ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 9, Problem 21P
Interpretation Introduction
Interpretation:
The structure of the acetylenic amino acid, which, on catalytic hydrogenation yields homoleucine as the only product whose structure is provided, is to be determined.
Concept introduction:
Hydrogenation of
consumes two molar equivalents of
Carboxylate group is not reduced in this reaction.
During hydrogenation, two hydrogen atoms get attached to each triple bonded carbon atom in the alkyne.
The triply bonded carbon atoms in an alkyne group are bonded to only one other atom.
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Problem 7 of 10
Draw the major product of this reaction. Ignore inorganic byproducts.
S'
S
1. BuLi
2. ethylene oxide (C2H4O)
Select to Draw
a
Submit
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Retry
Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow
the arrows to draw the reactant and missing intermediates involved in this reaction.
Include all lone pairs and charges as appropriate. Ignore inorganic byproducts.
Incorrect, 6 attempts remaining
:0:
Draw the Reactant
H
H3CO
H-
HIO:
Ö-CH3
CH3OH2*
protonation
H.
a
H
(+)
H
Ο
CH3OH2
O:
H3C
protonation
CH3OH
deprotonation
>
CH3OH
nucleophilic addition
H.
HO
0:0
Draw Intermediate
a
X
Can I please get the blank spaces answered/answers?
Chapter 9 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
Ch. 9.1 - Prob. 1PCh. 9.2 - Prob. 2PCh. 9.4 - How do bond distances and bond strengths change...Ch. 9.5 - Complete each of the following equations to show...Ch. 9.6 - Prob. 5PCh. 9.6 - Which of the alkynes of molecular formula C5H8 can...Ch. 9.7 - Give the structures of three isomeric dibromides...Ch. 9.7 - Prob. 8PCh. 9.9 - Write a series of equations showing how you could...Ch. 9.9 - Write a series of equations showing how to prepare...
Ch. 9.10 - Prob. 11PCh. 9.11 - Give the structure of the enol formed by hydration...Ch. 9.11 - Prob. 13PCh. 9.13 - Prob. 14PCh. 9.14 - Prob. 15PCh. 9 - Provide the IUPAC name for each of the following...Ch. 9 - Prob. 17PCh. 9 - All compounds in Problem 9.17 are isomers except...Ch. 9 - Prob. 19PCh. 9 - Write structural formulas for all the alkynes of...Ch. 9 - Prob. 21PCh. 9 - Prob. 22PCh. 9 - The alkane formed by hydrogenation of...Ch. 9 - Write the structure of the major organic product...Ch. 9 - Write the structure of the major organic product...Ch. 9 - When 2-heptyne was treated with aqueous sulfuric...Ch. 9 - Prob. 27PCh. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Show by writing appropriate chemical equations how...Ch. 9 - Show by writing appropriate chemical equations how...Ch. 9 - Diphenylacetylene can be synthesized by the double...Ch. 9 - (Z)-9-tricosene [ (Z)-CH3(CH2)7CH=CH(CH2)12CH3 ]...Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Alkynes undergo hydroboration to give...Ch. 9 - Prob. 38DSPCh. 9 - Prob. 39DSPCh. 9 - Prob. 40DSPCh. 9 - Prob. 41DSPCh. 9 - Thinking Mechanistically About Alkynes The...
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