a. Molecular C3H5CIO2 formula: IR:3500-2500 cm-1, 1714 cm-1 1H NMR data:2.87 (triplet, 2 H), 3.76 (triplet, 2 H), and 11.8 (singlet, 1 H) ppm b. Molecular C8H8O3 formula: IR:3500-2500 cm-1, 1710 cm-1 1H NMR data:4.7 (singlet, 2 H), 6.9–7.3 (multiplet, 5 H), and 11.3 (singlet, 1 H) ppm c. Molecular C4H¬N formula: IR:2250 cm-1 1H NMR data:1.08 (triplet, 3 H), 1.70 (multiplet, 2 H), and 2.34 (triplet, 2 H) ppm

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
Section13.SE: Something Extra
Problem 59GP: The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this...
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Identify each compound from its spectral data.

a. Molecular C3H5CIO2
formula:
IR:3500-2500 cm-1, 1714 cm-1
1H NMR data:2.87 (triplet, 2 H), 3.76 (triplet, 2 H), and 11.8 (singlet, 1
H) ppm
b. Molecular C8H8O3
formula:
IR:3500-2500 cm-1, 1710 cm-1
1H NMR data:4.7 (singlet, 2 H), 6.9–7.3 (multiplet, 5 H), and 11.3
(singlet, 1 H) ppm
c. Molecular C4H¬N
formula:
IR:2250 cm-1
1H NMR data:1.08 (triplet, 3 H), 1.70 (multiplet, 2 H), and 2.34 (triplet,
2 H) ppm
Transcribed Image Text:a. Molecular C3H5CIO2 formula: IR:3500-2500 cm-1, 1714 cm-1 1H NMR data:2.87 (triplet, 2 H), 3.76 (triplet, 2 H), and 11.8 (singlet, 1 H) ppm b. Molecular C8H8O3 formula: IR:3500-2500 cm-1, 1710 cm-1 1H NMR data:4.7 (singlet, 2 H), 6.9–7.3 (multiplet, 5 H), and 11.3 (singlet, 1 H) ppm c. Molecular C4H¬N formula: IR:2250 cm-1 1H NMR data:1.08 (triplet, 3 H), 1.70 (multiplet, 2 H), and 2.34 (triplet, 2 H) ppm
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