Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 7, Problem 54P

(a)

Interpretation Introduction

Interpretation: The synthesis of CH3CH2CHICH3 from butane needs to be proposed.

Concept Introduction: The organic synthesis involves systematic modification of the starting materials by changing their internal structure or bonding. Organic compounds are complicated than inorganic compounds thus, there are wide range of reagents used in their synthesis or conversion from one functional group to other.

(b)

Interpretation Introduction

Interpretation: The synthesis of CH3CH2CH2CH2I from butane needs to be proposed.

Concept Introduction: The organic synthesis involves systematic modification of the starting materials by changing their internal structure or bonding. Organic compounds are complicated than inorganic compounds thus, there are wide range of reagents used in their synthesis or conversion from one functional group to other.

(c)

Interpretation Introduction

Interpretation: The synthesis of (CH3)3COCH3 from methane and 2-methylpropane needs to be proposed.

Concept Introduction: The organic synthesis involves systematic modification of the starting materials by changing their internal structure or bonding. Organic compounds are complicated than inorganic compounds thus, there are wide range of reagents used in their synthesis or conversion from one functional group to other.

(d)

Interpretation Introduction

Interpretation: The synthesis of cyclohexane from cyclohexane needs to be proposed.

Concept Introduction: The organic synthesis involves systematic modification of the starting materials by changing their internal structure or bonding. Organic compounds are complicated than inorganic compounds thus, there are wide range of reagents used in their synthesis or conversion from one functional group to other.

(e)

Interpretation Introduction

Interpretation: The synthesis of cyclohexanol from cyclohexane needs to be proposed.

Concept Introduction: The organic synthesis involves systematic modification of the starting materials by changing their internal structure or bonding. Organic compounds are complicated than inorganic compounds thus, there are wide range of reagents used in their synthesis or conversion from one functional group to other.

(f)

Interpretation Introduction

Interpretation: The synthesis of 1, 5-dithiocane from 1, 3-dibromopropane needs to be proposed.

Concept Introduction: The organic synthesis involves systematic modification of the starting materials by changing their internal structure or bonding. Organic compounds are complicated than inorganic compounds thus, there are wide range of reagents used in their synthesis or conversion from one functional group to other.

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Acid-catalyzed dehydration of secondary and tertiary alcohols proceeds through an E1 mechanism. The first step is the protonation of the alcohol oxygen to form an oxonium ion. Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures, including hydrogen atoms, of the three organic products of this reaction. н н :бн н Нас. Нас. CHз CH3 ČH3 CH3 3-methyl-2-butanol an oxonium ion Major Product Minor Product Minor Product
CH3 CH3 Br- Br2 .CH3 CH2Cl2 CH3 H3C H3C Br Electrophilic addition of bromine, Brɔ, to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl,. In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CH3 CH3 CH3 CH3 H3C H3C :Br: :Br:
CCH H20, H2SO4 H9SO4 CH3 Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of mercury(II) sulfate as a Lewis acid catalyst. The reaction occurs with Markovnikov regiochemistry, so the OH group adds to the more highly substituted carbon and the H adds to the less highly substituted carbon. The initial product of the reaction is a vinyl alcohol, also called an enol. The enol immediately rearranges to a more stable ketone via tautomerization. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Hjö: -CH3 -CH3 H3O*
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY