7391-73-3

Basic information

• Product Name: 2,2-dimethyl-3-oxo-3-phenylpropanenitrile
• Synonyms: 2,2-dimethyl-3-oxo-3-phenylpropanenitrile
• CAS NO: 7391-73-3
• Molecular Weight: 173.214
• Mol File: 7391-73-3.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 2,2-dimethyl-3-oxo-3-phenylpropanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-3-oxo-3-phenylpropanenitrile(7391-73-3)
• EPA Substance Registry System: 2,2-dimethyl-3-oxo-3-phenylpropanenitrile(7391-73-3)

Safety Data

• Hazardous Substances Data: 7391-73-3(Hazardous Substances Data)

Upstream product

• 110835-96-6 2-benzoyl-(E)-N-methoxy-2-methylpropan-1-imine 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 611-70-1 phenyl isopropyl ketone 
• 10409-54-8 2-bromo-2-methyl-1-phenyl-propan-1-one 
• 86164-70-7 2-methyl-2-phenylmalononitrile 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 7321-55-3 2,2-dimethylmalononitrile 
• 98-80-6 phenylboronic acid 
• 78-82-0 Isobutyronitrile 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 591-50-4 iodobenzene 
• 124-38-9 carbon dioxide 
• 1750-74-9 2-benzoyl-2-methylpropanal 

Downstream Products

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 91246-99-0 2,2-dimethyl-3-hydroxy-3-phenylpropionamide 
• 65-85-0 benzoic acid 
• 103860-99-7 2,2-dimethyl-3-oxo-3-phenyl-propionic acid amide 

Relevant articles and documents

Access to α-Cyano Carbonyls Bearing a Quaternary Carbon Center by Reductive Cyanation

Reductive cyanation of tertiary alkyl bromides using electrophilic cyanating reagent and zinc reductant was developed, providing various α-cyano ketones, esters, and carboxamides containing a nitrile-bearing all-carbon quaternary center in good to excellent yields under mild reaction conditions. The corresponding reaction mechanism involving in situ generated organozinc reagent and reactivity distinction was elucidated by density functional theory computation.

Method for synthesizing beta-ketonitrile and derivatives thereof

The invention discloses a method for synthesizing beta-ketonitrile and derivatives thereof. The beta-ketonitrile is prepared by a reaction of malononitrile and derivatives thereof with arylboronic acid. According to the invention, reactants are wide in source and low in cost; the reaction is carried out in a solvent, and the solvent is a mixture of toluene and water; in the process of the reaction, a palladium catalyst, an acid additive and a ligand are also added into the solvent; the acidic additive is any one selected from benzenesulfonic acid, p-toluenesulfonic acid, p-nitrobenzenesulfonic acid, trifluoromethanesulfonic acid and trifluoroformic acid; and the ligand is any one selected from 4,4'-dimethyl-2,2'-bipyridyl, 6,6'-dimethyl-2,2'-bipyridyl and 5,5'-dimethyl-2,2'-bipyridyl. The method in the invention can directly synthesize the target product in one step, does not need to separate an intermediate product, can obtain the target product only by a stirring reaction under normal pressure, has the highest yield of 98%, is especially suitable for synthesis of beta-ketonitrile derivatives sensitive to alkaline conditions, and provides better guarantee for development of organic compounds related to beta-ketonitrile derivatives.

Rhodium-Catalyzed Addition of Aryl Boronic Acids to 2,2-Disubstituted Malononitriles

β-Ketonitriles bearing a quaternary carbon at the 2-position were prepared through Rh-catalyzed addition of aryl boronic acids to 2,2-disubstituted malononitriles. In contrast to the previously described transnitrilative cyanation of aryl boronic acids with dialkylmalononitriles, the present reaction avoids retro-Thorpe collapse of the intermediate addition product through the use of a milder base. The reaction was amenable to a variety of aryl boronic acids and disubstituted malononitriles, providing a diverse array of β-ketonitriles. The products could be further derivatized to valuable chiral α,α-disubstituted-β-aminonitriles through addition reactions to the corresponding N-tert-butanesulfinyl imines.