ORGANIC CHEMISTRY: W/ACCESS
ORGANIC CHEMISTRY: W/ACCESS
3rd Edition
ISBN: 9781119447719
Author: Klein
Publisher: WILEY
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Chapter 17.7, Problem 20PTS

 (a)

Interpretation Introduction

Interpretation: For the given compounds, major products should be predicted when each of them are treated with Birch condition.

Concept introduction:

  • Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.
  • The product having hydrogen atoms attached on opposite end of the molecule
  • Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia
  • Birch reduction is unlike catalytic hydrogenation
  • When the benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron   donating effect destabilizes the radical anion.
  • When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing   effect stabilizes the intermediate.

(b)

Interpretation Introduction

Interpretation: For the given compounds, major products should be predicted when each of them are treated with Birch condition.

Concept introduction:

  • Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.
  • The product having hydrogen atoms attached on opposite end of the molecule
  • Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia
  • Birch reduction is unlike catalytic hydrogenation
  • When the benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron   donating effect destabilizes the radical anion.
  • When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing   effect stabilizes the intermediate.

(c)

Interpretation Introduction

Interpretation: For the given compounds, major products should be predicted when each of them are treated with Birch condition.

Concept introduction:

  • Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.
  • The product having hydrogen atoms attached on opposite end of the molecule
  • Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia
  • Birch reduction is unlike catalytic hydrogenation
  • When the benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron   donating effect destabilizes the radical anion.
  • When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing   effect stabilizes the intermediate.

(d)

Interpretation Introduction

Interpretation: For the given compounds, major products should be predicted when each of them are treated with Birch condition.

Concept introduction:

  • Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.
  • The product having hydrogen atoms attached on opposite end of the molecule
  • Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia
  • Birch reduction is unlike catalytic hydrogenation
  • When the benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron   donating effect destabilizes the radical anion.
  • When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing   effect stabilizes the intermediate.

(e)

Interpretation Introduction

Interpretation: For the given compounds, major products should be predicted when each of them are treated with Birch condition.

Concept introduction:

  • Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.
  • The product having hydrogen atoms attached on opposite end of the molecule
  • Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia
  • Birch reduction is unlike catalytic hydrogenation
  • When the benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron   donating effect destabilizes the radical anion.
  • When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing   effect stabilizes the intermediate.

(f)

Interpretation Introduction

Interpretation: For the given compounds, major products should be predicted when each of them are treated with Birch condition.

Concept introduction:

  • Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.
  • The product having hydrogen atoms attached on opposite end of the molecule
  • Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia
  • Birch reduction is unlike catalytic hydrogenation
  • When the benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron   donating effect destabilizes the radical anion.
  • When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing   effect stabilizes the intermediate.

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Students have asked these similar questions
option choice:  Isoleucine Histidine Threonine Alanine Lysine Aspartate Tryptophan Tyrosine Leucine Arginine Cysteine Asparagine Valine Glutamine Glycine Methionine Serine Proline Phenylalanine Glutamate
sketch the nature of the metal-alkylidene bonding interactions.
Part C The perspective formula of isoleucine, an amino acid, is provided below. HOOC H₂NIC H 川 CH3 CH,CH3 Draw the Newman projection in staggered conformation for isoleucine by viewing the molecule along the C-2-C-3 bond. 1. Edit the Newman projection on the canvas. 2. Replace the appropriate hydrogens with the appropriate -CH3 or other groups. 3. If you need to start over, Undo or choose a Newman projection from the Templates toolbar (bottom). Important: Never delete the hydrogen atoms or bonds directly attached to the template, and do not move them by dragging or dropping them. That will break the projections structures. Only replace them! ▸ View Available Hint(s) 0 2 H± 3D EXP. L ד י CONT. 2 H 0 N о

Chapter 17 Solutions

ORGANIC CHEMISTRY: W/ACCESS

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