Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
9th Edition
ISBN: 9781305701021
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 27.SE, Problem 49AP
Interpretation Introduction
Interpretation:
The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit is to be shown. The kinds of reactions occurring also are to be stated.
Concept introduction:
The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit involves the following reactions. i) Attack of the malonyl protein anion on acetyl protein (Claisen condensation) ii) Loss of S-protein iii) Decarboxylation iv) Protonation and taurtomerization.
To show:
The mechanism of the reaction between protein-bound acetyl and malonyl units to yield a protein- bound 3-ketobytyryl unit is to be shown. The kinds of reactions occurring also are to be stated.
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TRANSMITTANCE
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Please identify the one structure below that is consistent with the 'H NMR and IR spectra
shown and draw its complete structure in the box below with the protons alphabetically labeled as
shown in the NMR spectrum and label the IR bands, including sp³C-H and sp2C-H stretch, indicated by
the arrows.
D
4000
OH
LOH
H₂C
CH3
OH
H₂C
OCH3
CH3
OH
3000
2000
1500
HAVENUMBERI-11
1000
LOCH3
Draw your structure below and label its equivalent protons according to the peak labeling that is used
in the NMR spectrum in order to assign the peaks.
Integrals indicate number of equivalent protons. Splitting patterns are: s=singlet, d=doublet, m-multiplet
8
3Hb s
m
1Hd s
3Hf
m 2Hcd
2Had
1He
鄙视
m
7
7
6
5
4
3
22
500
T
1
0
Chapter 27 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
Ch. 27.1 - Carnauba wax, used in floor and furniture...Ch. 27.1 - Draw structures of glyceryl tripalmitate and...Ch. 27.2 - Prob. 3PCh. 27.2 - Write the saponication reaction of glyceryl...Ch. 27.4 - Prob. 5PCh. 27.5 - Prob. 6PCh. 27.5 - Prob. 7PCh. 27.6 - Draw the following molecules in chair...Ch. 27.6 - Lithocholic acid is an A–B cis steroid found in...Ch. 27.7 - Prob. 10P
Ch. 27.SE - Prob. 11VCCh. 27.SE - Propose a biosynthetic pathway for the...Ch. 27.SE - Identify the following fatty acid, and tell...Ch. 27.SE - Prob. 14MPCh. 27.SE - Prob. 15MPCh. 27.SE - Prob. 16MPCh. 27.SE - Prob. 17APCh. 27.SE - Fats can be either optically active or optically...Ch. 27.SE - Prob. 19APCh. 27.SE - Show the products you would expect to obtain from...Ch. 27.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 27.SE - The plasmalogens are a group of lipids found in...Ch. 27.SE - Prob. 23APCh. 27.SE - Prob. 24APCh. 27.SE - Prob. 25APCh. 27.SE - Prob. 26APCh. 27.SE - Prob. 27APCh. 27.SE - Prob. 28APCh. 27.SE - Prob. 29APCh. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Assume that acetyl CoA containing a 14C isotopic...Ch. 27.SE - Prob. 34APCh. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Draw the most stable chair conformation of...Ch. 27.SE - Prob. 37APCh. 27.SE - Prob. 38APCh. 27.SE - Prob. 39APCh. 27.SE - What product would you obtain by reduction of...Ch. 27.SE - Prob. 41APCh. 27.SE - Eleostearic acid, C18H30O2, is a rare fatty acid...Ch. 27.SE - Prob. 43APCh. 27.SE - Prob. 44APCh. 27.SE - Propose a synthesis of diethylstilbestrol (Problem...Ch. 27.SE - Prob. 46APCh. 27.SE - Cembrene, C20H32, is a diterpenoid hydrocarbon...Ch. 27.SE - α-Fenchone is a pleasant-smelling terpenoid...Ch. 27.SE - Prob. 49APCh. 27.SE - Propose a mechanism for the biosynthesis of the...
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