The relative rates of ethanolysis of four primary alkyl halides are as follows: CH3CH2Br, 1.0; CH3CH2CH2Br, 0.28;

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The relative rates of ethanolysis of four primary alkyl halides are as follows: CH3CH2Br, 1.0; CH3CH2CH2Br, 0.28; (CH3)2CHCH2Br, 0.030; (CH3)3CCH2Br, 0.00000042.
(a) Is each of these reactions likely to be SN1 or SN2?
(b) Provide an explanation for the relative reactivities that are observed.
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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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