53892-48-1

Basic information

• Product Name: 2,4-Hexadienoic acid, methyl ester, (Z,Z)-
• CAS NO: 53892-48-1
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Mol File: 53892-48-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2,4-Hexadienoic acid, methyl ester, (Z,Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Hexadienoic acid, methyl ester, (Z,Z)-(53892-48-1)
• EPA Substance Registry System: 2,4-Hexadienoic acid, methyl ester, (Z,Z)-(53892-48-1)

Safety Data

• Hazardous Substances Data: 53892-48-1(Hazardous Substances Data)

Upstream product

• 108965-77-1 (E)-(2S,3S)-2-Hydroxy-3-trimethylsilanyl-hex-4-enoic acid methyl ester 
• 127379-37-7 Methyl (trans,Z)-3-(2-Methyl-5,8-dioxaspiro<3.4>oct-1-yl)-2-propenoate 
• 186581-53-3 diazomethane 
• 110-44-1 hexa-2,4-dienoic acid 

Downstream Products

• 5837-72-9 methyl (E)-4-oxo-2-butenoate 
• 142334-76-7 methyl (2Z,4E)-6-oxohexa-2,4-dienolate 

Relevant articles and documents

Vinylcyclobutane-Cyclohexane Rearrangements: Zwitterions as Discrete Intermediates

Donor-acceptor-substituted vinylcyclobutanes 1 rearrange to cyclohexenes 2 at temperatures between 20 and 195 deg C.In solvents of low polarity, cycloreversion competes with ring enlargement.Under acidic conditions, addition of nucleophiles to vinylcyclobutanes 1 with ring opening is observed.Stereospecificity of rearrangement and cycloreversion are functions of temperature, solvent polarity and acid catalysis.Strong dependence on solvent polarity is found for the rates of both reactions.The mechanisms of the thermally induced and acid-catalyzed reactions are discussed on the basis of stereospecificity, kinetic parameters and trapping of intermediates.Two structurally different zwitterions 13 and 14 are proposed as intermediates, one of which is responsible for rearrangement, the other for diastereomerization and cycloreversion.

Studies on the biological activities of islandic acid and related compounds

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