Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 7.19B, Problem 7.38P
(a)
Interpretation Introduction
To determine: The mechanism for the given reaction that explains only the given product.
Interpretation: The mechanism for the given reaction that explains only the given product is to be predicted.
Concept introduction: The
In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.
(b)
Interpretation Introduction
To determine: The mechanism for the given reaction that explains only the given product.
Interpretation: The mechanism for the given reaction that explains only the given product is to be predicted.
Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group, reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.
The replacement or substitution of one
(c)
Interpretation Introduction
To determine: The mechanism for the given reaction that explains only the given product.
Interpretation: The mechanism for the given reaction that explains only the given product is to be predicted.
Concept introduction: The chemical reaction that consists of an alkyl halide, a good leaving group, reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.
In acid-catalyzed dehydration, a saturated compound is converted to an unsaturated compound in the presence of an acid catalyst.
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Acid-catalyzed dehydration of secondary and tertiary alcohols proceeds through an E1 mechanism. The
first step is the protonation of the alcohol oxygen to form an oxonium ion.
Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures,
including hydrogen atoms, of the three organic products of this reaction.
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Нас.
Нас.
CHз
CH3
ČH3
CH3
3-methyl-2-butanol
an oxonium ion
Major Product
Minor Product
Minor Product
Write down the common (not IUPAC) names of the organic molecules that would be released if this molecule were hydrolyzed:
CH,—O—C—(CH2)—CH=CH-CH,—CH=CH—(CH2) — CH3
CH-0- -(CH2)–CH=CH(CH2)CH3
O
CH,—O-C=(CH2)=CH=CH(CH2)—CH3
Separate each name with a comma and a space. You will find useful information in the ALEKS Data resource.
type your answer...
What is the major organic product obtained from the following
reaction?
OH
OH
H,0
CH;CH,CH,CH,C=CH
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HgSO,
H,SO,
ÓH
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O 2
O 3
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Chapter 7 Solutions
Organic Chemistry (9th Edition)
Ch. 7.3A - Prob. 7.1PCh. 7.3A - Prob. 7.2PCh. 7.3B - Draw five more compounds of formula C4H6NOC1.Ch. 7.3B - For each of the following molecular formulas,...Ch. 7.4 - Give the systematic (IUPAC) names of the following...Ch. 7.5B - The following names are all incorrect. Draw the...Ch. 7.5B - Prob. 7.8PCh. 7.5B - a. How many stereogcmc double bonds are in...Ch. 7.6 - Teflon-coated frying pans routinely endure...Ch. 7.7B - Prob. 7.11P
Ch. 7.8B - Use the data in Table7-2 to predict the energy...Ch. 7.8C - Prob. 7.13PCh. 7.8E - Explain why each of the following alkenes is...Ch. 7.8F - Prob. 7.15PCh. 7.10 - Prob. 7.16PCh. 7.10A - SN1 substitution and E1 elimination frequently...Ch. 7.10C - Prob. 7.18PCh. 7.10C - Prob. 7.19PCh. 7.10C - Prob. 7.20PCh. 7.11 - Prob. 7.21PCh. 7.11 - Prob. 7.22PCh. 7.12 - Prob. 7.23PCh. 7.12 - Prob. 7.24PCh. 7.13 - Prob. 7.25PCh. 7.14B - Prob. 7.26PCh. 7.14B - Make models of the blowing compounds, and predict...Ch. 7.15 - Prob. 7.28PCh. 7.15 - Prob. 7.29PCh. 7.15 - Prob. 7.30PCh. 7.15 - Prob. 7.31PCh. 7.16 - Predict the major and minor elimination products...Ch. 7.17B - Predict the products and mechanisms of the...Ch. 7.18 - Propose mechanisms for the following reactions.Ch. 7.18 - Prob. 7.35PCh. 7.19B - The dehydrogenation of butane to trans-but-2-ene...Ch. 7.19B - Prob. 7.37PCh. 7.19B - Prob. 7.38PCh. 7.19B - Prob. 7.39PCh. 7 - Prob. 7.40SPCh. 7 - Prob. 7.41SPCh. 7 - Prob. 7.42SPCh. 7 - Prob. 7.43SPCh. 7 - Prob. 7.44SPCh. 7 - Prob. 7.45SPCh. 7 - Prob. 7.46SPCh. 7 - The energy difference between cis- and...Ch. 7 - Prob. 7.48SPCh. 7 - Prob. 7.49SPCh. 7 - Prob. 7.50SPCh. 7 - What halides would undergo E2 dehydrohalogenation...Ch. 7 - Prob. 7.52SPCh. 7 - Prob. 7.53SPCh. 7 - Write a balanced equation for each reaction,...Ch. 7 - Prob. 7.55SPCh. 7 - Using cyclohexane as your starting material, show...Ch. 7 - Show how you would prepare cyclopentene from each...Ch. 7 - Prob. 7.58SPCh. 7 - E1 eliminations of alkyl halides are rarely useful...Ch. 7 - Prob. 7.60SPCh. 7 - Propose mechanisms for the following reactions....Ch. 7 - Prob. 7.62SPCh. 7 - Prob. 7.63SPCh. 7 - Prob. 7.64SPCh. 7 - Prob. 7.65SPCh. 7 - Prob. 7.66SPCh. 7 - Prob. 7.67SPCh. 7 - Prob. 7.68SPCh. 7 - Prob. 7.69SPCh. 7 - Explain the dramatic difference in rotational...Ch. 7 - One of the following dichloronorbornanes undergoes...Ch. 7 - A graduate student wanted to make...Ch. 7 - Prob. 7.73SPCh. 7 - Prob. 7.74SPCh. 7 - Prob. 7.75SPCh. 7 - Prob. 7.76SP
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