About cookies on this site Our websites require some cookies to function properly (required). In addition, other cookies may be used with your consent to analyze site usage, improve the user experience and for advertising. For more information, please review your options. By visiting our website, you agree to our processing of information as described in IBM’sprivacy statement. To provide a smooth navigation, your cookie preferences will be shared across the IBM web domains listed here.
Paper
Bicyclo [2.1.1] hexane. Preparation and Photochlorination
Abstract
A simple method for the preparation of bicyclo[2.1.1]hexane, which is based on the mercury (3P1) sensitized isomerization of 1,5-hexadiene, is described. Photochlorination of bicyclo[2.1.1]hexane in the gas phase, in solution in carbon tetrachloride or trifluorotrichloroethane, or as pure liquid, led to more than 95% of a single monochloride in good yield. Evidence to show that this compound is 2-chlorobicyclo[2.1.1]hexane is presented. Further chlorination gave 2,2-dichlorobicyclo[2.1.1]hexane and trans-2,3-dichlorobicyclo[2.1.1]hexane as products. © 1967, American Chemical Society. All rights reserved.