Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119316152
Author: Klein, David R.
Publisher: WILEY
Question
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Chapter 3, Problem 56IP

(a)

Interpretation Introduction

Interpretation:

Constitutional isomer is needed to be drawn for the given molecular formula C4H8O2 which is lesser, higher and same pka that of given constitutional isomer.

Concept introduction:

Constitutional isomers:

  • Constitutional isomers are isomers which have the same molecular formula and different bond connectivity between the atoms in the molecule.

Acidic strength of the molecule depends on the stability of the Conjugate anion.

  • If the conjugate anion is more resonance stabilized, the acid considered as strong acid and has less pka , corresponding anion is weak base. And the least stable anion has higher pka value.
  • If more sterically hindered the group, basic nature is more for that molecule. That means bulkiness increases the basic strength of the molecule. 

To draw: the constitutional isomers for the molecular formula C4H8O2 , which has higher pka value than given constitutional isomer.

(b)

Interpretation Introduction

Interpretation:

Constitutional isomer is needed to be drawn for the given molecular formula C4H8O2 which is lesser, higher and same pka that of given constitutional isomer.

Concept introduction:

Constitutional isomers:

  • Constitutional isomers are isomers which have the same molecular formula and different bond connectivity between the atoms in the molecule.

Acidic strength of the molecule depends on the stability of the Conjugate anion.

  • If the conjugate anion is more resonance stabilized, the acid considered as strong acid and has less pka , corresponding anion is weak base. And the least stable anion has higher pka value.
  • If more sterically hindered the group, basic nature is more for that molecule. That means bulkiness increases the basic strength of the molecule. 

To give: the constitutional isomers for the molecular formula C4H8O2 , which has higher pka value than given constitutional isomer.

(c)

Interpretation Introduction

Interpretation:

Constitutional isomer is needed to be drawn for the given molecular formula C4H8O2 which is lesser, higher and same pka that of given constitutional isomer.

Concept introduction:

Constitutional isomers:

  • Constitutional isomers are isomers which have the same molecular formula and different bond connectivity between the atoms in the molecule.

Acidic strength of the molecule depends on the stability of the Conjugate anion.

  • If the conjugate anion is more resonance stabilized, the acid considered as strong acid and has less pka , corresponding anion is weak base. And the least stable anion has higher pka value.
  • If more sterically hindered the group, basic nature is more for that molecule. That means bulkiness increases the basic strength of the molecule. 

To give: the constitutional isomers for the molecular formula C4H8O2 , which has approximately same pka value of the given constitutional isomer.

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Chapter 3 Solutions

Organic Chemistry

Ch. 3.3 - Prob. 8ATSCh. 3.3 - Prob. 9ATSCh. 3.3 - Prob. 4LTSCh. 3.3 - Prob. 10PTSCh. 3.3 - Prob. 11ATSCh. 3.3 - Prob. 12CCCh. 3.4 - Prob. 5LTSCh. 3.4 - Prob. 13PTSCh. 3.4 - Prob. 14ATSCh. 3.4 - Prob. 6LTSCh. 3.4 - Prob. 15PTSCh. 3.4 - Prob. 16ATSCh. 3.4 - Prob. 17ATSCh. 3.4 - Prob. 7LTSCh. 3.4 - Prob. 18PTSCh. 3.4 - Prob. 19PTSCh. 3.4 - Prob. 20ATSCh. 3.4 - Prob. 8LTSCh. 3.4 - Prob. 21PTSCh. 3.4 - Prob. 22ATSCh. 3.4 - Prob. 9LTSCh. 3.4 - Prob. 23PTSCh. 3.4 - Prob. 24PTSCh. 3.4 - Prob. 25ATSCh. 3.4 - Prob. 26ATSCh. 3.5 - Prob. 10LTSCh. 3.5 - Prob. 27PTSCh. 3.5 - The development of chemical sensors that can...Ch. 3.5 - Determine whether H2O would be a suitable reagent...Ch. 3.5 - Prob. 29PTSCh. 3.5 - Prob. 30ATSCh. 3.7 - Prob. 31CCCh. 3.9 - Prob. 12LTSCh. 3.9 - Prob. 32PTSCh. 3.9 - Prob. 33ATSCh. 3 - Prob. 34PPCh. 3 - Prob. 35PPCh. 3 - Prob. 36PPCh. 3 - Prob. 37PPCh. 3 - Prob. 38PPCh. 3 - Prob. 39PPCh. 3 - Prob. 40PPCh. 3 - Prob. 41PPCh. 3 - Prob. 42PPCh. 3 - Prob. 43PPCh. 3 - Prob. 44PPCh. 3 - Prob. 45PPCh. 3 - Prob. 46PPCh. 3 - Prob. 47PPCh. 3 - Prob. 48PPCh. 3 - Prob. 49IPCh. 3 - Prob. 50IPCh. 3 - Prob. 51IPCh. 3 - Prob. 52IPCh. 3 - Prob. 53IPCh. 3 - Prob. 54IPCh. 3 - Prob. 55IPCh. 3 - Prob. 56IPCh. 3 - Prob. 57IPCh. 3 - Prob. 58IPCh. 3 - Prob. 59IPCh. 3 - Prob. 60IPCh. 3 - Prob. 61IPCh. 3 - Prob. 62IPCh. 3 - Prob. 63IPCh. 3 - Prob. 64IPCh. 3 - The bengamides are a series of natural products...Ch. 3 - Prob. 66IPCh. 3 - Prob. 67IPCh. 3 - Prob. 68IPCh. 3 - Prob. 69IPCh. 3 - Prob. 70CPCh. 3 - Prob. 71CPCh. 3 - Prob. 72CPCh. 3 - Prob. 73CP
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