Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 19, Problem 7E
When toluene is treated with sulfuric and nitric acids under special conditions, three nitro
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Although N, N -dimethylaniline is extremely reactive toward electrophilic aromatic substitution and is readily substituted by weak electrophiles, such as diazonium and nitronium ions, this reactivity is greatly diminished by the introduction of an alkyl substituent in an ortho position.
In parts 1 and 2 draw the two organic products of this reaction, showing any nonzero formal charges. Then, in part 3 answer the question regarding purification of the reaction mixture.
1. Draw the product with the higher molecular weight here:
2. Draw the product with the lower molecular weight here:
Consider the tetracyclic aromatic compound drawn below, with rings labeled as A, B, C, and (a) Which of the four rings is most reactive in electrophilic aromatic substitution? (b) Which of the four rings is least reactive in electrophilic aromatic substitution? (c) What are the major produces) formed when this compound is treated with one equivalent of Br2?
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Organic Chemistry: A Guided Inquiry
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