140240-07-9

Basic information

• Product Name: 6,3-carbolactone-2β-acetoxymethyl-6-chlorobicyclo<3.1.0>hexane
• CAS NO: 140240-07-9
• Molecular Weight: 230.648
• Mol File: 140240-07-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6,3-carbolactone-2β-acetoxymethyl-6-chlorobicyclo<3.1.0>hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 6,3-carbolactone-2β-acetoxymethyl-6-chlorobicyclo<3.1.0>hexane(140240-07-9)
• EPA Substance Registry System: 6,3-carbolactone-2β-acetoxymethyl-6-chlorobicyclo<3.1.0>hexane(140240-07-9)

Safety Data

• Hazardous Substances Data: 140240-07-9(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 5307-99-3 7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one 
• 64-19-7 acetic acid 

Relevant articles and documents

PROSTANOIDS. XLIV. FUNCTIONALIZATION OF 6-OXO-7,7-DICHLOROBICYCLOHEPT-2-ENE ACCORDING TO PRINS REACTION AS A KEY STAGE OF A RATIONAL APPROACH THE SYNTHONES FOR CARBOCYCLINES

The Prins reaction of 6-oxo-7,7-dichlorobicyclohept-2-ene in a medium of glacial AcOH-H2SO4 (10:1) at 117 deg C proceeds with the formation of two main products: 7,7-dichloro-2β-acetoxymethyl-3α-acetoxybicycloheptan-6-one and 7,9-carbolactone-7-chloro-3-oxatricyclo6,8>nonane in a 2:1 ratio.In addition, two by-products (10percent) were isolated, the structures of which are related to the above compounds.The structure of one of the anomalous Prins adducts was more precisely defined by means of x-ray diffraction analysis, and the possible paths of their formation are discussed.The reaction of diacetate (the main Prins reaction product) with diazomethane proceeds nonselectively.At the same time, it monochloro derivative gives in a good yield the corresponding bicyclooctanone, which was converted by reductive dechlorination into desited 2β-acetoxymethyl-3α-acetoxybicyclooctan-7-one.