Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 17, Problem 56P
a. Show the reagents required to form the primary alcohol in each of the following reactions.
b. Which of the reactions cannot be used for the synthesis of isobutyl alcohol?
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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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- 2. Complete the following reactions for the preparation of alcohols. Draw the structure of the product. Name the reactant and the product. a) CHy CH=CH-CHy + HyO Hydration of alkenes b) Cat. CHy-CHy + H2 drogenation carbonyl pups d)arrow_forwardWrite the complete equation for the dehydration reaction of the following alcohols. If more than one product can be formed, and one of the products is the major product, clearly indicate which one is the major product. If no dehydration reaction can occur, you must clearly indicate this by writing "no reaction" CH,CH, OH a. b. CH, CHCH, CH CH,CH, CH, OHarrow_forward2. Describe the similarities and differences in the chemical reactions between alcohols and carbonyl compounds. Include reaction equations.arrow_forward
- Explain Addition of Alcohols—Acetal Formation ?arrow_forwardExplain Structure and Bonding of Alcohols, ethers, and epoxides ?arrow_forwardWhich of the following is not a physical property of alcohols or phenols? Select one: A. The solubilities of primary alcohols in water decrease with increasing molecular weight. B. Phenols are generally only slightly soluble in water. C. Due to hydrogen bonding, boiling points of alcohols are much higher than those of corresponding alkanes. D. The hydroxyl group of an alcohol is nonpolar.arrow_forward
- What is the role of the acetic acid in the oxidation of Cyclohexanol to Cyclohexanone? Write the balanced chemical reaction between acetic acid and sodium hypochlorite.arrow_forwardIV. In every chemical reaction, include the IUPAC name and draw the structure of ALL organiccompounds present.A. Give the reacton on how to convert the following organic compounds. 1. N-Phenylpropionamide to alcohol 2. N-ethylbutylamide to alcoholarrow_forward1. What is the role of the acetic acid in the oxidation of Cyclohexanol to Cyclohexanone? Write the balanced chemical reaction between acetic acid and sodium hypochlorite.2. How do you neutralize the acetic acid regenerated in the reaction? Write the balanced chemical reaction.arrow_forward
- CHOOSE THE LETTER OF THE CORRECT ANSWER IN EACH NUMBER. 1. The delighted odor of melted butter is attributed to this four-carbon dione. What could be the IUPAC NAME of this ketone? a. Butanone b. Pentanedione c. Hexanone d. Butanedione 2. Carbocation stability is important in reaction mechanisms involving alcohols. Based on the general structure of alcohols, rank the carbocation stability of alcohols (increasing trend) if a central carbon is the point of reference. a. Tertiary alcohol > Primary alcohol > Secondary alcohol b. Primary alcohol > Secondary alcohol > Tertiary alcohol c. Secondary alcohol > Tertiary alcohol > Primary alcohol d. Tertiary alcohol > Secondary alcohol > Primary alcohol 3. Which type of alcohol generally exhibits a higher dipole moment relative to linear alcohol? a. Cyclic alkyl alcohol b. Allylic alcohol c.Tertiary alcohol d. Secondary alcoholarrow_forwardDraw the product of the reaction between a ketone and an alcohol. Include all hydrogen atoms in the product. How would you classify the product of the reaction? Note that a hemiacetal formed from a ketone is also called a hemiketal; an acetal formed from a ketone is also called a ketal. The product is an alcohol. The product is a ketal The product is a ketone. The product is a hemiketal.arrow_forward4. Write a general equation representing the preparation of an alcohol by hydrogenation of an aldehyde or a ketone.arrow_forward
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