ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
4th Edition
ISBN: 9781119659587
Author: Klein
Publisher: WILEY
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Chapter 24.5, Problem 1LTS
Interpretation Introduction
Interpretation:
The cyclic hemiacetal formed for the given hydroxyaldehyde in acidic condition should 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.
To determine: the size of the ring (hemiacetal) formed by the given molecule.
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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z)
is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra
are provided. Draw the structure of the product as the resonance contributor lacking any formal charges.
13C NMR
DEPT 90
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160
120
80
40
0
200
160
120
80
40
0
DEPT 135
T
200
160
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40
0
Draw the unknown amide.
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Chapter 24 Solutions
ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
Ch. 24.2 - Prob. 1CCCh. 24.2 - Prob. 2CCCh. 24.2 - Prob. 3CCCh. 24.2 - Prob. 4CCCh. 24.2 - Prob. 5CCCh. 24.2 - Prob. 6CCCh. 24.4 - Prob. 7CCCh. 24.4 - Prob. 8CCCh. 24.5 - Prob. 1LTSCh. 24.5 - Prob. 9PTS
Ch. 24.5 - Prob. 2LTSCh. 24.5 - Prob. 12PTSCh. 24.5 - Prob. 13PTSCh. 24.5 - Prob. 3LTSCh. 24.5 - Prob. 16PTSCh. 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. 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. 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. 86IPCh. 24 - Prob. 87IPCh. 24 - Prob. 88IPCh. 24 - Prob. 89IP
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