1120-55-4

Basic information

• Product Name: Cyclobutene, 3-methyl-
• Synonyms: Cyclobutene, 3-methyl-;Cyclobutene,3-methyl
• CAS NO: 1120-55-4
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• Mol File: 1120-55-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Cyclobutene, 3-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclobutene, 3-methyl-(1120-55-4)
• EPA Substance Registry System: Cyclobutene, 3-methyl-(1120-55-4)

Safety Data

• Hazardous Substances Data: 1120-55-4(Hazardous Substances Data)

Upstream product

• 75749-51-8 cyclobut-2-enylmethyl bromide 

Relevant articles and documents

Non-perfect Synchronisation of β-Scission with Product Stabilisation in Radical Ring-opening Reactions

Reduction of cyclobut-2-enylmethyl bromide with tri-n-butyltin hydride gave 3-methylcyclobutene together with trans- and cis-penta-1,3-diene and penta-1,4-diene.The diene products are formed by β-scission of the intermediate cyclobut-2-enylmethyl radicals to give pentadienyl radicals which accept hydrogen at the terminal and central carbon atoms.The rate constants and activation energies of β-scission in the series of radicals cyclobutylmethyl, 3-methylenecyclobutylmethyl, cyclobut-2-enylmethyl were shown to change little with the large increase in product radical stabilisation.This was accounted for in terms of the principle of non-perfect synchronisation, i.e. bond scission occours before the development of resonance delocalisation.Semi-empirical MNDO calculations for the same series of radicals were in full agreement with this interpretation.