The compounds benzyl chloride (C6H5CH2Cl), (dichloromethyl) benzene (C6H5CHCl2), and (trichloromethyl)benzene (C6H5CCl3) all undergo nitration more slowly than

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The compounds benzyl chloride (C6H5CH2Cl), (dichloromethyl) benzene (C6H5CHCl2), and (trichloromethyl)benzene (C6H5CCl3) all undergo nitration more slowly than benzene. The proportion of m-nitro-substituted product is 4% in one, 34% in another, and 64% in another. Classify the substituents -CH2Cl, -CHCl2, and -CCl3 according to each one's effect on rate and regioselectivity in electrophilic aromatic substitution.
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Organic Chemistry

ISBN: 978-0072905014

4th edition

Authors: Francis A. Carey

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