The pAa's of eight 3-substituted bicyclo [1.1.1] pentanecarboxylic acids have been measured and found to correlate well with constants. The value of (2.23 ± 0.12) is large but not large enough to propose any special perturbation of normal field-inductive effects by the close proximity (about 1.88 Á) of the bridgehead carbons. Also determined were the products and rates of solvolyses of the p-nitrobenzoates of three 3-substituted l-(2-hydroxy-2propyl)bicyclo [1.1.1] pentanes. The products were primarily unrearranged, and the rates again showed no surprising substituent effects. A practical synthesis of 1,3-disubstituted bicy clo [ 1.1.1 ]pentanes has been developed and is described.Bicyclo [1.1.1] pentane (1) has the very special property 0
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