1660-56-6

Basic information

• Product Name: methyl cis-α,β-difluoroacrylate
• Synonyms: methyl cis-α,β-difluoroacrylate
• CAS NO: 1660-56-6
• Molecular Weight: 122.071
• Mol File: 1660-56-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl cis-α,β-difluoroacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl cis-α,β-difluoroacrylate(1660-56-6)
• EPA Substance Registry System: methyl cis-α,β-difluoroacrylate(1660-56-6)

Safety Data

• Hazardous Substances Data: 1660-56-6(Hazardous Substances Data)

Upstream product

• 67832-56-8 methyl 2R,3S-2,3-difluoro-2,3-dichloropropionate 
• 76548-29-3 methyl (2R,3R)-2,3-difluoro-2,3-dichloropropionate 

Relevant articles and documents

COMBINED HALOGENATION OF UNSATURATED COMPOUNDS. XV. SYNTHESIS OF DIASTEREOMERIC PAIRS OF 2,3-DICHLORO-3-FLUOROISOBUTYRIC, 2,3-DICHLORO-2,3-DIFLUOROPROPIONIC, AND 2,3-DIHALOGENO-3-FLUOROBUTYRIC ESTERS AND INVESTIGATION OF SOME OF THEIR ELIMINATION REACTIONS

The selective inversion of the configuration of methyl 2R,3R-2,3-dichloro-3-fluoroisobutyrate and 2R,3R-2,3-dichloro-2,3-difluoropropionate to their 2R,3S-diastereomers was realized by dechlorination and subsequent catalytic chlorination of the obtained methyl E-β-fluoro-α-methylacrylate and Z-α,β-difluoroacrylate, respectively.The chlorofluorination and bromofluorination of E- and Z-ethyl β-chlorocrotonates by hexachloromelamine and N-bromosuccinimide in liquid hydrogen fluoride were investigated.The reactions are regioselective and nonstereospecific and lead to the formation of a mixture of ethyl 2R,3R- and 2S,3R-2,3-dichloro-3-fluorobutyrates and 2-bromo-3-chloro-3-fluorobutyrates, respectively.The individual diastereomers were isolated, and the dechlorination and dehydrochlorination of the diastereomeric ethyl 2,3-dichloro-3-fluorobutyrates were investigated.Preparative methods are proposed for the synthesis of E- and Z-ethyl β-fluorocrotonates and Z-ethyl α-chloro-β-fluorocrotonate.