Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Chapter 15, Problem 15.59CP

(a)

Interpretation Introduction

Interpretation:

Given the reaction was formed by acetal (or) ketal, to draw the target molecule transformation should be identified.

Concept Introduction:

Acetal formation: The small amount of acid catalysts is added to the reaction of an alcohol with an aldehyde or ketone, the hemi-space initially formed is converted into an acetal or a ketal substitution reaction.

A hemiacetal or a hemiketal: addition of alcohol to an aldehyde or ketone which produce hemi acetal.

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 15, Problem 15.59CP , additional homework tip  1

Acetal: An acetal is one of organic molecule where two separate oxygen atoms are single bonded to a central carbon atom it is called acetal. In other words compound that has two ether groups (OR) are bonded to the same carbon atom.

(b)

Interpretation Introduction

Interpretation:

The given hydrochlorination of an alkene should be completed

Concept Introduction:

Hydrohalogenation:

Alkenes reaction with hydrogen halide which yields the corresponding halogenated product. The halogen atom is always ends up at the more substituted carbon of the alkene the protonation of the alkene will result in the more stable carbocation.

(c)

Interpretation Introduction

Interpretation:

The addition reaction should be drawn and identified given the alcohol molecule in presence of acidic condition.

Concept Introduction:

Dehydration reaction:

Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid.

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 15, Problem 15.59CP , additional homework tip  2

Alcohol is reaction with concentrated sulfuric acid, first alcohol gets protonated forms carbocation (more stable carbocation) followed by elimination of proton (H+) yields alkene as a product. The stability of carbocation is given below,

Tertiary carbocation is more stable than the secondary, secondary carbocation is more stable than primary.

Fundamentals of General, Organic, and Biological Chemistry (8th Edition), Chapter 15, Problem 15.59CP , additional homework tip  3

In dehydration reaction, sulfuric acid is act as a proton donor, and which is used to protonate the alcohol and makes carbocation therefore sulfuric acid is the driving force of the reaction. Dehydration reaction will not go without acid (sulfuric acid).

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Chapter 15 Solutions

Fundamentals of General, Organic, and Biological Chemistry (8th Edition)

Ch. 15.4 - Prob. 15.9KCPCh. 15.5 - Indicate whether the following compounds will give...Ch. 15.6 - Draw line structures of the following compounds...Ch. 15.6 - Prob. 15.12PCh. 15.7 - Prob. 15.13PCh. 15.7 - Prob. 15.14PCh. 15.7 - Prob. 15.15PCh. 15.7 - Draw the structure of each acetal or ketal final...Ch. 15.7 - Prob. 15.17PCh. 15.7 - Prob. 15.18PCh. 15.7 - Prob. 15.19PCh. 15.7 - Prob. 15.1MRPCh. 15.7 - Prob. 15.2MRPCh. 15.7 - Prob. 15.3MRPCh. 15.7 - Prob. 15.3CIAPCh. 15.7 - (a) What are mirotubules? (b) Why would drugs that...Ch. 15.7 - Tetrodotoxin, found in the puffer fish, has been...Ch. 15 - Prob. 15.20UKCCh. 15 - Prob. 15.21UKCCh. 15 - Prob. 15.22UKCCh. 15 - Prob. 15.23UKCCh. 15 - Prob. 15.24UKCCh. 15 - Prob. 15.25UKCCh. 15 - ALDEHYDESAND KETONES (SECTIONS 15.1 AND 15.2)...Ch. 15 - Draw a structure for a compound that meets each of...Ch. 15 - Prob. 15.28APCh. 15 - Prob. 15.29APCh. 15 - Draw structures corresponding to the following...Ch. 15 - Draw structures corresponding to the following...Ch. 15 - Prob. 15.32APCh. 15 - Prob. 15.33APCh. 15 - The following names are incorrect. What is wrong...Ch. 15 - Prob. 15.35APCh. 15 - Prob. 15.36APCh. 15 - Prob. 15.37APCh. 15 - Prob. 15.38APCh. 15 - Prob. 15.39APCh. 15 - Prob. 15.40APCh. 15 - Draw the structures of the aldehydes that might be...Ch. 15 - Write the structures of the hemiacetal or...Ch. 15 - Write the structures of the hemiacetal or...Ch. 15 - Prob. 15.44APCh. 15 - Prob. 15.45APCh. 15 - Prob. 15.46APCh. 15 - Prob. 15.47APCh. 15 - Prob. 15.48APCh. 15 - Prob. 15.49APCh. 15 - Prob. 15.50CPCh. 15 - Prob. 15.51CPCh. 15 - Prob. 15.52CPCh. 15 - Prob. 15.53CPCh. 15 - Prob. 15.54CPCh. 15 - Name the following compounds: (a) (b) (c) (be sure...Ch. 15 - Draw the structural formulas of the following...Ch. 15 - Prob. 15.57CPCh. 15 - Complete the following equations (refer to Summary...Ch. 15 - Prob. 15.59CPCh. 15 - How could you differentiate between 3-hexanol and...Ch. 15 - The liquids 1-butanol and butanal have similar...Ch. 15 - Prob. 15.62CPCh. 15 - Prob. 15.63GPCh. 15 - Prob. 15.64GPCh. 15 - Using the ketone structural form of fructose...Ch. 15 - Prob. 15.66GP
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