Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 12, Problem 39P
Interpretation Introduction
Interpretation: The product formed when reaction only occurs on
Concept introduction: The coenzyme nicotinamide adenine dinucleotide,
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4. Glycolysis is a metabolic pathway that converts glucose into pyruvate while synthesizing
high-energy molecules. During one step of Glycolysis, glucose-6-phosphate (an aldose) is
converted to fructose-6-phosphate (a ketose) via an ene-diol intermediate.
OH OH O
OP OH OH
ОН
ОН
glucose-6-phosphate
OH OH OH
OP OH
fructose-6-phosphate
Draw arrow pushing mechanism to describe this isomerization. Use B: and HA as surrogates
for basic/acidic amino acid residues.
H
CH3
H₂C-N-CH₂-C-CH₂-
CH3 OH
The reason that this compound is required in the diet of humans is
that it:
O is part of the coenzyme A molecule.
O helps fatty acids cross the inner mitochondrial membrane.
O is involved in the reoxidation of cytosolic NADH under
anaerobic conditions.
O is a precursor of one of the most important oxidizing agents
in cells.
O is part of the flavin adenine dinucleotide molecule.
EES
An important step in the glycolysis pathway for catabolizing glucose is the hydride
transfer from an hemithioacetal to the acceptor NAD*. Indicate with curved arrows the flow of
electrons in this step.
Enzyme
Enzyme
BH*
B:
H
H-O-H
H-
OH
`NH2
H-
-OH
NH2
CH,OPO,2
CH,OPO,
Hemithioacetal
Thioester
Chapter 12 Solutions
Organic Chemistry (6th Edition)
Ch. 12.1 - Prob. 1PCh. 12.3 - Problem 12.2 What alkane is formed when each...Ch. 12.3 - Prob. 3PCh. 12.3 - Prob. 4PCh. 12.3 - Prob. 5PCh. 12.3 - Prob. 6PCh. 12.3 - Compound Molecular formula before...Ch. 12.4 - Problem 12.8 Draw the products formed when...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Problem 12.11 (a) Draw the structure of a compound...Ch. 12.5 - Prob. 12PCh. 12.5 - Prob. 13PCh. 12.6 - Problem 12.14 Draw the products of each...Ch. 12.8 - Prob. 15PCh. 12.8 - Problem 12.16 Draw all stereoisomers formed when...Ch. 12.9 - Prob. 17PCh. 12.9 - Problem 12.18 Draw the products formed when both...Ch. 12.10 - Problem 12.19 Draw the products formed when each...Ch. 12.10 - Prob. 20PCh. 12.10 - Prob. 21PCh. 12.11 - Problem 12.22 Draw the products formed when each...Ch. 12.11 - Prob. 23PCh. 12.12 - Problem 12.24 Draw the organic products in each of...Ch. 12.13 - Prob. 25PCh. 12 - 12.29 Draw the products formed when A is treated...Ch. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Prob. 33PCh. 12 - Draw the organic products formed when cyclopentene...Ch. 12 - Draw the organic products formed when allylic...Ch. 12 - Prob. 39PCh. 12 - Prob. 40PCh. 12 - Prob. 41PCh. 12 - What alkene is needed to synthesize each 1,2-diol...Ch. 12 - 12.48 Draw the products formed in each oxidative...Ch. 12 - What alkene or alkyne yields each set of products...Ch. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - 12.57 Draw the product of each asymmetric...Ch. 12 - 12.60 Identify A in the following reaction...Ch. 12 - Prob. 58PCh. 12 - 12.62 It is sometimes necessary to isomerize a cis...Ch. 12 - 12.63 Devise a synthesis of each compound from...Ch. 12 - Prob. 61P
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