13398-56-6

Basic information

• Product Name: (-)-(R)-1-bromo-2,2-diphenylcyclopropanecarboxylic acid
• Synonyms: (-)-(R)-1-bromo-2,2-diphenylcyclopropanecarboxylic acid
• CAS NO: 13398-56-6
• Molecular Weight: 317.182
• Mol File: 13398-56-6.mol

Chemical Properties

• CAS DataBase Reference: (-)-(R)-1-bromo-2,2-diphenylcyclopropanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(R)-1-bromo-2,2-diphenylcyclopropanecarboxylic acid(13398-56-6)
• EPA Substance Registry System: (-)-(R)-1-bromo-2,2-diphenylcyclopropanecarboxylic acid(13398-56-6)

Safety Data

• Hazardous Substances Data: 13398-56-6(Hazardous Substances Data)

Upstream product

• 19481-83-5 1-bromo-2,2-diphenylcyclopropanecarboxylic acid 
• 17343-74-7 1,1-dibromo-2,2-diphenylcyclopropane 
• 530-48-3 1,1-Diphenylethylene 
• 13398-28-2 1-Brom-2,2-diphenylcyclopropancarbonsaeure-methylester 
• 57793-33-6 (R)-1-Bromo-2,2-diphenyl-cyclopropanecarboperoxoic acid tert-butyl ester 

Downstream Products

• 149030-27-3 <(+)-1-Brom-2,2-diphenyl-cyclopropyl>-carbinol 
• 25140-25-4 (-)-(R)-methyl 1-bromo-2,2-diphenylcyclopropanecarboxylate 
• 4542-81-8 (-)-(R)-1-Jod-1-methyl-2,2-diphenyl-cyclopropan 
• 4542-82-9 (R)-(-)-1-bromo-1-methyl-2,2-diphenylcyclopropane 
• 16054-27-6 (S)-1-methyl-2,2-diphenylcyclopropane 
• 4542-84-1 1-methyl-2,2-diphenylcyclopropanecarboxylic acid 

Relevant articles and documents

Preparative resolution of bromocyclopropylcarboxylic acids

A general and efficient method for the preparative resolution of α- and β-bromocyclopropylcarboxylic acids has been developed. This protocol involves a sequence of two crystallizations with pseudo-enantiomeric amines, cinchonine, and cinchonidine, which yield both enantiomers of the acid in highly enriched form. Both alkaloids can be easily recovered and reused multiple times without any loss of efficacy.

The first enantioenriched metalated nitrile possessing macroscopic configurationat stability

Figure presented Magnesium - bromine exchange on enantiopure cyclopropyl bromonitrile 5 at -100°C for 1 min followed by a D2O quench gives the deuterionitrile in 81% ee (retention); additional trapping experiments establish t1/2(rac) = 11.4 h at -100°C. These experiments provide the first glimpse into the stereochemical aspects of Mg-Br exchange. The intermediate formed is the first metalated nitrile demonstrated to possess macroscopic configurational stability.