33472-02-5

Basic information

• Product Name: Benzenepropanenitrile, a-oxo-
• CAS NO: 33472-02-5
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Mol File: 33472-02-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenepropanenitrile, a-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanenitrile, a-oxo-(33472-02-5)
• EPA Substance Registry System: Benzenepropanenitrile, a-oxo-(33472-02-5)

Safety Data

• Hazardous Substances Data: 33472-02-5(Hazardous Substances Data)

Upstream product

• 93554-96-2 α-<(trimethylsilyl)oxy>benzenepropanenitrile 
• 101-97-3 Ethyl 2-phenylethanoate 
• 75-05-8 acetonitrile 
• 33863-75-1 (±)-cis-phenyloxirane-2-carbonitrile 
• 122-78-1 phenylacetaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 103-80-0 phenylacetyl chloride 
• 80317-74-4 phenylacetyl iodide 
• 544-92-3 copper(I) cyanide 

Downstream Products

• 150712-24-6 3-benzyl-1H-pyrazol-5-amine 
• 81040-49-5 (Z)-(1-Cyan-2-phenylvinyl)-methansulfonat 
• 13832-10-5 1,4-Diphenylbutane-2,3-dione 
• 93393-91-0 N-(2-oxo-3-phenylpropyl)acetamide 
• 449143-53-7 (5R)-5-(tert-butyldiphenylsilanyloxymethyl)-2-oxopyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1 tert-butyl ester 
• 159972-38-0 2-oxopyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-ethyl ester 
• 81040-10-0 (Z)-3-Phenyl-2-(trimethylsilyloxy)-2-propennitril 

Relevant articles and documents

BF3·OEt2-promoted tandem Meinwald rearrangement and nucleophilic substitution of oxiranecarbonitriles

Tandem Meinwald rearrangement and nucleophilic substitution of oxiranenitriles was realized. Arylacetic acid derivatives were readily synthesized from 3-aryloxirane-2-carbonitriles with amines, alcohols, or water in the presence of boron trifluoride under microwave irradiation, and the designed synthetic strategy includes introducing a cyano leaving group into arylepoxides and capturing the in situ generated toxic cyanide with boron trifluoride, making the reaction efficient, safe, and environmentally benign. The reaction occurs through an acid-promoted Meinwald rearrangement, producing arylacetyl cyanides, followed by an addition-elimination process with nitrogen or oxygen-containing nucleophilic amines, alcohols or water. The current method provides a new application of the tandem Meinwald rearrangement.

Hydroperoxides as Pseudohalides: Oxidation, Oxidative Alkylation, Acylation and Arylation of Acrylonitrile

New general syntheses, based on free-radical oxidative alkylation, acylation and arylation of acrylonitrile, in the presence of ButO2H, are reported; the concept of the peroxy group as a pseudohalide is suggested to explain these new reactions.

Trimethylsilyl Cyanide - A Reagent for Umpolung, VIII. Derivatives of 2-(Trimethylsilyloxy)-2-propenenitrile. Syntheses and General Properties

Rather different derivatives of the new title compuond 7 were synthesized by routes A - H (Table 2 and 3).The effects of substituents and reaction routes on the E/Z ratios (NMR) is discussed.Replacement of SiMe3 in 7 by RCO- and MeSO2- yields other alkenes with donor (O - X) and acceptor groups (CN) at the same C-atom.Their opposite effects on the β-C-atom is estimated from the corresponding 1H- and 13C-NMR signals.