935-44-4

Basic information

• Product Name: 1-PHENYL-1-CYCLOPROPANECARBONITRILE
• Synonyms: 1-PHENYL-1-CYCLOPROPANECARBONITRILE;1-PHENYLCYCLOPROPANECARBONITRILE;Cyclopropanecarbonitrile, 1-phenyl-;1-Phenylcyclopropane-1-carbonitrile;1-Phenyl-1-cyclopropanecarbonitrile,97%;1-Phenyl-1-cyclopeopanecarbonitrile;1-Cyano-1-phenylcyclopropane;1-Phenyl-1-cyclopropanecarbonitrile, 97% 10GR
• CAS NO: 935-44-4
• Molecular Formula: C₁₀H₉N
• Molecular Weight: 143.19
• EINECS: 213-304-5
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 935-44-4.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 133-137 °C30 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0422mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-PHENYL-1-CYCLOPROPANECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-1-CYCLOPROPANECARBONITRILE(935-44-4)
• EPA Substance Registry System: 1-PHENYL-1-CYCLOPROPANECARBONITRILE(935-44-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 935-44-4(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to slightly yellow liquid

InChI:InChI=1/C10H9N/c11-8-10(6-7-10)9-4-2-1-3-5-9/h1-5H,6-7H2

Upstream product

• 140-29-4 phenylacetonitrile 
• 106-93-4 ethylene dibromide 
• 52370-86-2 ethyl 4-chloro-2-cyano-2-phenylbutanoate 
• 93273-13-3 4-chloro-2-phenylbutyronitrile 
• 96-49-1 [1,3]-dioxolan-2-one 
• 495-10-3 2-phenylacrylonitrile 
• 100-52-7 benzaldehyde 
• 7555-67-1 1-phenylmethylenecyclopropane 
• 935-42-2 (1-phenylcyclopropyl)methylamine 
• 108-86-1 bromobenzene 
• 5500-21-0 cyclopropropanecarbonitrile 
• 4553-07-5 ethyl phenylcyanoacetate 
• 80-41-1 2-chloroethyl tosylate 
• 20068-04-6 (Z)-2-phenylbut-2-enenitrile 

Downstream Products

• 1007-71-2 1-(1-phenyl-cyclopropyl)-ethanone 
• 5685-39-2 1-benzoyl-1-phenylcyclopropane 
• 6120-95-2 1-phenyl-1-cyclopropane carboxylic acid 
• 21744-88-7 1-phenylcyclopropanecarbaldehyde 
• 13861-75-1 spiro[cyclopropane-1,3'-indolin]-2'-one 
• 20432-26-2 2-phenyl-trans-crotonic acid 
• 935-42-2 (1-phenylcyclopropyl)methylamine 
• 925252-34-2 C₁₀H₁₂N₂O 
• 1245785-05-0 2,4-bis(1-phenylcyclopropyl)-3,7-di-p-tolyl-1H-pyrrolo[3,2-c]pyridine 
• 1034047-28-3 4-(1-cyanocyclopropyl)benzenesulfonyl chloride 
• 77197-87-6 1-phenyl-1-bromocyclopropane 
• 873-49-4 cyclopropylbenzene 
• 637-50-3 1-phenylpropene 
• 124582-69-0 1,1,1-trimethyl-N-<(2-phenylcyclopropyl)methyl>-N-(trimethylsilyl)silanamine 

Relevant articles and documents

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Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles

A nickel-catalyzed base-promoted rearrangement of cyclobutanone oxime esters to cyclopropanecarbonitriles was developed. The ring opening of cyclobutanone oxime esters occurs at the sterically less hindered side. A base-promoted nickelacyclobutane intermediate, formed in situ, is assumed to be involved in the formation of the product.

Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst

Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).

Pd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Free Carboxylic Acids

A monoprotected aminoethyl amine chiral ligand based on an ethylenediamine backbone was developed to achieve Pd-catalyzed enantioselective C(sp3)-H arylation of cyclopropanecarboxylic and 2-aminoisobutyric acids without using exogenous directing groups. This new chiral catalyst affords new disconnection for preparing diverse chiral carboxylic acids from simple starting materials that are complementary to the various ring forming approaches.