ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 6, Problem 47P

(a)

Interpretation Introduction

Interpretation: The transformation that synthesizes the product indicated from the below substrate should be proposed.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  1

Concept introduction: Bimolecular substitution or SN2 proceeds via single-step mechanism. Thus it is well known as concerted mechanism. Nucleophile approaches carbon while the leaving group still departs from the rear side (opposite to leaving group). The transition state only illustrates the geometric orientation of the substrates and reagents as they pass through the maxima in the single-step mechanism.

A general SN2 reaction mechanistic pathway is illustrated below:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  2

(b)

Interpretation Introduction

Interpretation: The transformation that synthesizes the product indicated from the substrate should be proposed.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  3

Concept introduction: Bimolecular substitution or SN2 proceeds via single -step mechanism. Thus it is well known as concerted mechanism. Nucleophile approaches carbon while the leaving group still departs from the rear side (opposite to leaving group). The transition state only illustrates the geometric orientation of the substrates and reagents as they pass through the maxima in the single-step mechanism.

(c)

Interpretation Introduction

Interpretation: The transformation that synthesizes the substituted product indicated with the below substrate should be proposed.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  4

Concept introduction: Bimolecular substitution or SN2 proceeds via single -step mechanism. Thus it is well known as concerted mechanism. Nucleophile approaches carbon while the leaving group still departs from the rear side (opposite to leaving group). The transition state only illustrates the geometric orientation of the substrates and reagents as they pass through the maxima in the single-step mechanism.

A general SN2 reaction mechanistic pathway is illustrated below:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  5

(d)

Interpretation Introduction

Interpretation: The transformation that synthesizes the substituted product indicated with the substrate should be proposed.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  6

Concept introduction: Bimolecular substitution or SN2 proceeds via single-step mechanism. Thus it is well known as concerted mechanism. Nucleophile approaches carbon while the leaving group still departs from the rear side (opposite to leaving group). The transition state only illustrates the geometric orientation of the substrates and reagents as they pass through the maxima in the single-step mechanism.

A general SN2 reaction mechanistic pathway is illustrated below:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 6, Problem 47P , additional homework tip  7

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)
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