Suggest chemical structures for compounds A, B, and C, and answer the subsequent spectroscopy questions -

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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6. Suggest chemical structures for compounds A, B,
and C, and answer the subsequent spectroscopy
questions-
CH3
NaBH,
PBr
1. Mg
CH
B
CH,OH
2. Co.
HCI
H,C
A
(a) Provide structures for compounds B, C, and D.
(b) Compound D has the following 'H NMR chemical shifts:
60.91 (d, 6H), 1.56 (d, 3H), 1.82 (nonet, 1H), 2.43 (d, 2H),
3.82 (q. 1H), 7.05 (d. 2H), 7.24 (d, 2H), 12.34 (s, 1H)
Label the chemically-inequivalent protons as HA. He. Hc. etc.
and clearly assign the chemical shifts.
(c) How many carbon NMR signals are expected for compounds
B. C. and D?
(d) How do the IR spectra differ between A, B, and DE
(e) Provide a simple sketch of the mass spectrum of D, which
has m/z 206
Transcribed Image Text:6. Suggest chemical structures for compounds A, B, and C, and answer the subsequent spectroscopy questions- CH3 NaBH, PBr 1. Mg CH B CH,OH 2. Co. HCI H,C A (a) Provide structures for compounds B, C, and D. (b) Compound D has the following 'H NMR chemical shifts: 60.91 (d, 6H), 1.56 (d, 3H), 1.82 (nonet, 1H), 2.43 (d, 2H), 3.82 (q. 1H), 7.05 (d. 2H), 7.24 (d, 2H), 12.34 (s, 1H) Label the chemically-inequivalent protons as HA. He. Hc. etc. and clearly assign the chemical shifts. (c) How many carbon NMR signals are expected for compounds B. C. and D? (d) How do the IR spectra differ between A, B, and DE (e) Provide a simple sketch of the mass spectrum of D, which has m/z 206
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