EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 12.7, Problem 18P

(a)

Interpretation Introduction

Interpretation:

It should be determined that the product obtained from the reaction of Ethyl butanoate with LiAlH4 followed by treatment with dilute acid.

Concept introduction:

LiAlH4 is a powerful reducing agent which reacts violently with water, alcohol and reduces carbonyl, carboxylic acid and ester.

Reduction of carbonyl, carboxylic acid and ester using LiAlH4 yields corresponding alcohols.

Reduction of an ester (Methyl-2-pentenoate) by using LiAlH4 in presence of dilute acid is shown below,

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.7, Problem 18P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

It should be determined that the product obtained from the reaction of Methyl benzoate with LiAlH4 followed by treatment with dilute acid.

Concept introduction:

LiAlH4 is a powerful reducing agent which reacts violently with water, alcohol and reduces carbonyl, carboxylic acid and ester.

Reduction of carbonyl, carboxylic acid and ester using LiAlH4 yields corresponding alcohols.

Reduction of an ester (Methyl-2-pentenoate) by using LiAlH4 in presence of dilute acid is shown below,

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.7, Problem 18P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

It should be determined that the product obtained from the reaction of Pentatonic acid

with LiAlH4 followed by treatment with dilute acid.

Concept introduction:

LiAlH4 is a powerful reducing agent which reacts violently with water, alcohol and reduces carbonyl, carboxylic acid and ester.

Reduction of carbonyl, carboxylic acid and ester using LiAlH4 yields corresponding alcohols.

Reduction of a carboxylic acid (oleic acid) by using LiAlH4 in presence of dilute acid is shown below,

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12.7, Problem 18P , additional homework tip  3

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE
Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.
Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH
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