When N,N'-diphenylurea (A) is reacted with tosyl chloride in pyridine, it yields product B. The spectral data

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When N,N'-diphenylurea (A) is reacted with tosyl chloride in pyridine, it yields product B. The spectral data for B include:

MS (m/z): 194 (M+.)
IR (cm-1): 3060, 2130, 1590, 1490, 760, 700
1H NMR (Î´): only 6.9-7.4 (m)
13C NMR (Î´): 122 (CH), 127 (CH), 130 (CH), 149 (C), and 163 (C)
(a) What is the structure of B?
(b) Write a mechanism for the formation of B.

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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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Question Posted: Apr 19, 2016 09:28 AM

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When N,N'-diphenylurea (A) is reacted with tosyl chloride in pyridine, it yields product B. The spectral data

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