EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Chapter 6.8, Problem 12ATS
Interpretation Introduction
Interpretation: The arrow pushing pattern must be interpreted in the given transformation.
Concept introduction: In a
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Identify A, B, and C, intermediates in the synthesis of the five-membered ring called an α- methylene-γ-butyrolactone. This heterocyclic ring system is present in some antitumor agents.
Identify A, B, and C, intermediates in the synthesis of the five-membered ring called an α-methylene-γ-butyrolactone. This heterocyclic ring system is present in some antitumor agents.
5. Using the NMR and IR data, along with the molecular formula, provide structures for
compounds A and B, along with the reagents needed to perform the transformation.
→
Compound A
C5H10
NMR:
1.70 ppm, 3H, s
1.82 ppm, 3H, s
2.05 ppm, 3H, d
5.20 ppm, 1H, q
IR:
3050 cm¹¹, m
2900 cm¹¹, s
1650 cm¹¹, m
Compound B
C5H₁1Br
NMR:
0.90 ppm, 3H, t
1.75 ppm, 2H, q
1.84 ppm, 6H, s
IR:
2950 cm¹¹, s
2900 cm¹¹, s
1450 cm¹, s
Chapter 6 Solutions
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
Ch. 6.1 - Prob. 1LTSCh. 6.1 - Prob. 1PTSCh. 6.1 - Prob. 2ATSCh. 6.2 - Prob. 3CCCh. 6.3 - Prob. 4CCCh. 6.3 - Prob. 5CCCh. 6.4 - Prob. 6CCCh. 6.6 - Prob. 7CCCh. 6.7 - Prob. 2LTSCh. 6.7 - Prob. 8PTS
Ch. 6.7 - Prob. 9PTSCh. 6.7 - Prob. 10ATSCh. 6.8 - Prob. 3LTSCh. 6.8 - Prob. 11PTSCh. 6.8 - Prob. 12ATSCh. 6.9 - Prob. 4LTSCh. 6.9 - Prob. 13PTSCh. 6.9 - Prob. 14ATSCh. 6.10 - Prob. 5LTSCh. 6.10 - Prob. 15PTSCh. 6.10 - Prob. 16ATSCh. 6.11 - Prob. 6LTSCh. 6.11 - Prob. 17PTSCh. 6.11 - Prob. 18ATSCh. 6 - Prob. 19PPCh. 6 - Prob. 20PPCh. 6 - Prob. 21PPCh. 6 - Prob. 22PPCh. 6 - Prob. 24PPCh. 6 - Prob. 25PPCh. 6 - Prob. 26PPCh. 6 - Prob. 27PPCh. 6 - Prob. 28PPCh. 6 - Prob. 29PPCh. 6 - Prob. 30PPCh. 6 - Prob. 31PPCh. 6 - Prob. 32PPCh. 6 - Prob. 33PPCh. 6 - Prob. 34PPCh. 6 - Prob. 35PPCh. 6 - Prob. 36PPCh. 6 - Prob. 37PPCh. 6 - Prob. 38PPCh. 6 - Prob. 39PPCh. 6 - Prob. 40PPCh. 6 - Prob. 41PPCh. 6 - Prob. 43ASPCh. 6 - Prob. 44ASPCh. 6 - Prob. 45ASPCh. 6 - Prob. 46ASPCh. 6 - Prob. 47ASPCh. 6 - Prob. 48ASPCh. 6 - Prob. 49ASPCh. 6 - Prob. 50IPCh. 6 - Prob. 51IPCh. 6 - Prob. 52IPCh. 6 - Prob. 53IPCh. 6 - Prob. 54IPCh. 6 - Prob. 55IPCh. 6 - Prob. 56IPCh. 6 - Prob. 57IPCh. 6 - Prob. 58IPCh. 6 - Prob. 59IPCh. 6 - Prob. 60IPCh. 6 - Prob. 61IPCh. 6 - Prob. 62CPCh. 6 - Prob. 64CP
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