ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
2nd Edition
ISBN: 9780393664034
Author: KARTY
Publisher: NORTON
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Chapter 9, Problem 9.6YT
Interpretation Introduction
Interpretation:
The leaving group in Table 9-4 that is the weakest base is to be identified from the
Concept introduction:
A weak base is stable and is, therefore, a good leaving group. The
The rate of an
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The pKa of our product is ~ 2-3 units lower than the pKa of phenol. Draw all possible resonance structures of the conjugate base of the product, and use these to explain why our product is so much more acidic than phenol.
Which base would you expect to generate the stronger conjugate acid?
A.) Hydrazine Kb = 1.7 x 10-4
B.) Analine Kb = 4.3 x 10-10
C.) Triethylamine Kb = 1.0 x 10-3
D.) Ammonia Kb = 1.8 x 10-5
1) Which reaction is likely to be more exergonic, one with Keq = 1000 or one with Keq = 0.001?
Chapter 9 Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
Ch. 9 - Prob. 9.1PCh. 9 - Prob. 9.2PCh. 9 - Prob. 9.3PCh. 9 - Prob. 9.4PCh. 9 - Prob. 9.5PCh. 9 - Prob. 9.6PCh. 9 - Prob. 9.7PCh. 9 - Prob. 9.8PCh. 9 - Prob. 9.9PCh. 9 - Prob. 9.10P
Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Prob. 9.15PCh. 9 - Prob. 9.16PCh. 9 - Prob. 9.17PCh. 9 - Prob. 9.18PCh. 9 - Prob. 9.19PCh. 9 - Prob. 9.20PCh. 9 - Prob. 9.21PCh. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Prob. 9.24PCh. 9 - Prob. 9.25PCh. 9 - Prob. 9.26PCh. 9 - Prob. 9.27PCh. 9 - Prob. 9.28PCh. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Prob. 9.31PCh. 9 - Prob. 9.32PCh. 9 - Prob. 9.33PCh. 9 - Prob. 9.34PCh. 9 - Prob. 9.35PCh. 9 - Prob. 9.36PCh. 9 - Prob. 9.37PCh. 9 - Prob. 9.38PCh. 9 - Prob. 9.39PCh. 9 - Prob. 9.40PCh. 9 - Prob. 9.41PCh. 9 - Prob. 9.42PCh. 9 - Prob. 9.43PCh. 9 - Prob. 9.44PCh. 9 - Prob. 9.45PCh. 9 - Prob. 9.46PCh. 9 - Prob. 9.47PCh. 9 - Prob. 9.48PCh. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - Prob. 9.51PCh. 9 - Prob. 9.52PCh. 9 - Prob. 9.53PCh. 9 - Prob. 9.54PCh. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - Prob. 9.57PCh. 9 - Prob. 9.58PCh. 9 - Prob. 9.59PCh. 9 - Prob. 9.60PCh. 9 - Prob. 9.61PCh. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - Prob. 9.64PCh. 9 - Prob. 9.65PCh. 9 - Prob. 9.66PCh. 9 - Prob. 9.67PCh. 9 - Prob. 9.68PCh. 9 - Prob. 9.69PCh. 9 - Prob. 9.70PCh. 9 - Prob. 9.71PCh. 9 - Prob. 9.72PCh. 9 - Prob. 9.73PCh. 9 - Prob. 9.74PCh. 9 - Prob. 9.75PCh. 9 - Prob. 9.76PCh. 9 - Prob. 9.77PCh. 9 - Prob. 9.78PCh. 9 - Prob. 9.79PCh. 9 - Prob. 9.80PCh. 9 - Prob. 9.81PCh. 9 - Prob. 9.82PCh. 9 - Prob. 9.83PCh. 9 - Prob. 9.84PCh. 9 - Prob. 9.1YTCh. 9 - Prob. 9.2YTCh. 9 - Prob. 9.3YTCh. 9 - Prob. 9.4YTCh. 9 - Prob. 9.5YTCh. 9 - Prob. 9.6YTCh. 9 - Prob. 9.7YTCh. 9 - Prob. 9.8YTCh. 9 - Prob. 9.9YTCh. 9 - Prob. 9.10YTCh. 9 - Prob. 9.11YTCh. 9 - Prob. 9.12YTCh. 9 - Prob. 9.13YTCh. 9 - Prob. 9.14YTCh. 9 - Prob. 9.15YT
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- One of the heptanedione isomers below has a pka of approximately 9 rather than 20. Which isomer? Why? Draw its conjugate base and offer a full explanation of its acidity.arrow_forwardVerify that the equilibrium position for the reaction between phenol and hydroxide ion is on the right by comparing the pKa value of the acid on the left with that of the acid on the right. Which acid is stronger? do the same for the reaction of phenol with hydrogen carbonate ionarrow_forwardYou are planning to carry out a reaction that produces protons. The reaction will be buffered at pH = 10.5. Would it be better to use a protonated methylamine/methylamine buffer or a protonated ethylamine/ethylamine buffer? (pKa of protonated methylamine = 10.7; pKa of protonated ethylamine = 11.0)arrow_forward
- Chemistry complete for a rate. answer both questions for a rate 1. write out the mechanism for the reaction between ethyne and NaNH2. Label the acid snd the base predicting which way the reaction is favored. 2. do the same for C6H5OH and CH3CH2ONaarrow_forwardDBU, 1,8-diazabicyclo[5.4.0]undec-7-ene, is a base we will encounter in elimination reactions in Chapter 8. Which N atom is more basic in DBU? Explain your choice.arrow_forwardTreatment of indene with NaNH2 forms its conjugate base in a Brønsted– Lowry acid–base reaction. Draw all reasonable resonance structures for indene's conjugate base, and explain why the pKa of indene is lower than the pKa of most hydrocarbons.arrow_forward
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