Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 3, Problem 3.56P

Recall from section 1.10B that there is restricted rotation around carbon-carbon double

bonds. Maleic acid and fumaric acid are two isomers with vasity different physical properties and p K a values for loss of both protons. Explain why each of these differences occurs.

Chapter 3, Problem 3.56P, Recall from section 1.10B that there is restricted rotation around carbon-carbon double bonds.

maleic acid fumaric acid

mp ( ο C ) 130 solubility ( g/L ) in H 2 O at 25 ο C 788 p K a 1 1.9 p K a 2 6.5 286 7 3.0 4.5

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Chapter 3 Solutions

Organic Chemistry

Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.12PCh. 3 - Prob. 3.13PCh. 3 - Prob. 3.14PCh. 3 - Prob. 3.15PCh. 3 - Nonactin and valinomycin each contain only two...Ch. 3 - Prob. 3.17PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - The fact that sweet-tasting carbohydrates like...Ch. 3 - 3.29 Identify the functional groups in the...Ch. 3 - Prob. 3.22PCh. 3 - 3.32 Identify the functional groups in each...Ch. 3 - Draw the seven constitutional isomers having...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.27PCh. 3 - Prob. 3.28PCh. 3 - Prob. 3.29PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - Prob. 3.32PCh. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.34PCh. 3 - Prob. 3.35PCh. 3 - Explain the observed trend in the melting points...Ch. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Prob. 3.39PCh. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.41PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.43PCh. 3 - Prob. 3.44PCh. 3 - THC is the active component in marijuana, and...Ch. 3 - Prob. 3.46PCh. 3 - Prob. 3.47PCh. 3 - Prob. 3.48PCh. 3 - Label the electrophilic and nucleophilic sites in...Ch. 3 - By using only electron density arguments,...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - Prob. 3.53PCh. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - Recall from section 1.10B that there is restricted...
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