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Assignment 4

This document outlines an assignment to deduce the structures of 5 organic compounds from their spectral data including NMR and IR spectroscopy. For each compound, the molecular formula, 1H NMR, and 13C NMR spectral data are provided to systematically interpret and determine the structure. The assignment is worth 25 total marks with 5 marks for each compound structure deduced from the given spectral information.

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0% found this document useful (0 votes)
455 views1 page

Assignment 4

This document outlines an assignment to deduce the structures of 5 organic compounds from their spectral data including NMR and IR spectroscopy. For each compound, the molecular formula, 1H NMR, and 13C NMR spectral data are provided to systematically interpret and determine the structure. The assignment is worth 25 total marks with 5 marks for each compound structure deduced from the given spectral information.

Uploaded by

shantharamcs
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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Assignment 4 (25 marks)

Systematically deduce the structure of the organic compound from the given data. Interpret all the
spectral data to the deduced structure. (5 x 5 = 25 marks)

(1) Molecular formula: C5H7NO2, 1H NMR (CDCl3) : 4.3 (quartet, 2H, J = 7.5 Hz), 3.5 (s, 2H), 1.3
(triplet, 3H, J = 7.5 Hz); 13C NMR (CDCl3) : 165, 115, 62, 25, 15.

(2) Molecular formula: C6H12O2, 1H NMR (CDCl3) : 3,7 (s), 1.2 (s) [1:3 ratio integration]; 13C NMR
(CDCl3) : 180, 52, 39, 28.

(3) Molecular formula: C4H11N, 1H NMR (CDCl3) : 2.6 (quartet, 2H, J = 7.0 Hz), 2.2 (s, 6H), 1.1 (triplet,
3H, J = 7.0 Hz); 13C NMR (CDCl3) : 55, 48, 15.

(4) Molecular formula: C10H9NO2, 1H NMR (CDCl3) : 8.2 and 7.8 (AA’BB’ pattern, 4H, J = 8.0 Hz), 4.5
(quartet, 2H, J = 7.5 Hz), 1.4 (triplet, 3H, J = 7.5 Hz); 13C NMR (CDCl3) : 165, 135, 132, 130, 62, 18; IR:
2250, 1724 cm-1.

(5) Molecular formula: C9H9ClO, 1H NMR (CDCl3) : 7.95 (doublet, 2H, J = 7.6 Hz), 7.60 (triplet, 1H, J =
7.6 Hz), 7.50 (triplet, 2H, J = 7.6 Hz), 3.95 (triplet, 2H, J = 8.0 Hz), 3.45 (triplet, 2H, J = 8.0 Hz); 13C NMR
(CDCl3) : 195, 135, 132, 130, 129, 41, 38; IR: 1686 cm -1.

END of ASSIGNMENT

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