127230-97-1

Basic information

• Product Name: 2-Cyclobuten-1-one,3-methoxy-(9CI)
• Synonyms: 2-Cyclobuten-1-one,3-methoxy-(9CI)
• CAS NO: 127230-97-1
• Molecular Formula: C₅H₆O₂
• Molecular Weight: 98.09994
• Product Categories: CYCLOHEXANONE
• Mol File: 127230-97-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Cyclobuten-1-one,3-methoxy-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclobuten-1-one,3-methoxy-(9CI)(127230-97-1)
• EPA Substance Registry System: 2-Cyclobuten-1-one,3-methoxy-(9CI)(127230-97-1)

Safety Data

• Hazardous Substances Data: 127230-97-1(Hazardous Substances Data)

Upstream product

• 132178-16-6 Methoxyvinylketene 

Downstream Products

• 71721-73-8 5-ethenyl-5-hydroxy-3-methoxy-2-cyclopenten-1-one 

Relevant articles and documents

Retro-Ene Reactions in Acylallene Derivatives

Allenic esters and amides 4 undergo a retro-ene reaction to vinylketene (6) and an aldehyde or imine (5) under the conditions of flash vacuum thermolysis (FVT). The same products are obtained by FVT of cyclobutenones 7 via electrocyclic ring opening to alkoxy- or aminovinylketenes 3 and 1,3-rearrangement of ketenes 3 to allenes 4. All the intermediates and products were characterized by matrix isolation IR spectroscopy, and in the case of 4c the reaction was also monitored by online mass spectrometry. A lower temperature for the retro-ene reaction of 4c, eliminating an imine, than for 4a, eliminating formaldehyde, is in agreement with a lower calculated activation barrier (167 and 181 kJ mol-1, respectively, at the G2(MP2,SVP) level of theory). The allenic amide 11 undergoes an analogous retro-ene reaction to the (unobserved) vinylketene 13, the latter isomerizing to cyclohexenylacrolein 16 in a 1,5-H shift (calculated barrier 125 kJ mol-1; G2 (MP2, SVP)).