-one
• CAS No.: 1198-34-1
• Molecular Formula: C11H12 O
• Molecular Weight: 160.216
• Hs Code.: 2914399090
• European Community (EC) Number: 815-331-3
• NSC Number: 153044
• DSSTox Substance ID: DTXSID80302716
• Nikkaji Number: J80.087B
• Mol file: 1198-34-1.mol

Synonyms:2-phenylcyclopentan-1-one;2-phenylcyclopentanone;1198-34-1;2-Phenyl-cyclopentanone;NSC153044;2-phenyl-cyclopentan-1-one;ghl.PD_Mitscher_leg0.592;SCHEMBL361599;DTXSID80302716;BAA19834;MFCD12545827;AKOS011896520;NSC 153044;NSC-153044;BS-13709;CS-0260258;EN300-74738;E72778;F8889-4693;Z993018320

Chemical Property of 2-Phenylcyclopentan-1-one

Chemical Property:

• Vapor Pressure: 0.0049mmHg at 25°C
• Melting Point: 126-127 °C
• Boiling Point: 276.1°C at 760 mmHg
• Flash Point: 114.9°C
• PSA: 17.07000
• Density: 1.072g/cm³
• LogP: 2.52320
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• 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%,99%, ^*data from raw suppliers

2-Phenylcyclopentan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)C1)C2=CC=CC=C2
• Uses: 2-Phenylcyclopentan-1-one is a useful compound for the green preparation of fluoroalkanones.

Technology Process of 2-Phenylcyclopentan-1-one

There total 95 articles about 2-Phenylcyclopentan-1-one 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: 99.0%

cyclobutanone (1191-95-3) + phenyldiazomethane (908094-04-2) → 2-Phenylcyclopentanone (1198-34-1)

Guidance literature:

cyclobutanone; With scandium tris(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

phenyldiazomethane; In dichloromethane; toluene; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1055/s-0031-1289650

Reference yield: 98.0%

1,1,1,3',3',3'-hexafluoro-propanol (920-66-1) + (+/-)-cis-2-phenylcyclopentanol (2362-73-4,38805-76-4,38805-89-9,38805-90-2,38806-01-8,42086-64-6) → 2-Phenylcyclopentanone (1198-34-1) + 2-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-6-phenyltetrahydro-2H-pyran

Guidance literature:

With 1,1'-(phenyl-λ3-iodanediyl)bis(2-methoxypyridin-1-ium)trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 60 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1002/ejoc.201800118

Reference yield: 94.0%

1-{chloro(phenyl)[(4-tolyl)sulfinyl]methyl}cyclobutanol (1356187-49-9) → 2-Phenylcyclopentanone (1198-34-1)

Guidance literature:

1-{chloro(phenyl)[(4-tolyl)sulfinyl]methyl}cyclobutanol; With tert-butylmagnesium chloride; In tetrahydrofuran; at -45 ℃; Inert atmosphere;

With isopropylmagnesium chloride; In tetrahydrofuran; at -45 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0031-1260251

upstream raw materials:

1,2-epoxy-3-phenyl-cyclopentane

6-phenyl-7-oxabicyclo[4.1.0]heptan-2-one

trifluoroborane diethyl ether

benzene

Downstream raw materials:

1-amino 2-phenylcyclopentane

5-oxo-5-phenylvaleric acid

(+/-)-cis-2-phenyl-cycloheptylamine

2-(2-carboxyethyl)-2-phenylcyclopentanone

Refernces

• 1、 Kang, Suk-Ku,Ryu, Hyung-Chul,Honge, Young-Taek. "Palladium-catalyzed regioselective arylation of silyloxy compounds with triarylantimony diacetates". . p. 3350 - 3351. Retrieved 2000.
• 2、 Lepovitz, Lance T.,Martin, Stephen F.. "Diversity-Oriented Synthesis of Bioactive Azaspirocycles". . . Retrieved 2019.
• 3、 Martin, Teo,Galeotti, Marco,Salamone, Michela,Liu, Fengjiao,Yu, Yanmin,Duan, Meng,Houk,Bietti, Massimo. "Deciphering Reactivity and Selectivity Patterns in Aliphatic C-H Bond Oxygenation of Cyclopentane and Cyclohexane Derivatives". supporting information. p. 9925 - 9937. Retrieved 2021/06/30.
• 4、 Tian, Li,Gao, Shuangqiu,Wang, Rui,Li, Yang,Tang, Chunlin,Shi, Lili,Fu, Junkai. "Copper-catalyzed ring-opening C(sp3)-N coupling of cycloketone oxime esters: Access to 1°, 2° and 3° alkyl amines". supporting information. p. 5347 - 5350. Retrieved 2019/05/10.