5467-94-7

Basic information

• Product Name: alpha,alpha-dicyanobenzyl benzoate
• Synonyms: alpha,alpha-dicyanobenzyl benzoate;2-benzoyloxy-2-phenylmalonitrile;2-(Benzoyloxy)-2-phenylpropanedinitrile;Benzoic acid α,α-dicyanobenzyl ester;Einecs 226-782-5;ZVSMJEBFSMHOPE-UHFFFAOYSA-N
• CAS NO: 5467-94-7
• Molecular Formula: C₁₆H₁₀N₂O₂
• Molecular Weight: 262.2628
• EINECS: 226-782-5
• Mol File: 5467-94-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 452.3°Cat760mmHg
• Flash Point: 197.3°C
• Appearance: /
• Density: 1.256g/cm³
• Vapor Pressure: 2.26E-08mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: alpha,alpha-dicyanobenzyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: alpha,alpha-dicyanobenzyl benzoate(5467-94-7)
• EPA Substance Registry System: alpha,alpha-dicyanobenzyl benzoate(5467-94-7)

Safety Data

• Hazardous Substances Data: 5467-94-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H10N2O2/c17-11-16(12-18,14-9-5-2-6-10-14)20-15(19)13-7-3-1-4-8-13/h1-10H

Upstream product

• 151-50-8 potassium cyanide 
• 98-88-4 benzoyl chloride 
• 773837-37-9 sodium cyanide 
• 613-90-1 benzoyl cyanide 
• 60-29-7 diethyl ether 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 143-33-9 sodium cyanide 
• 2942-58-7 diethyl cyanophosphonate 
• 65-85-0 benzoic acid 
• 63442-64-8 bis(dimethylamino)malononitrile 

Downstream Products

• 74-90-8 hydrogen cyanide 
• 92427-55-9 2,2-diphenylmalononitrile 

Relevant articles and documents

Reaction of hydroxyiminoacetophenone with p-toluenesulfonyl chloride and an X-ray diffraction study of the reaction product

2-Benzoyloxy-2-phenylmalononitrile is formed instead of the expected oxime tosylate in the reaction of hydroxyiminoacetophenone with p-toluenesulfonyl chloride. The structure of the product was confirmed unambiguously by X-ray diffraction analysis.

Ortho Amides, XLVI. - Contributions to the Chemistry of Bis(dialkylamino)malononitriles

The reaction of chloroformamidinium chlorides 2 with sodium cyanide in the two-phase system ether/water affords bis(dialkylamino)malononitriles 3 with good yields.From 3a and morpholine or aniline the guanidines 5 and 6 can be obtained, respectively.Alcohol-free sodium ethoxide transforms 3a into the urea acetal 10b, whereas in the reaction of 3a with alkoxides in alcohol ortho carbamic esters 11a, b are produced.The malonic esters and acetoacetic esters 12 react with 3a in the presence of two equivalents of sodium hydride to give the ketene aminals 13.The reactionof 3a with malononitrile furnishes the guanidinium salt 14, which cyclized by hydrogen chloride to the pyridinetricarbonitrile 15.In the presence of sodium hydride, 3a and malononitrile or cyanoacetic esters 17 from the ketene aminal 16 and the 1,2,3-tricyanopropenides 18a-c, respectively.The analogous salts 20 and 21 result from the reaction of 3a with the barbituric acid derivatives 19a, and b, respectively.Hydrogen chloride reacts in ether with 3a to afford the piperazinetetracarbonitrile 22.Reaction of carboxylic acid chlorides yields the cyanoformamidinium salt 28a; byproducts are acyl cyanides 29 and dimeric acyl cyanides 30.Triethyloxonium tetrafluoroborate transforms 3a into the salt 28b.Bromine and iodine react with 3a to produce the salts 28c, d and 28e, f, respectively, depending on the stoichiometric ratios of the starting materials.The thiocyanate 28g is prepared from sulfur and 3a.

CATALYTIC AND STOICHIOMETRIC TRANSFORMATIONS WITH TRIPHENYL(P,P,P-TRIPHENYLPHOSPHINE IMIDATO-N) PHOSPHORUS CYANIDE,

Reactions involving anhydrous +CN-, 1, are described for a series of nucleophilic displacements.The reagent may be used stoichiometrically with moisture sensitive substrates, and also acts as an efficient phase transfer catalyst.