General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 16, Problem 46P
Consider the following ball-and-stick model.
a.Locate the chirality center.
b.Is the carbonyl group part of an
c.Classify each hydroxyl group as 1°, 2°, or 3°.
d.What product is formed when this compound is treated with Tollens reagent’?
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Reactions of carbonyl compounds with hydride ion donors.
a. Draw reaction of an aldehyde with sodium borohydride forms a primary alcohol.
b. Draw reaction of a ketone with sodium borohydride forms a secondary alcohol.
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
Draw the products formed when phenol(C6H5OH) is treated with each reagent. Give an explanation.
d. (CH3CH2)2CHCOCl, AlCl3
j. product in (d), then NH2NH2, –
OH
Chapter 16 Solutions
General, Organic, and Biological Chemistry - 4th edition
Ch. 16.1 - Prob. 16.1PCh. 16.1 - Draw the structure of the three constitutional...Ch. 16.2 - Give the IUPAC name for each aldehyde. a. (...Ch. 16.2 - Give the structure corresponding to each TUPAC...Ch. 16.2 - Prob. 16.4PCh. 16.2 - Prob. 16.2PPCh. 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. 16.8P
Ch. 16.5 - What product is formed when each carbonyl compound...Ch. 16.5 - Prob. 16.4PPCh. 16.5 - Prob. 16.9PCh. 16.6 - Prob. 16.5PPCh. 16.6 - Prob. 16.10PCh. 16.6 - Prob. 16.11PCh. 16.7 - Prob. 16.12PCh. 16.8 - Prob. 16.6PPCh. 16.8 - Prob. 16.7PPCh. 16.8 - Prob. 16.13PCh. 16.8 - Prob. 16.8PPCh. 16.8 - Label the three acetalsin solanine, the toxic...Ch. 16.8 - Prob. 16.14PCh. 16.8 - Prob. 16.10PPCh. 16 - Prob. 15PCh. 16 - Prob. 16PCh. 16 - Prob. 17PCh. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Give an acceptable name for each ketone. a. b. c....Ch. 16 - Prob. 26PCh. 16 - Prob. 27PCh. 16 - Draw the structure corresponding to each name. a....Ch. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Draw out the structure of benzaldehyde, including...Ch. 16 - Prob. 34PCh. 16 - Which compound in each pair has the higher boiling...Ch. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - Prob. 43PCh. 16 - Prob. 44PCh. 16 - Prob. 45PCh. 16 - Consider the following ball-and-stick model....Ch. 16 - Prob. 47PCh. 16 - Prob. 48PCh. 16 - Prob. 49PCh. 16 - Prob. 50PCh. 16 - Prob. 51PCh. 16 - Prob. 52PCh. 16 - Prob. 53PCh. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - Prob. 57PCh. 16 - Prob. 58PCh. 16 - Prob. 59PCh. 16 - Label the functional group(s) in each compound as...Ch. 16 - Prob. 61PCh. 16 - Prob. 62PCh. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - Prob. 65PCh. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - Prob. 69PCh. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Prob. 73PCh. 16 - Answer each question about phenylacetaldehyde,...Ch. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - Prob. 78PCh. 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. 82PCh. 16 - Prob. 83PCh. 16 - Prob. 84PCh. 16 - Prob. 85PCh. 16 - Paraldehyde, a hypnotic and sedative once commonly...Ch. 16 - Prob. 87PCh. 16 - Prob. 88PCh. 16 - Prob. 89CPCh. 16 - Prob. 90CP
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