Problem 2: A compound with molecular formula MW (C7H160= 116). The infrared spectrum shows a strong, broad band in the region 3500-3250 cm¹ and a band at 1260-1050 cm. Its 'H-NMR spectrum has four sets of lines: a triplet at 83.1 (1H), a sextet at 1.8 (2H), a singlet at 1.4 (1H) and a doublet at 1.0 (12H) ppm. Suggest a structure for this compound; give reasons to support your answer. 11 10 HOP-00-105 9 8 7 6 NOVEMBER ppm 1500 3 2 1000 0 100

Organic Chemistry: A Guided Inquiry
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Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL4: Proton (1h) Nmr Spectroscopy
Section: Chapter Questions
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Problem 2:
A compound with molecular formula MW (C₂H160= 116). The infrared spectrum shows a
strong, broad band in the region 3500-3250 cm¹ and a band at 1260-1050 cm. Its 'H-NMR
spectrum has four sets of lines: a triplet at 83.1 (1H), a sextet at 1.8 (2H), a singlet at 1.4 (1H)
and a doublet at 1.0 (12H) ppm. Suggest a structure for this compound; give reasons to
support your answer.
TRANSCENCE
4000
11
10 9
HOP-00-105
1000
7
2008
6
5
ppm
4
wyp
1500
3
2
1000
100
Transcribed Image Text:Problem 2: A compound with molecular formula MW (C₂H160= 116). The infrared spectrum shows a strong, broad band in the region 3500-3250 cm¹ and a band at 1260-1050 cm. Its 'H-NMR spectrum has four sets of lines: a triplet at 83.1 (1H), a sextet at 1.8 (2H), a singlet at 1.4 (1H) and a doublet at 1.0 (12H) ppm. Suggest a structure for this compound; give reasons to support your answer. TRANSCENCE 4000 11 10 9 HOP-00-105 1000 7 2008 6 5 ppm 4 wyp 1500 3 2 1000 100
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