Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 17, Problem 53P
Draw the structure for each of the following:
- a. isobutyraldehyde
- b. 4-hexenaI
- c. diisopentyl
ketone - d. 3-methylcyclohexanone
- e. 2.4-pentanedione
- f. 4-bromo-3-heptanone
- g. γ-bromocaproaldehyde
- h. 2-ethylcyclopentanecarbaldehyde
- i. 4-methyl-5-oxohexanal
(a)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of Isobutyraldehyde has to be drawn.
Answer to Problem 53P
The structure of Isobutyraldehyde is given below:
Explanation of Solution
The compound has aldehyde group that is attached to the isobutyl group.
The structure of isobutyraldehyde is as follows.
(b)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of 4-hexenal has to be drawn.
Answer to Problem 53P
The structure of 4-hexenal is given below:
Explanation of Solution
The compound has aldehyde functional group and double bond at the 4th position of the compound.
The structure is as follows.
(c)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of diisopentyl ketone has to be drawn.
Answer to Problem 53P
The structure of diisopentyl ketone is given below:
Explanation of Solution
The compound has ketone functional group. Two isopentyl groups are attached to the keto group.
The structure of diisopentyl ketone is as follows.
(d)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of 3-methylcyclohexanone has to be drawn.
Answer to Problem 53P
The structure of 3-methylcyclohexanoneis given below:
Explanation of Solution
The compound has ketone functional and group and it is called as cyclohexanone and it has one methyl group at 3rd position of the ring.
The structure of 3-methyl cyclohexanone is as follows.
(e)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of 2,4-pentanedione has to be drawn.
Answer to Problem 53P
The structure of 2,4-pentanedione is given below:
Explanation of Solution
The compound has two keto functional groups and these are attached to the pentane carbon chain.
(f)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of 4-bromo-3-heptanone has to be drawn.
Answer to Problem 53P
The structure of 4-bromo-3-heptanone is given below:
Explanation of Solution
The compound has keto functional group and it is attached to the heptanes carbon chain. At the 4th position of the carbon chain has bromine attachment.
(g)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of
Answer to Problem 53P
The structure of
Explanation of Solution
Compound has aldehyde functional group and at the
The structure of
(h)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of 2-ethylcyclopentanecarbaldehyde has to be drawn.
Answer to Problem 53P
The structure of 2-ethylcyclopentanecarbaldehyde is given below:
Explanation of Solution
In this compound, pentane ring has ethyl group and aldehyde functional group.
The structure of 2-ethylcyclopentane carbaldehyde.
(i)
Expert Solution
Interpretation Introduction
Interpretation:
The structure of 4-methyl-5-oxohexanal has to be drawn.
Answer to Problem 53P
The structure of 4-methyl-5-oxohexanal is givenbelow:
Explanation of Solution
The compound has aldehyde functional group at the 5th position of the carbon chain as keto group it is named as oxo-because it is referred to an attachment.
The structure of 4- methyl-5-oxohexanal.
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Chapter 17 Solutions
Organic Chemistry
Ch. 17.1 - Prob. 1PCh. 17.1 - Give two names for each of the following:Ch. 17.1 - Name the following:Ch. 17.2 - Prob. 4PCh. 17.4 - What products are formed when the following...Ch. 17.4 - We saw on the previous page that...Ch. 17.4 - a. How many stereoisomers are obtained from the...Ch. 17.4 - Prob. 9PCh. 17.4 - Write the mechanism for the reaction of acetyl...Ch. 17.4 - Prob. 11P
Ch. 17.4 - Show how the following compounds can be...Ch. 17.5 - Prob. 13PCh. 17.5 - Prob. 14PCh. 17.6 - In the mechanism for cyanohydrin formation, why is...Ch. 17.6 - Prob. 16PCh. 17.6 - Prob. 17PCh. 17.6 - Show two ways to convert an alkyl halide into a...Ch. 17.7 - Prob. 20PCh. 17.7 - Prob. 21PCh. 17.7 - Prob. 22PCh. 17.7 - Prob. 23PCh. 17.8 - Prob. 24PCh. 17.9 - What reducing agents should be used to obtain the...Ch. 17.9 - Prob. 26PCh. 17.9 - Prob. 27PCh. 17.10 - Prob. 28PCh. 17.10 - Prob. 29PCh. 17.10 - Prob. 30PCh. 17.10 - The pKa of protonated acetone is about 7.5. and...Ch. 17.10 - Prob. 32PCh. 17.10 - Prob. 33PCh. 17.10 - Prob. 34PCh. 17.10 - Excess ammonia must be used when a primary amine...Ch. 17.10 - The compounds commonly known as amino acids are...Ch. 17.11 - Hydration of an aldehyde is also catalyzed by...Ch. 17.11 - Which ketone forms the most hydrate in an aqueous...Ch. 17.11 - When trichloroacetaldehyde is dissolved in water,...Ch. 17.12 - Which of the following are a. hermiacetals? b....Ch. 17.12 - Prob. 41PCh. 17.12 - Explain why an acetal can be isolated but most...Ch. 17.13 - Prob. 43PCh. 17.13 - Prob. 44PCh. 17.13 - What products would be formed from the proceedings...Ch. 17.13 - a. In a six-step synthesis, what is the yield of...Ch. 17.13 - Show how each of the following compounds could be...Ch. 17.15 - Prob. 48PCh. 17.17 - Prob. 50PCh. 17.18 - Prob. 51PCh. 17.19 - Prob. 52PCh. 17 - Draw the structure for each of the following: a....Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - a. Show the reagents required to form the primary...Ch. 17 - Prob. 57PCh. 17 - Using cyclohexanone as the starting material,...Ch. 17 - Prob. 59PCh. 17 - 60. Show how each of the following compounds could...Ch. 17 - Fill in the boxes:Ch. 17 - Prob. 62PCh. 17 - Identify A through O:Ch. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Prob. 66PCh. 17 - How many signals would the product of the...Ch. 17 - Prob. 68PCh. 17 - Prob. 69PCh. 17 - Prob. 70PCh. 17 - Prob. 71PCh. 17 - Prob. 72PCh. 17 - Prob. 73PCh. 17 - Prob. 74PCh. 17 - Prob. 75PCh. 17 - Prob. 76PCh. 17 - Prob. 77PCh. 17 - A compound gives the following IR spectrum. Upon...Ch. 17 - a. Propose a mechanism for the following reaction:...Ch. 17 - Prob. 80PCh. 17 - Prob. 81PCh. 17 - Prob. 82PCh. 17 - Prob. 83PCh. 17 - Prob. 84PCh. 17 - In the presence of an acid catalyst, acetaldehyde...Ch. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - A compound reacts with methylmagnesium bromide...Ch. 17 - Show how each of the following compounds can be...Ch. 17 - Prob. 91PCh. 17 - Prob. 92PCh. 17 - The pKa values of the carboxylic acid groups of...Ch. 17 - The Baylis-Hillman reaction is a DABCO...Ch. 17 - Prob. 95PCh. 17 - Prob. 96P
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