EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 12, Problem 45P

(a)

Interpretation Introduction

Interpretation:

To identify the products are formed when 3-methyl-2-cyclohexenone reacts with each of the given reactant.

Concept introduction:

The Grignard reaction:

Alkyl, vinyl, or aryl-magnesium halides (RMgX) is called as Grignard reagent.

Grignard reagent is reaction with carbonyl compound such as aldehyde or ketone, produces corresponding alcohol is the product and it is the one of the carbon – carbon bond forming reaction.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 45P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

To identify the products are formed when 3-methyl-2-cyclohexenone reacts with each of the given reactant.

Concept introduction:

Michael reaction:

The nucleophile is reaction with α,β-unsaturated carbonyl compound (1,4 –addtion) which yield the addition product is called Michael reaction.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 45P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

To identify the products are formed when 3-methyl-2-cyclohexenone reacts with each of the given reactant.

Concept introduction:

Michael reaction:

The nucleophile is reaction with α,β-unsaturated carbonyl compound (1,4 –addtion) which yield the addition product is called Michael reaction.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 45P , additional homework tip  3

Anti-Markovnikov’s rule: unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 45P , additional homework tip  4

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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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