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 
• 107-06-2 1,2-dichloro-ethane 
• 107-04-0 1-Bromo-2-chloroethane 
• 106-93-4 ethylene dibromide 
• 20068-04-6 (Z)-2-phenylbut-2-enenitrile 
• 52370-86-2 ethyl 4-chloro-2-cyano-2-phenylbutanoate 
• 80-41-1 2-chloroethyl tosylate 
• 93273-13-3 4-chloro-2-phenylbutyronitrile 
• 96-49-1 [1,3]-dioxolan-2-one 
• 4553-07-5 ethyl phenylcyanoacetate 
• 557-91-5 1,1-Dibromoethane 
• 108-86-1 bromobenzene 
• 5500-21-0 cyclopropropanecarbonitrile 
• 495-10-3 2-phenylacrylonitrile 

Downstream Products

• 25097-62-5 1-(1-phenyl-cyclopropyl)-propan-1-one 
• 87328-17-4 ethyl 1-phenyl-1-cyclopropanecarboxylate 
• 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 
• 68983-75-5 C-[Bis-(1-phenyl-cyclopropyl)]-methyleneamine 
• 935-42-2 (1-phenylcyclopropyl)methylamine 
• 124582-69-0 1,1,1-trimethyl-N-<(2-phenylcyclopropyl)methyl>-N-(trimethylsilyl)silanamine 
• 6120-96-3 1-phenyl-1-cyclopropanecarboxamide 
• 20432-26-2 2-phenyl-trans-crotonic acid 
• 637-50-3 1-phenylpropene 
• 873-49-4 cyclopropylbenzene 

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.

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.

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.