Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Question
Chapter 8.11B, Problem 8.27P
(a)
Interpretation Introduction
To determine: The carbene addition product of the given reaction.
Interpretation: The carbene addition product of the given reaction is to be predicted.
Concept introduction: Simmons-smith reaction is that reaction in which methylene iodide reacts with zinc-copper to gives a carbenoid which is known as Simmons-smith reagent. This carbenoid reacts with an
(b)
Interpretation Introduction
To determine: The carbene addition product of the given reaction.
Interpretation: The carbene addition product of the given reaction is to be predicted.
Concept introduction: Simmons-smith reaction is that reaction in which methylene iodide reacts with zinc-copper to gives a carbenoid which is known as Simmons-smith reagent. This carbenoid reacts with an alkene to give cyclopropane product.
(c)
Interpretation Introduction
To determine: The carbene addition product of the given reaction.
Interpretation: The carbene addition product of the given reaction is to be predicted.
Concept introduction: Simmons-smith reaction is that reaction in which methylene iodide reacts with zinc-copper to gives a carbenoid which is known as Simmons-smith reagent. This carbenoid reacts with an alkene to give cyclopropane product.
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In the drawing area below, draw the condensed structures of formic acid and ethyl formate.
You can draw the two molecules in any arrangement you like, so long as they don't touch.
Click anywhere to draw the first
atom of your structure.
A
C
n
Write the complete common (not IUPAC) name of each molecule below.
Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is.
molecule
Ο
C=O
common name
(not the IUPAC
name)
H
☐
H3N
CH₂OH
0-
C=O
H
NH3
CH₂SH
H3N
☐
☐
X
G
(Part A) Provide structures of the FGI products and missing reagents (dashed box)
1 eq Na* H*
H
-H
B1
B4
R1
H2 (gas)
Lindlar's
catalyst
A1
Br2
MeOH
H2 (gas)
Lindlar's
catalyst
MeO.
OMe
C6H1402
B2
B3
A1
Product carbons' origins
Draw a box around product
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Draw a dashed box around
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Chapter 8 Solutions
Organic Chemistry (9th Edition)
Ch. 8.3A - Predict the major products of the following...Ch. 8.3A - a. When 1 mole of buta-1,3-diene reacts with 1...Ch. 8.3B - Predict the major products of the following...Ch. 8.3B - Show how you would accomplish the following...Ch. 8.4B - Propose a mechanism to show how...Ch. 8.4B - Predict the products of the following hydration...Ch. 8.6 - a. Propose a mochansm fortho following reaction....Ch. 8.6 - Prob. 8.8PCh. 8.6 - Prob. 8.9PCh. 8.7A - Prob. 8.10P
Ch. 8.7A - Prob. 8.11PCh. 8.7C - Prob. 8.12PCh. 8.7C - Prob. 8.13PCh. 8.7C - a. When (Z)-3-methylhex-3-ene undergoes...Ch. 8.7C - Prob. 8.15PCh. 8.7C - Prob. 8.16PCh. 8.8B - Prob. 8.17PCh. 8.8B - Prob. 8.18PCh. 8.9 - Prob. 8.19PCh. 8.9 - Prob. 8.20PCh. 8.9 - Prob. 8.21PCh. 8.9 - Prob. 8.22PCh. 8.10 - Prob. 8.23PCh. 8.10 - Prob. 8.24PCh. 8.10 - Prob. 8.25PCh. 8.11A - Prob. 8.26PCh. 8.11B - Prob. 8.27PCh. 8.11B - Prob. 8.28PCh. 8.12 - Prob. 8.29PCh. 8.13 - a. Propose a mechanism for the conversion of...Ch. 8.13 - Magnesium monoperoxyphthalate (MMPP) epoxidizes...Ch. 8.13 - Predict the major products of the following...Ch. 8.13 - When 1,2-epoxycyclohexane (cyclohexene oxide) is...Ch. 8.14C - Predict the major products of the following...Ch. 8.14C - Prob. 8.35PCh. 8.15B - Prob. 8.36PCh. 8.15C - Predict the major products of the following...Ch. 8.16A - Prob. 8.38PCh. 8.16A - Prob. 8.39PCh. 8.16B - Prob. 8.40PCh. 8.16B - Prob. 8.41PCh. 8.16C - Prob. 8.42PCh. 8.17B - Prob. 8.43PCh. 8.17B - Prob. 8.44PCh. 8.17B - Show how you would synthesize each compound,...Ch. 8 - Prob. 8.46SPCh. 8 - Prob. 8.47SPCh. 8 - Give the products expected when the following...Ch. 8 - Show how you would make the following compounds...Ch. 8 - Using 1,2-dimethylcyclohexene as your starting...Ch. 8 - Show how you would synthesize each compound using...Ch. 8 - Prob. 8.52SPCh. 8 - Show how you might use olefin metathesis to...Ch. 8 - Prob. 8.54SPCh. 8 - Prob. 8.55SPCh. 8 - Propose mechanisms consistent with the following...Ch. 8 - Prob. 8.57SPCh. 8 - Prob. 8.58SPCh. 8 - Draw a reaction-energy diagram for the propagation...Ch. 8 - Prob. 8.60SPCh. 8 - Prob. 8.61SPCh. 8 - Prob. 8.62SPCh. 8 - Prob. 8.63SPCh. 8 - Prob. 8.64SPCh. 8 - Prob. 8.65SPCh. 8 - Prob. 8.66SPCh. 8 - Prob. 8.67SPCh. 8 - Prob. 8.68SPCh. 8 - Prob. 8.69SPCh. 8 - Prob. 8.70SPCh. 8 - Prob. 8.71SPCh. 8 - Prob. 8.72SPCh. 8 - Prob. 8.73SPCh. 8 - Prob. 8.74SPCh. 8 - Prob. 8.75SPCh. 8 - Prob. 8.76SPCh. 8 - Prob. 8.77SPCh. 8 - Prob. 8.78SPCh. 8 - Prob. 8.79SP
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