Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Question
Chapter 17, Problem 17.65SP
(a)
Interpretation Introduction
Interpretation:
The three isomers of benzenedicarboxylic acid are to be drawn.
Concept introduction:
Isomers are defined as molecules having the same molecular formula but different arrangement of atoms. Geometrical isomers are those isomers which show isomerism due to the presence of restricted rotation in a molecule.
(b)
Interpretation Introduction
Interpretation:
The melting point of three isomers of benzenedicarboxylic acid is to be predicted.
Concept introduction:
Isomers are defined as molecules having the same molecular formula but different arrangement of atoms. Melting point of para isomers is generally higher than ortho and meta isomers.
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Give the products formed when benzaldehyde and benzoic acid are treated with the given reagents.
a. Tollen’s reagentb. phenylhydrazine, H+c. HCNd. NH2OHe. 1 mole H2, Nif. 1 mole CH3OH, H+g. LiAlH4 then H2O, H+h. 2 moles CH3OH, H+i. CH3MgCl, then H2O, H+j. H2O
The reaction will produce which of the following results?
A. Decolorization of a brown solution
B. Production of a brown precipitate
C. Acidification of a solution
D. Production of fumes
What property is expected in the organic product in the reaction?
A.Solubility in alcohol is increased
B.Polarity of the compound is decreased
C.A cis-configuration is expected.
D. The electrophile becomes a nucleophile.
Which among the reactants is a reducing agent?
A.Alkene
B.MnO4, anion
C.Water
D. All of the Above
The synthesis of cyclohexanone oxime from cyclohexanone is a net?
a. elimination
b. substitution
C. addition
d. rearrangement
The synthesis of cyclohexanone oxime from cyclohexanone is a net of carbon?
a. reduction
b. oxidation
C.
not a redox of carbon
Balancing the equation of all the starting reagents going to final products in the synthesis of cyclohexanone oxime from cyclohexanone (see the first question), what is the coefficient
of water if the coefficient of cyclohexanone is one?
Give your answer in decimal form with no units.
Answer:
Select all the effects that you should see in an infrared going from cyclohexanone to cyclohexanone oxime.
Selecting wrong answers may give you a negative score.
a.
a peak should disappear from above 3000 cm
-1
b. a new peak should appear above 3000 cm
-1
c. the frequency of the infrared absorption should go down in the double bond region
d. the frequency of the infrared absorption should go up in the double bond region
Chapter 17 Solutions
Organic Chemistry (9th Edition)
Ch. 17.1 - Prob. 17.1PCh. 17.2 - Prob. 17.2PCh. 17.3 - Prob. 17.3PCh. 17.4 - Use resonance forms to show that the dipolar sigma...Ch. 17.6A - Prob. 17.5PCh. 17.6A - Prob. 17.6PCh. 17.6B - Propose a mechanism for the brommation of...Ch. 17.6B - Prob. 17.8PCh. 17.6B - Prob. 17.9PCh. 17.7 - Prob. 17.10P
Ch. 17.8 - Draw all the resonance forms of the sigma complex...Ch. 17.9 - Predict the mononitration products of the...Ch. 17.9 - Predict the mononitration products of the...Ch. 17.9 - Prob. 17.14PCh. 17.10 - Propose products (if any) and mechanisms for the...Ch. 17.10 - Predict the products (if any) of the following...Ch. 17.10 - Which reactions will produce the desired product...Ch. 17.10 - Prob. 17.19PCh. 17.11C - Prob. 17.20PCh. 17.12A - Prob. 17.21PCh. 17.12B - Propose a mechanism that shows why p-chlorotoluene...Ch. 17.12B - Propose mechanisms and show the expected products...Ch. 17.12B - Prob. 17.24PCh. 17.13A - What products would you expect from the following...Ch. 17.13A - What organocuprate reagent would you use for the...Ch. 17.13B - What products would you expect from the following...Ch. 17.13B - Prob. 17.28PCh. 17.13C - What products would you expect from the following...Ch. 17.13C - Prob. 17.30PCh. 17.14C - Prob. 17.31PCh. 17.14C - Predict the major products of the following...Ch. 17.15A - Predict the major products of treating the...Ch. 17.15B - Prob. 17.34PCh. 17.15B - Prob. 17.35PCh. 17.15B - Predict the major products when the following...Ch. 17.15C - Prob. 17.37PCh. 17.15C - a. Based on what you know about the relative...Ch. 17.15C - Show how you would synthesize the following...Ch. 17.16A - The bombardier beetle defends itself by spraying a...Ch. 17.16B - Predict the products formed when m-cresol...Ch. 17.16B - Prob. 17.42PCh. 17.16B - Prob. 17.43PCh. 17.16B - Predict the site(s) of electophilic attack on...Ch. 17.16B - Prob. 17.45PCh. 17.16B - Prob. 17.46PCh. 17.16B - Propose a synthetic sequence of this...Ch. 17.16B - Prob. 17.48PCh. 17.16B - Starting from toluene, propose a synthesis of this...Ch. 17 - Prob. 17.50SPCh. 17 - Prob. 17.51SPCh. 17 - Show how you would synthesize the following...Ch. 17 - Predict the major products of the following...Ch. 17 - Predict the major products of bromination of the...Ch. 17 - What products would you expect from the following...Ch. 17 - Prob. 17.56SPCh. 17 - Prob. 17.57SPCh. 17 - The following compound reacts with a hot,...Ch. 17 - Prob. 17.59SPCh. 17 - Electrophilic aromatic substitution usually occurs...Ch. 17 - Prob. 17.62SPCh. 17 - The most common selective herbicide for killing...Ch. 17 - Furan undergoes electrophilic aromatic...Ch. 17 - Prob. 17.65SPCh. 17 - Bisphenol A is an important component of many...Ch. 17 - Prob. 17.67SPCh. 17 - Prob. 17.68SPCh. 17 - Prob. 17.69SPCh. 17 - In Chapter14, we saw that Agent Orange contains...Ch. 17 - Phenol reacts with three equivalents of bromine in...Ch. 17 - Prob. 17.72SPCh. 17 - Prob. 17.73SPCh. 17 - A common illicit synthesis of methamphetamine...Ch. 17 - Prob. 17.75SPCh. 17 - Prob. 17.76SPCh. 17 - Prob. 17.77SPCh. 17 - Prob. 17.78SP
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