91138-81-7

Basic information

• Product Name: 8-chloro-p-menthane
• CAS NO: 91138-81-7
• Molecular Weight: 174.714
• Mol File: 91138-81-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 8-chloro-p-menthane(CAS DataBase Reference)
• NIST Chemistry Reference: 8-chloro-p-menthane(91138-81-7)
• EPA Substance Registry System: 8-chloro-p-menthane(91138-81-7)

Safety Data

• Hazardous Substances Data: 91138-81-7(Hazardous Substances Data)

Upstream product

• 2230-82-2 (1S,2S,5R)-(+)-2-isopropyl-5-methylcyclohexyl tosylate 
• 619-52-3 (1R)-menth-3-ene 
• 1174658-51-5 C₁₉H₂₅NO₃S 
• 1174658-50-4 C₂₂H₃₄O₇S 
• 498-81-7 p-menthan-8-ol 

Relevant articles and documents

Clarification of the stereochemical course of nucleophilic substitution of arylsulfonate-based nucleophile assisting leaving groups

(Chemical Equation Presented) Secondary alcohols modified as tosylates, PEG-sulfonates, or quisylates undergo inversion of configuration at the reacting center when treated with lithium halide in acetone at reflux, where the PEG-sulfonates and quisylates are substantially more reactive. In sterically hindered cases, elimination is a competing process. In contrast, when treated with TiCl4, simple secondary sulfonates give chloride products with partial inversion of configuration. Any observed retention of configuration in a given alkyl sulfonate substrate under these conditions is likely due to neighboring group participation or diastereoselective attack on a carbocation (or ion pair) rather than an SNi mechanism.