Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 18, Problem 18.7YT
Interpretation Introduction

Interpretation:

The hemiacetal and acetal in the mechanism in Equation 18-13 are to be identified. Also the steps that make up an SN1 reaction are to be circled.

Concept introduction:

If an aldehyde or ketone is treated with a large excess of an alcohol under acidic conditions, then the hemiacetal produced from nucleophilic addition reacts further to form an acetal, in which two alkoxy (RO) groups are bonded to the same carbon. A hemiacetal group is an R2C(OH)(OR) or RCH(OH)(OR). An acetal group is R2C(OR)2 or RCH(OR)2.

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The mechanism for this reaction is the reverse of the one in Eg. 18-13. H;CO OCH3 H20 (excess) + 2 CH3OH An acetal (18-14) 1. Because acetal formation takes place under equilibrium conditions, the reaction shifted via Le principle. 10 Draw the complete, detailed mechanism for the reaction above.
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Chapter 18 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - Prob. 18.14PCh. 18 - Prob. 18.15PCh. 18 - Prob. 18.16PCh. 18 - Prob. 18.17PCh. 18 - Prob. 18.18PCh. 18 - Prob. 18.19PCh. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - Prob. 18.23PCh. 18 - Prob. 18.24PCh. 18 - Prob. 18.25PCh. 18 - Prob. 18.26PCh. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Prob. 18.30PCh. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Prob. 18.36PCh. 18 - Prob. 18.37PCh. 18 - Prob. 18.38PCh. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - Prob. 18.41PCh. 18 - Prob. 18.42PCh. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46PCh. 18 - Prob. 18.47PCh. 18 - Prob. 18.48PCh. 18 - Prob. 18.49PCh. 18 - Prob. 18.50PCh. 18 - Prob. 18.51PCh. 18 - Prob. 18.52PCh. 18 - Prob. 18.53PCh. 18 - Prob. 18.54PCh. 18 - Prob. 18.55PCh. 18 - Prob. 18.56PCh. 18 - Prob. 18.57PCh. 18 - Prob. 18.58PCh. 18 - Prob. 18.59PCh. 18 - Prob. 18.60PCh. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - Prob. 18.63PCh. 18 - Prob. 18.64PCh. 18 - Prob. 18.65PCh. 18 - Prob. 18.66PCh. 18 - Prob. 18.67PCh. 18 - Prob. 18.68PCh. 18 - Prob. 18.69PCh. 18 - Prob. 18.70PCh. 18 - Prob. 18.71PCh. 18 - Prob. 18.72PCh. 18 - Prob. 18.73PCh. 18 - Prob. 18.74PCh. 18 - Prob. 18.75PCh. 18 - Prob. 18.76PCh. 18 - Prob. 18.77PCh. 18 - Prob. 18.78PCh. 18 - Prob. 18.79PCh. 18 - Prob. 18.80PCh. 18 - Prob. 18.81PCh. 18 - Prob. 18.82PCh. 18 - Prob. 18.83PCh. 18 - Prob. 18.84PCh. 18 - Prob. 18.85PCh. 18 - Prob. 18.86PCh. 18 - Prob. 18.87PCh. 18 - Prob. 18.88PCh. 18 - Prob. 18.89PCh. 18 - Prob. 18.90PCh. 18 - Prob. 18.91PCh. 18 - Prob. 18.92PCh. 18 - Prob. 18.93PCh. 18 - Prob. 18.94PCh. 18 - Prob. 18.95PCh. 18 - Prob. 18.96PCh. 18 - Prob. 18.97PCh. 18 - Prob. 18.98PCh. 18 - Prob. 18.99PCh. 18 - Prob. 18.100PCh. 18 - Prob. 18.101PCh. 18 - Prob. 18.102PCh. 18 - Prob. 18.103PCh. 18 - Prob. 18.1YTCh. 18 - Prob. 18.2YTCh. 18 - Prob. 18.3YTCh. 18 - Prob. 18.4YTCh. 18 - Prob. 18.5YTCh. 18 - Prob. 18.6YTCh. 18 - Prob. 18.7YTCh. 18 - Prob. 18.8YTCh. 18 - Prob. 18.9YTCh. 18 - Prob. 18.10YTCh. 18 - Prob. 18.11YTCh. 18 - Prob. 18.12YTCh. 18 - Prob. 18.13YTCh. 18 - Prob. 18.14YTCh. 18 - Prob. 18.15YT
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