EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 12, Problem 35P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be shown with the stereochemistry.

Concept Introduction:

Grignard reagent: Alkyl, vinyl, or aryl-magnesium halides are called as Grignard reagents.

The chemical formula of the Grignard reagent is RMgX.

  WhereR-Alkyloraryl orvinylX-HalogenssuchasBr,ClorI

Grignard reaction with ketone:

Grignard regent reacts with ketone followed by acidic work up to form secondary or tertiary alcohol.

General scheme:

  EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 35P , additional homework tip  1

Stereocenter: In the product of a chemical reaction, if a carbon atom has been attached with four different carbon atoms, then it is known as chiral carbon atom or stereocenter in the product. The bond of the functional group because of which a new chiral carbon is supposed to form has to be represented in solid wedge bond.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be shown with the stereochemistry.

Concept Introduction:

 NaBH4 - Sodium borohydride is a reducing agent.

 It reduces aldehydes, ketones and carboxylic acids into alcohols.

 General scheme:

  EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 35P , additional homework tip  2

Stereocenter: In the product of a chemical reaction, if a carbon atom has been attached with four different carbon atoms, then it is known as chiral carbon atom or stereocenter in the product. The bond of the functional group because of which a new chiral carbon is supposed to form has to be represented in solid wedge bond.

(c)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be shown with the stereochemistry.

Concept Introduction:

Imine formation:

Aldehyde or ketone reacts with a primary amine and forms imine in mildly acidic conditions.

Example for the formation of imine is shown here:

  EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 35P , additional homework tip  3

  • Imines contain C=N .
  • Imines are also called as Schiff bases, named after Hugo Schiff who described their formation.

Stereocenter: In the product of a chemical reaction, if a carbon atom has been attached with four different carbon atoms, then it is known as chiral carbon atom or stereocenter in the product. The bond of the functional group because of which a new chiral carbon is supposed to form has to be represented in solid wedge bond.

(d)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be shown with the stereochemistry.

Concept Introduction:

 LiAlH4 - Lithium aluminium hydride is a reducing agent.

It reduces aldehydes, ketones and esters into alcohol.

Conversion of ester into alcohol:

  EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 12, Problem 35P , additional homework tip  4

Stereocenter: In the product of a chemical reaction, if a carbon atom has been attached with four different carbon atoms, then it is known as chiral carbon atom or stereocenter in the product. The bond of the functional group because of which a new chiral carbon is supposed to form has to be represented in solid wedge bond.

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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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