(c) An organic compound with molecular formula C3H1404 exhibited the following spectral data : (i) MS : m/z = 174, 129, 101 (ü) IR : 1736 cm-1, 1095 cm -1 ( i) Η ΝMR 8 = 1-29 (t), 2:61 (s), : 4-19 (q) ppm (iv) 13C NMR : 8= 10·13, 20·89 (DEPT inverted), 60·01, 171·09 ppm Determine the structure of the compound with justification for the data provided.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.28P: Propose a structural formula for the analgesic phenacetin, molecular formula C10H13NO2, based on its...
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(c) An organic compound with molecular
C3H1404
following spectral data :
formula
exhibited
the
(i) MS : m/z = 174, 129, 101
(üi) IR : 1736 cm¯1, 1095 cm¬1
( i) ΗNMR
8 = 1·29 (t),
2:61 (s),
4.19 (q) ppm
(iv) 13C NMR : 8 = 10·13, 20·89 (DEPT
inverted), 60-01, 171·09 ppm
Determine
the
structure
of the
compound with justification for the data
provided.
Transcribed Image Text:(c) An organic compound with molecular C3H1404 following spectral data : formula exhibited the (i) MS : m/z = 174, 129, 101 (üi) IR : 1736 cm¯1, 1095 cm¬1 ( i) ΗNMR 8 = 1·29 (t), 2:61 (s), 4.19 (q) ppm (iv) 13C NMR : 8 = 10·13, 20·89 (DEPT inverted), 60-01, 171·09 ppm Determine the structure of the compound with justification for the data provided.
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