Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
Question
Book Icon
Chapter 6, Problem 6.42P

(a)

Interpretation Introduction

Interpretation:

The number and kind of stereoisomers formed when given molecule is treated in presence of Hg(OAc)2,H2OfollowedbyNaBH4 has to be identified. For given enantiomerically pure and optically active compound the formed product should be identified that it is optically active or inactive.

Concept Introduction:

Geometric isomers: Two atoms with the same side location of the double bond are called cis isomers and two atoms with opposite side locations of the double bond are called Trans isomers.

Organic Chemistry, Chapter 6, Problem 6.42P , additional homework tip  1

R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.

The CIP rules are as follows:

Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.

If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.

(b)

Interpretation Introduction

Interpretation:

The number and kind of stereoisomers formed when given molecule is treated in presence of H2/Pt has to be identified. For given enantiomerically pure and optically active compound the formed product should be identified that it is optically active or inactive.

Concept Introduction:

Geometric isomers: Two atoms with the same side location of the double bond are called cis isomers and two atoms with opposite side locations of the double bond are called Trans isomers.

Organic Chemistry, Chapter 6, Problem 6.42P , additional homework tip  2

R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.

The CIP rules are as follows:

Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.

If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.

(c)

Interpretation Introduction

Interpretation:

The number and kind of stereoisomers formed when given molecule is treated in presence of BH3 followed by H2O2inNaOH has to be identified. For given enantiomerically pure and optically active compound the formed product should be identified that it is optically active or inactive.

Concept Introduction:

Geometric isomers: Two atoms with the same side location of the double bond are called cis isomers and two atoms with opposite side locations of the double bond are called Trans isomers.

Organic Chemistry, Chapter 6, Problem 6.42P , additional homework tip  3

R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.

The CIP rules are as follows:

Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.

If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.

(d)

Interpretation Introduction

Interpretation:

The number and kind of stereoisomers formed when given molecule is treated in presence of Br2 in CCl4 has to be identified. For given enantiomerically pure and optically active compound the formed product should be identified that it is optically active or inactive.

Concept Introduction:

Geometric isomers: Two atoms with the same side location of the double bond are called cis isomers and two atoms with opposite side locations of the double bond are called Trans isomers.

Organic Chemistry, Chapter 6, Problem 6.42P , additional homework tip  4

R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.

The CIP rules are as follows:

Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.

If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.

Blurred answer
Students have asked these similar questions
Complete the following reactions, clearly indicating regio-and stereochemistry where applicable. In cases, where ortho-and para-products are formed, draw both.
Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. H₂NNH₂ KOH
Give the structure of the product and/or intermediates of the following reactions. Indicate, where appropriate, both regiochemistry and stereochemistry.

Chapter 6 Solutions

Organic Chemistry

Ch. 6.5 - Prob. 6.11PCh. 6.5 - Prob. 6.12PCh. 6.5 - What alkene with the molecular formula C6H12, when...Ch. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Predict the organic product(s) of the reaction of...Ch. 6 - Prob. 6.18PCh. 6 - Prob. 6.20PCh. 6 - Draw a structural formula for an alkene with the...Ch. 6 - Account for the fact that addition of HCl to...Ch. 6 - Account for the fact that treating propenoic acid...Ch. 6 - Draw a structural formula for the alkene with the...Ch. 6 - Draw the alternative chair conformations for the...Ch. 6 - Draw a structural formula for the cycloalkene with...Ch. 6 - Reaction of this bicycloalkene with bromine in...Ch. 6 - Terpin, prepared commercially by the...Ch. 6 - Propose a mechanism for this reaction and account...Ch. 6 - Treating 2-methylpropene with methanol in the...Ch. 6 - When 2-pentene is treated with Cl2 in methanol,...Ch. 6 - Treating cyclohexene with HBr in the presence of...Ch. 6 - Propose a mechanism for this reaction. 1-Pentane...Ch. 6 - Treating 4-penten-1-ol with bromine in water forms...Ch. 6 - Prob. 6.35PCh. 6 - Prob. 6.36PCh. 6 - Reaction of -pinene with borane followed by...Ch. 6 - Write structural formulas for the major organic...Ch. 6 - Draw the structural formula of the alkene that...Ch. 6 - Consider the following reaction. (a) Draw a...Ch. 6 - Prob. 6.42PCh. 6 - Prob. 6.43PCh. 6 - Show how to convert ethylene to these compounds....Ch. 6 - Show how to convert cyclopentene into these...Ch. 6 - Prob. 6.46PCh. 6 - Describe the stereochemistry of the bromohydrin...Ch. 6 - Prob. 6.49PCh. 6 - Treating 1,3-butadiene with 1 mole of HBr gives a...Ch. 6 - In this chapter, we studied the mechanism of the...Ch. 6 - As we have seen in this chapter, carbon-carbon...Ch. 6 - Prob. 6.53PCh. 6 - Prob. 6.54P
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning