EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM
3rd Edition
ISBN: 9781259298424
Author: SMITH
Publisher: VST
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Textbook Question
Chapter 16, Problem 16.73P
What acetal is formed when each
a.
b.
c.
d.
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Compounds that contain both a hydroxyl group (OH) and a carboxyl group (COOH) can undergo an intramolecular esterifi cation reaction. What product is formed when each hydroxy acid undergoes an intramolecular reaction? a. HOCH 2CH 2CH 2CH 2CO 2H b. HOCH 2CH 2CH 2CO 2H
Draw the product formed when pentanal (CH3 CH₂ CH₂ CH₂ CHO) is treated with each reagent. With some
reagents, no reaction occurs.
a. NaBH4, CH3OH
b. [1] LiAiH4: [2] H₂O
c. H₂, Pd-C
d. PCC
e. Na₂Cr₂O7, H₂SO4, H₂O
f. Ag₂O, NH4OH
g. [1] CH3 MgBr; [2] H₂O
h. [1] C6H5 Li: [2] H₂O
i. [1] (CH3)2 CuLi; [2] H₂O
J. [1] HC=CNa; [2] H₂O
k. [1] CH 3 C=CLI; [2] H₂O
1. The product in (a), then TBDMS-CI, imidazole
Chapter 16 Solutions
EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM
Ch. 16.1 - Prob. 16.1PCh. 16.1 - Draw the structure of the three constitutional...Ch. 16.2 - Prob. 16.3PCh. 16.2 - Give the structure corresponding to each TUPAC...Ch. 16.2 - Prob. 16.5PCh. 16.2 - Prob. 16.6PCh. 16.2 - Give the structure corresponding to each name. a....Ch. 16.3 - Which compound in each pair has the higher boiling...Ch. 16.3 - Acetone and progesterone are two ketones that...Ch. 16.4 - Prob. 16.10P
Ch. 16.5 - What product is formed when each carbonyl compound...Ch. 16.5 - Prob. 16.12PCh. 16.5 - Prob. 16.13PCh. 16.6 - What alcohol is formed when each compound is...Ch. 16.6 - Prob. 16.15PCh. 16.6 - Prob. 16.16PCh. 16.7 - Prob. 16.17PCh. 16.7 - Prob. 16.18PCh. 16.8 - Prob. 16.19PCh. 16.8 - Prob. 16.20PCh. 16.8 - Prob. 16.21PCh. 16.8 - Label the three acetals in solanine, the toxic...Ch. 16.8 - Prob. 16.23PCh. 16.8 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Prob. 16.26PCh. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Give an acceptable name for each ketone. a. b. c....Ch. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Draw the structure corresponding to each name. a....Ch. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Draw out the structure of benzaldehyde, including...Ch. 16 - Prob. 16.44PCh. 16 - Which compound in each pair has the higher boiling...Ch. 16 - Prob. 16.46PCh. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Consider the following ball-and-stick model....Ch. 16 - Prob. 16.57PCh. 16 - Prob. 16.58PCh. 16 - Prob. 16.59PCh. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - Prob. 16.65PCh. 16 - Prob. 16.66PCh. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Label the functional group(s) in each compound as...Ch. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - Prob. 16.75PCh. 16 - Prob. 16.76PCh. 16 - Prob. 16.77PCh. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81PCh. 16 - Prob. 16.82PCh. 16 - Prob. 16.83PCh. 16 - Answer each question about phenylacetaldehyde,...Ch. 16 - Prob. 16.85PCh. 16 - Prob. 16.86PCh. 16 - Prob. 16.87PCh. 16 - Prob. 16.88PCh. 16 - Three constitutional isomers of molecular formula...Ch. 16 - Identify A—C in the following reaction sequenceCh. 16 - Androsterone is a male sex hormone that controls...Ch. 16 - Prob. 16.92PCh. 16 - Prob. 16.93PCh. 16 - Prob. 16.94PCh. 16 - Prob. 16.95PCh. 16 - Paraldehyde, a hypnotic and sedative once commonly...Ch. 16 - Prob. 16.97PCh. 16 - Prob. 16.98PCh. 16 - Prob. 16.99CPCh. 16 - Prob. 16.100CP
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