GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
4th Edition
ISBN: 9781265982959
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 16, Problem 28P
Draw the structure corresponding to each name.
a. dibutyl
b. 1-chloro-3-pentanone
c. p-bromoacetophenone
d. 3-hydroxycyclopentanone
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5.
Use the MS data to answer the questions on the next page.
14.0
1.4
15.0
8.1
100-
MS-IW-5644
26.0
2.8
27.0
6.7
28.0
1.8
29.0
80
4.4
38.0
1.0
39.0
1.5
41.0
1.2
42.0
11.2
43.0
100.0
44.0
4.3
79.0
1.9
80.0
2.6
Relative Intensity
40
81.0
1.9
82.0
2.5
93.0
8.7
20-
95.0
8.2
121.0
2.0
123.0
2.0
136.0
11.8
0
138.0
11.5
20
40
8.
60
a.
Br
- 0
80
100
120
140
160
180
200
220
m/z
Identify the m/z of the base peak and molecular ion.
2
b.
Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0,
95.0, 136.0, and 138.0 m/z.
C.
Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to
fragment 43.0 m/z. Be sure to include all electrons and formal charges.
6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium
ion (CsH6N) and show your work.
None
Stereochemistry: Three possible answers- diastereomers, enantiomers
OH
CH₂OH
I
-c=0
21108 1101
41745 HOR
CH₂OH
IL
Но
CH₂OH
TIL
a. Compounds I and III have this relationship with each other: enantiomers
b. Compounds II and IV have this relationship with each other:
c. Compounds I and II have this relationship with each other:
d. *Draw one structure that is a stereoisomer of II, but neither a
diastereomer nor an enantiomer. (more than one correct answer)
Chapter 16 Solutions
GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
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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