Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
Question
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Chapter 24.5, Problem 11ATS

(a)

Interpretation Introduction

Interpretation:

For the given compound, the two possible rings formed by attacks of –OH groups to carbonyl group and the favored ring from two possible rings are needed be drawn.

Concept introduction:

  • Hemiacetal are formed for the compound having both hydroxyl group and aldehyde group in acidic condition.
  • The –OH group of compound attacks the carbonyl group of the same compound, thereby a ring is formed by the carbon atoms and oxygen atom of –OH group with incorporating into the ring.
  • The stabilities of the ring molecules are depending upon the bond angle. Six membered ring is more stable than five membered ring, because the ring stain of six membered ring is lesser than the five membered ring due to the larger bond angle.

To draw: the two possible hemiacetal formed for the given molecule in acidic condition.

Organic Chemistry, Chapter 24.5, Problem 11ATS , additional homework tip  1Organic Chemistry, Chapter 24.5, Problem 11ATS , additional homework tip  2

(b)

Interpretation Introduction

Interpretation:

For the given compound, the two possible rings formed by attacks of –OH groups to carbonyl group and the favored ring from two possible rings are needed be drawn.

Concept introduction:

  • Hemiacetal are formed for the compound having both hydroxyl group and aldehyde group in acidic condition.
  • The –OH group of compound attacks the carbonyl group of the same compound, thereby a ring is formed by the carbon atoms and oxygen atom of –OH group with incorporating into the ring.
  • The stabilities of the ring molecules are depending upon the bond angle. Six membered ring is more stable than five membered ring, because the ring stain of six membered ring is lesser than the five membered ring due to the larger bond angle.

To determine: the favored hemiacetal from two possible hemiacetals.

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Chapter 24 Solutions

Organic Chemistry

Ch. 24.5 - Prob. 10ATSCh. 24.5 - Prob. 11ATSCh. 24.5 - Prob. 2LTSCh. 24.5 - Prob. 12PTSCh. 24.5 - Prob. 13PTSCh. 24.5 - Prob. 14ATSCh. 24.5 - Prob. 15ATSCh. 24.5 - Prob. 3LTSCh. 24.5 - Prob. 16PTSCh. 24.5 - Prob. 17ATSCh. 24.5 - Prob. 18ATSCh. 24.5 - Prob. 19CCCh. 24.5 - Prob. 20CCCh. 24.5 - Prob. 21CCCh. 24.5 - Prob. 22CCCh. 24.6 - Prob. 23CCCh. 24.6 - Prob. 24CCCh. 24.6 - Prob. 25CCCh. 24.6 - Prob. 26CCCh. 24.6 - Prob. 27CCCh. 24.6 - Prob. 28CCCh. 24.6 - Prob. 29CCCh. 24.6 - Prob. 30CCCh. 24.6 - Prob. 4LTSCh. 24.6 - Prob. 31PTSCh. 24.6 - Prob. 32ATSCh. 24.6 - Prob. 33ATSCh. 24.6 - Prob. 34CCCh. 24.6 - Prob. 35CCCh. 24.6 - Prob. 36CCCh. 24.6 - Prob. 37CCCh. 24.6 - Prob. 38CCCh. 24.7 - Prob. 5LTSCh. 24.7 - Prob. 39PTSCh. 24.7 - Prob. 40ATSCh. 24.7 - Prob. 41CCCh. 24 - Prob. 42PPCh. 24 - Prob. 43PPCh. 24 - Prob. 44PPCh. 24 - Prob. 45PPCh. 24 - Prob. 46PPCh. 24 - Prob. 47PPCh. 24 - Prob. 48PPCh. 24 - Prob. 49PPCh. 24 - Prob. 50PPCh. 24 - Prob. 51PPCh. 24 - Prob. 52PPCh. 24 - Prob. 53PPCh. 24 - Prob. 54PPCh. 24 - Prob. 55PPCh. 24 - Prob. 56PPCh. 24 - Prob. 57PPCh. 24 - Prob. 58PPCh. 24 - Prob. 59PPCh. 24 - Prob. 60PPCh. 24 - Prob. 61PPCh. 24 - Prob. 62PPCh. 24 - Prob. 63PPCh. 24 - Prob. 64PPCh. 24 - Prob. 65PPCh. 24 - Prob. 66PPCh. 24 - Prob. 67PPCh. 24 - Prob. 68PPCh. 24 - Prob. 69PPCh. 24 - Prob. 70PPCh. 24 - Prob. 71PPCh. 24 - Prob. 72PPCh. 24 - Prob. 73PPCh. 24 - Prob. 74PPCh. 24 - Prob. 75PPCh. 24 - Prob. 76PPCh. 24 - Prob. 77PPCh. 24 - Prob. 78PPCh. 24 - Prob. 79PPCh. 24 - Prob. 80PPCh. 24 - Prob. 81IPCh. 24 - Prob. 82IPCh. 24 - Prob. 83IPCh. 24 - Prob. 84IPCh. 24 - Prob. 85IPCh. 24 - Prob. 86IPCh. 24 - Prob. 87CPCh. 24 - Prob. 88CPCh. 24 - Prob. 89CP
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