89900-98-1

Basic information

• Product Name: METHYL 2'-CYANO[1,1'-BIPHENYL]-4-CARBOXYLATE
• Synonyms: Methyl 4-(2-cyanophenyl)benzoate;METHYL 2'-CYANO[1,1'-BIPHENYL]-4-CARBOXYLATE;AKOS BAR-0298
• CAS NO: 89900-98-1
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.25
• Mol File: 89900-98-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 2'-CYANO[1,1'-BIPHENYL]-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2'-CYANO[1,1'-BIPHENYL]-4-CARBOXYLATE(89900-98-1)
• EPA Substance Registry System: METHYL 2'-CYANO[1,1'-BIPHENYL]-4-CARBOXYLATE(89900-98-1)

Safety Data

• Hazardous Substances Data: 89900-98-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 5728-44-9 2'-cyano[1,1'-biphenyl]-4-carboxylic acid 
• 873-32-5 2-Chlorobenzonitrile 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 2042-37-7 o-cyanobromobenzene 
• 619-44-3 methyl 4-iodobenzoate 
• 17763-71-2 4-carbomethoxyphenyl triflate 

Downstream Products

• 5728-44-9 2'-cyano[1,1'-biphenyl]-4-carboxylic acid 

Relevant articles and documents

LiCl-Accelerated multimetallic cross-coupling of aryl chlorides with aryl triflates

While the synthesis of biaryls has advanced rapidly in the past decades, cross-Ullman couplings of aryl chlorides, the most abundant aryl electrophiles, have remained elusive. Reported here is the first general cross-Ullman coupling of aryl chlorides with aryl triflates. The selectivity challenge associated with coupling an inert electrophile with a reactive one is overcome using a multimetallic strategy with the appropriate choice of additive. Studies demonstrate that LiCl is essential for effective cross-coupling by accelerating the reduction of Ni(II) to Ni(0) and counteracting autoinhibition of reduction at Zn(0) by Zn(II) salts. The modified conditions tolerate a variety of functional groups on either coupling partner (42 examples), and examples include a three-step synthesis of flurbiprofen.

Efficient cobalt-catalyzed formation of unsymmetrical biaryl compounds and its application in the synthesis of a sartan intermediate

(Chemical Equation Presented) No prior preparation of the organometallic reagent is required in a cobalt-catalyzed coupling of two different aryl halides under mild conditions (see scheme). A broad spectrum of valuable biaryl compounds can be prepared in this way. Not only may a variety of reactive substituents be present, but heteroaryl halides and aryl triflates are also suitable substrates. DMF = N,N-dimethylformamide, FG = functional group.

The Effects of Substituents on the Rate of Saponification of Biphenyl-4-carboxylates

Second-order rate constants have been measured for the saponification of methyl 2'-, 3'-, and 4'-substituted biphenyl-4-carboxylates at several temperatures in 85percent (w/w) methanol-water and activation parameters have been calculated.The Hammett equation applies very well to the saponification of 3'- and 4'-substituted biphenyl-4-carboxylates with ?-constants evaluated by the FMMF method.The effect of 2'-substituents is understandable in terms of ?-electron steric effects.