75819-71-5

Basic information

• Product Name: (1R,4S,7-anti)-7-Chloro-1-methylbicyclo[2.2.1]heptan-2-one
• Synonyms: (1R,4S,7-anti)-7-Chloro-1-methylbicyclo[2.2.1]heptan-2-one
• CAS NO: 75819-71-5
• Molecular Formula: C8H11ClO
• Molecular Weight: 158.62534
• Mol File: 75819-71-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R,4S,7-anti)-7-Chloro-1-methylbicyclo[2.2.1]heptan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,4S,7-anti)-7-Chloro-1-methylbicyclo[2.2.1]heptan-2-one(75819-71-5)
• EPA Substance Registry System: (1R,4S,7-anti)-7-Chloro-1-methylbicyclo[2.2.1]heptan-2-one(75819-71-5)

Safety Data

• Hazardous Substances Data: 75819-71-5(Hazardous Substances Data)

Upstream product

• 694-92-8 2-methylnorborn-2-ene 
• 75819-67-9 7-chloro-1-methylnortricyclene 

Relevant articles and documents

Stereochemistry of acid-catalyzed cleavage of 7-chloro-1-methylnortricyclene in deuterated medium; evidence for edge protonation of nortricyclenes

Cleavage of 7-chloro-1-methylnortricyclene (1e) in D2SO4-DOAc yields deuterated syn-7-chloro-1-methyl-exo-2-norbornyl acetate (3a-d) (1.04 excess d per molecule) and deuterated anti-7-chloro-1-methyl-exo-2-norbornyl acetate (3b-d) (1.28 excess d per molecule) as the kinetic products. 1H and 2H nuclear magnetic resonance spectroscopic analysis of the corresponding alcohols complexed with Eu(fod)3 shows the deuterium is located endo at C-6 and in the methyl group of the syn-7-chloroacetate, endo at C-6 and C-2, at C-7, and in the methyl group of the anti-7-chloroacetate.That the deuterium at C-6 of both acetates is 80-90percent stereochemically pure endo, in our view, establishes that the bond farthest removed from the electron-withdrawing chlorine is preferentially cleaved via edge deuteronation.