100678-76-0

Basic information

• Product Name: Cyclopropanecarbonyl chloride, 2-(1,3-butadienyl)-, [1alpha,2beta(E)]- (9CI)
• Synonyms: Cyclopropanecarbonyl chloride, 2-(1,3-butadienyl)-, [1alpha,2beta(E)]- (9CI)
• CAS NO: 100678-76-0
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.60946
• Product Categories: ACIDHALIDE
• Mol File: 100678-76-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopropanecarbonyl chloride, 2-(1,3-butadienyl)-, [1alpha,2beta(E)]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarbonyl chloride, 2-(1,3-butadienyl)-, [1alpha,2beta(E)]- (9CI)(100678-76-0)
• EPA Substance Registry System: Cyclopropanecarbonyl chloride, 2-(1,3-butadienyl)-, [1alpha,2beta(E)]- (9CI)(100678-76-0)

Safety Data

• Hazardous Substances Data: 100678-76-0(Hazardous Substances Data)

Relevant articles and documents

Carbene Rearrangements, XX. trans-2-(1,3-Butadienyl)cyclopropylidene: Generation and Reactive Behavior

1- and 2-Vinyl-1,3-cyclopentadiene (19 and 20) and trans-1,2,4,6-heptatetraene (21) are formed from trans-2-(1,3-butadienyl)cyclopropylidene(oid) (18), which is generated from the dibromocarbene adduct 17 with methyllithium at 0 deg C.The mechanisms of the rearrangements of 18 have been examined by 12C-labeling (12C >/= 99.95percent) in 17. 21 is formed from 18 by rupture of the distal bond B of the cyclopropylidene.Breakage of the lateral bond A in 18 induces a carbene-carbene rearrangement with 1,3-C migration.The rearranged carbene 28 stabilizes itself by three routes.The product ratio of the competing reactions in 18 is temperature dependent.At lower temperatures the carbene-carbene rearrangement 18 -> 20 predominates, at higher temperatures increased formation of 21 takes place. - If 18 is generated by pyrolysis of the organotin compound 34, the high temperature (260 deg C) necessary for the decomposition favors the allene formation and suppresses the carbene-carbene rearrangement. - 21 is also formed when 18 is released from the N-nitrosourea 36b. 19 and 20 decompose under the reaction conditions. - A new method for the generation of carben(oid)s is described.