1-Phenylcyclopropanecarbonitrile

Base Information

• Chemical Name: 1-Phenylcyclopropanecarbonitrile
• CAS No.: 935-44-4
• Molecular Formula: C10H9 N
• Molecular Weight: 143.188
• Hs Code.: 29269095
• European Community (EC) Number: 213-304-5
• NSC Number: 126430
• UNII: AE4DYL9333
• DSSTox Substance ID: DTXSID80239452
• Nikkaji Number: J236.483B
• Wikidata: Q72501589
• Mol file: 935-44-4.mol

Synonyms:1-Phenylcyclopropanecarbonitrile;935-44-4;1-Phenyl-1-cyclopropanecarbonitrile;1-phenylcyclopropane-1-carbonitrile;Cyclopropanecarbonitrile, 1-phenyl-;1-Cyano-1-phenylcyclopropane;1-Phenylcyclopropyl cyanide;1-Phenyl-cyclopropanecarbonitrile;1-Phenylcyclopropanenitrile;AE4DYL9333;EINECS 213-304-5;MFCD00001270;NSC-126430;Cyclopropanecarbonitrile,1-phenyl-;NSC126430;phenylcyclopropanenitrile;phenylcyclopropanecarbonitrile;UNII-AE4DYL9333;SCHEMBL432561;1-phenylcyclopropane carbonitrile;Phenyl-1-cyclopropanecarbonitrile;DTXSID80239452;AKOS003381939;NSC 126430;SY001025;TS-01866;AM20041424;CS-0038250;FT-0608222;P2323;EN300-67605;Q-103442

Chemical Property of 1-Phenylcyclopropanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.0422mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Boiling Point: 238.5°Cat760mmHg
• Flash Point: 99°C
• PSA: 23.79000
• Density: 1.09g/cm³
• LogP: 2.24178
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

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

1-Phenylcyclopropanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C#N)C2=CC=CC=C2

Technology Process of 1-Phenylcyclopropanecarbonitrile

There total 20 articles about 1-Phenylcyclopropanecarbonitrile 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%

1,1-Dibromoethane (557-91-5) + phenylacetonitrile (140-29-4) → 1-cyano-1-phenylcyclopropane (935-44-4)

Guidance literature:

With nitrogen; In N-methyl-acetamide; water; mineral oil;

Reference yield: 95.0%

ethyl 4-chloro-2-cyano-2-phenylbutanoate (52370-86-2) → 1-cyano-1-phenylcyclopropane (935-44-4)

Guidance literature:

With sodium hydroxide; In methanol; for 12h; Ambient temperature;

DOI:10.1016/0223-5234(91)90021-E

Reference yield: 90.0%

phenylacetonitrile (140-29-4) + 1-Bromo-2-chloroethane (107-04-0) → 1-cyano-1-phenylcyclopropane (935-44-4)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; at 50 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2006.03.176

upstream raw materials:

phenylacetonitrile

1,2-dichloro-ethane

1-Bromo-2-chloroethane

ethylene dibromide

Downstream raw materials:

1-(1-phenyl-cyclopropyl)-propan-1-one

ethyl 1-phenyl-1-cyclopropanecarboxylate

1-(1-phenyl-cyclopropyl)-ethanone

1-benzoyl-1-phenylcyclopropane

Refernces

• 1、 Kondo,Nozoye,Tsukamoto. "-". . p. 53,55. Retrieved 1955.
• 2、 Luo, Wenping,Fang, Yewen,Zhang, Li,Xu, Tianhang,Liu, Yongjun,Li, Yan,Jin, Xiaoping,Bao, Jiakan,Wu, Xiaodong,Zhang, Zongyong. "Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes". . p. 1778 - 1781. Retrieved 2020/03/11.
• 3、 Shen, Peng-Xiang,Hu, Liang,Shao, Qian,Hong, Kai,Yu, Jin-Quan. "Pd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Free Carboxylic Acids". supporting information. p. 6545 - 6549. Retrieved 2018/05/23.