ORGANIC CHEMISTRY-OWL V2 ACCESS
ORGANIC CHEMISTRY-OWL V2 ACCESS
8th Edition
ISBN: 9781305582422
Author: Brown
Publisher: CENGAGE L
Question
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Chapter 16, Problem 16.31P

(a)

Interpretation Introduction

Interpretation:

The structural formula for the product of hydrolysis of given acetal in aqueous HCl has to be drawn.

Concept Introduction:

The structural formula of a compound shows how the atoms are arranged in a molecule and, in particular, shows which functional groups are present.

Hydrocarbon compound which contain a hydroxyl group and an alkoxy group is known as Hemiacetals. Hemiacetal can be prepared by the addition of alcohol to an aldehyde or ketone in the presence of an acid catalyst. Hemiacetals react with a second alcohol molecule to produce an acetal, which contains a carbon with two alkoxy groups –OR.

ORGANIC CHEMISTRY-OWL V2 ACCESS, Chapter 16, Problem 16.31P , additional homework tip  1

The process of hydrolysis of acetal exactly the reverse of acetal formation and in this reaction hemiacetal acts as the intermediate. The reaction is shown below,

ORGANIC CHEMISTRY-OWL V2 ACCESS, Chapter 16, Problem 16.31P , additional homework tip  2

(b)

Interpretation Introduction

Interpretation:

The structural formula for the product of hydrolysis of given acetal in aqueous HCl has to be drawn.

Concept Introduction:

The structural formula of a compound shows how the atoms are arranged in a molecule and, in particular, shows which functional groups are present.

Hydrocarbon compound which contain a hydroxyl group and an alkoxy group is known as Hemiacetals. Hemiacetal can be prepared by the addition of alcohol to an aldehyde or ketone in the presence of an acid catalyst. Hemiacetals react with a second alcohol molecule to produce an acetal, which contains a carbon with two alkoxy groups –OR.

ORGANIC CHEMISTRY-OWL V2 ACCESS, Chapter 16, Problem 16.31P , additional homework tip  3

The process of hydrolysis of acetal exactly the reverse of acetal formation and in this reaction hemiacetal acts as the intermediate. The reaction is shown below,

ORGANIC CHEMISTRY-OWL V2 ACCESS, Chapter 16, Problem 16.31P , additional homework tip  4

(c)

Interpretation Introduction

Interpretation:

The structural formula for the product of hydrolysis of given acetal in aqueous HCl has to be drawn.

Concept Introduction:

The structural formula of a compound shows how the atoms are arranged in a molecule and, in particular, shows which functional groups are present.

Hydrocarbon compound which contain a hydroxyl group and an alkoxy group is known as Hemiacetals. Hemiacetal can be prepared by the addition of alcohol to an aldehyde or ketone in the presence of an acid catalyst. Hemiacetals react with a second alcohol molecule to produce an acetal, which contains a carbon with two alkoxy groups –OR.

ORGANIC CHEMISTRY-OWL V2 ACCESS, Chapter 16, Problem 16.31P , additional homework tip  5

The process of hydrolysis of acetal exactly the reverse of acetal formation and in this reaction hemiacetal acts as the intermediate. The reaction is shown below,

ORGANIC CHEMISTRY-OWL V2 ACCESS, Chapter 16, Problem 16.31P , additional homework tip  6

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Chapter 16 Solutions

ORGANIC CHEMISTRY-OWL V2 ACCESS

Ch. 16.8 - The given mechanism of transamination reaction is...Ch. 16.8 - Prob. DQCh. 16.8 - Prob. EQCh. 16.8 - The given mechanism of transamination reaction is...Ch. 16.9 - Predict the position of the following equilibrium.Ch. 16.9 - Draw a structural formula for the keto form of...Ch. 16.10 - Prob. 16.11PCh. 16.11 - What aldehyde or ketone gives these alcohols upon...Ch. 16.11 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - The infrared spectrum of compound A, C6H12O, shows...Ch. 16 - Following are 1H-NMR spectra for compounds B...Ch. 16 - Draw structural formulas for the product formed by...Ch. 16 - Suggest a synthesis for the following alcohols...Ch. 16 - Show how to synthesize the following alcohol using...Ch. 16 - 1-Phenyl-2-butanol is used in perfumery. Show how...Ch. 16 - Prob. 16.22PCh. 16 - Draw structural formulas for (1) the...Ch. 16 - Show how to bring about the following conversions...Ch. 16 - Prob. 16.25PCh. 16 - Wittig reactions with the following -chloroethers...Ch. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - 5-Hydroxyhexanal forms a six-membered cyclic...Ch. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Propose a mechanism to account for the formation...Ch. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Show how to bring about the following conversion.Ch. 16 - A primary or secondary alcohol can be protected by...Ch. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - The following molecule belongs to a class of...Ch. 16 - When cis-2-decalone is dissolved in ether...Ch. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - The following bicyclic ketone has two -carbons and...Ch. 16 - Propose a mechanism for this reaction.Ch. 16 - The base-promoted rearrangement of an -haloketone...Ch. 16 - If the Favorskii rearrangement of...Ch. 16 - (R)-Pulegone, readily available from pennyroyal...Ch. 16 - (R)-Pulegone is converted to (R)-citronellic acid...Ch. 16 - Starting with cyclohexanone, show how to prepare...Ch. 16 - Show how to convert cyclopentanone to these...Ch. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Following is the structural formula of Surfynol, a...Ch. 16 - Prob. 16.57PCh. 16 - Propose a mechanism for this isomerization.Ch. 16 - Starting with acetylene and 1-bromobutane as the...Ch. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - All rearrangements we have discussed so far have...Ch. 16 - In dilute aqueous base, (R)-glyceraldehyde is...Ch. 16 - Treatment of -D-glucose with methanol in the...Ch. 16 - Treating a Grignard reagent with carbon dioxide...Ch. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Write the products of the following sequences of...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Using your reaction roadmaps as a guide, show how...Ch. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81P
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