1136-24-9

Basic information

• Product Name: Benzeneacetic acid, a-cyano-2-methyl-, ethyl ester
• CAS NO: 1136-24-9
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Mol File: 1136-24-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, a-cyano-2-methyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, a-cyano-2-methyl-, ethyl ester(1136-24-9)
• EPA Substance Registry System: Benzeneacetic acid, a-cyano-2-methyl-, ethyl ester(1136-24-9)

Safety Data

• Hazardous Substances Data: 1136-24-9(Hazardous Substances Data)

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 105-56-6 ethyl 2-cyanoacetate 
• 19213-72-0 ethyl 1-imidazolecarboxylate 
• 22364-68-7 2-tolylmethylnitrile 
• 95-49-8 2-methylchlorobenzene 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 1627110-65-9 ethyl 2-cyano-2-(2-methyl-4-(perfluorohexyl)phenyl)acetate 
• 1627110-66-0 ethyl 2-cyano-2-(2-methyl-6-(perfluorohexyl)phenyl)acetate 

Relevant articles and documents

Synergistic effect of a bis(proazaphosphatrane) in mild palladium-catalyzed direct α-arylations of nitriles with aryl chlorides

The effect of a bis(proazaphosphatrane) ligand on the palladium-catalyzed direct α-arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the presence of the bis(proazaphosphatrane) ligand, ethyl cyanoacetate and primary as well as secondary nitriles were efficiently coupled with a wide variety of aryl chlorides that contained electron-rich, electron-poor, and electron-neutral groups.

Palladium-catalyzed one-pot synthesis of 2-alkyl-2-arylcyanoacetates

(Chemical Equation Presented) A one-pot procedure for the synthesis of 2-alkyl-2-arylcyanoacetates based on a Pd(OAc)2/DPPF (DPPF = 1,1′-diphenylphosphino ferreocene)-catalyzed enolate arylation followed by in situ alkylation has been developed. This procedure tolerates a diverse range of aryl and heteroaryl bromides, and provides a rapid entry to a variety of 2-alkyl-2-arylcyanoacetates in good to excellent yield.

A General Method for the Direct α-Arylation of Nitriles with Aryl Chlorides

The long-standing challenge of developing a general method for the title methodology is met for a broad range of aryl chlorides through the use of bicyclic P(iBuNCH2CH2)3N (1) as a bulky electron-rich ligand for palladium (see scheme, dba = dibenzylideneacetone).