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TABLE 23.3 Group (Y) Additive parameters for predicting NMR chemical shifts of alkyl carbon atoms in CDCl3 Base value: CH₁ = -2.3 ppm alpha (a) beta (ẞ) gamma (y) C-Y C-C-Y C-C-C-Y -C-(sp³) 9.1 9.4 -2.5 -CH=CH₂ 20.3 6.8 -2.6 -CH-CHR (cis) 13.4 6.9 -0.3 -CH-CHR (trans) 19.3 7.0 -0.3 -CH=CR₂ 14.4 6.9 -0.3 -C6H5 22.5 8.9 -2.6 -CC-H 5.7 7.4 -2.0 -C=C-R 4.7 7.7 -0.2 -NH₂ 28.7 11.3 -5.2 -NHR 40.9 5.2 -4.3 -NR₂ 36.7 7.6 -4.6 -OH 49.4 10.1 -6.3 O(C=O)CH, 50.9 5.9 -6.2 -OR 57.4 7.2 -5.9 - -6.8 10.9 -1.6 -Br 20.1 10.2 -3.9 -CI 30.0 10.0 -4.6 -F 70.5 7.8 -6.9 -(C=O)OR 20.5 2.3 -2.9 -(C=O)OH 20.5 2.0 -2.9 -(C=O)H 30.3 4.8 -2.9 -(C=O)R 30.0 1.3 -2.7 -(C=O)CH -4.9 -0.4 -2.7

TABLE 23.3 Group (Y) Additive parameters for predicting NMR chemical shifts of alkyl carbon atoms in CDCl3 Base value: CH₁ = -2.3 ppm alpha (a) beta (ẞ) gamma (y) C-Y C-C-Y C-C-C-Y -C-(sp³) 9.1 9.4 -2.5 -CH=CH₂ 20.3 6.8 -2.6 -CH-CHR (cis) 13.4 6.9 -0.3 -CH-CHR (trans) 19.3 7.0 -0.3 -CH=CR₂ 14.4 6.9 -0.3 -C6H5 22.5 8.9 -2.6 -CC-H 5.7 7.4 -2.0 -C=C-R 4.7 7.7 -0.2 -NH₂ 28.7 11.3 -5.2 -NHR 40.9 5.2 -4.3 -NR₂ 36.7 7.6 -4.6 -OH 49.4 10.1 -6.3 O(C=O)CH, 50.9 5.9 -6.2 -OR 57.4 7.2 -5.9 - -6.8 10.9 -1.6 -Br 20.1 10.2 -3.9 -CI 30.0 10.0 -4.6 -F 70.5 7.8 -6.9 -(C=O)OR 20.5 2.3 -2.9 -(C=O)OH 20.5 2.0 -2.9 -(C=O)H 30.3 4.8 -2.9 -(C=O)R 30.0 1.3 -2.7 -(C=O)CH -4.9 -0.4 -2.7

Physical Chemistry
Physical Chemistry
2nd Edition
ISBN:9781133958437
Author:Ball, David W. (david Warren), BAER, Tomas
Publisher:Ball, David W. (david Warren), BAER, Tomas
Chapter14: Rotational And Vibrational Spectroscopy
Section: Chapter Questions
Problem 14.5E: What is the energy of light having each characteristic? a v=6.031014s1 b =9.27nm c v=4320cm1 d =5.69
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Question

Predict the shift for the carbon indicated by the arrow.

TABLE 23.3 Group (Y) Additive parameters for predicting NMR chemical shifts of alkyl carbon atoms in CDCl3 Base value: CH₁ = -2.3 ppm alpha (a) beta (ẞ) gamma (y) C-Y C-C-Y C-C-C-Y -C-(sp³) 9.1 9.4 -2.5 -CH=CH₂ 20.3 6.8 -2.6 -CH-CHR (cis) 13.4 6.9 -0.3 -CH-CHR (trans) 19.3 7.0 -0.3 -CH=CR₂ 14.4 6.9 -0.3 -C6H5 22.5 8.9 -2.6 -CC-H 5.7 7.4 -2.0 -C=C-R 4.7 7.7 -0.2 -NH₂ 28.7 11.3 -5.2 -NHR 40.9 5.2 -4.3 -NR₂ 36.7 7.6 -4.6 -OH 49.4 10.1 -6.3 O(C=O)CH, 50.9 5.9 -6.2 -OR 57.4 7.2 -5.9 - -6.8 10.9 -1.6 -Br 20.1 10.2 -3.9 -CI 30.0 10.0 -4.6 -F 70.5 7.8 -6.9 -(C=O)OR 20.5 2.3 -2.9 -(C=O)OH 20.5 2.0 -2.9 -(C=O)H 30.3 4.8 -2.9 -(C=O)R 30.0 1.3 -2.7 -(C=O)CH -4.9 -0.4 -2.7
Transcribed Image Text:TABLE 23.3 Group (Y) Additive parameters for predicting NMR chemical shifts of alkyl carbon atoms in CDCl3 Base value: CH₁ = -2.3 ppm alpha (a) beta (ẞ) gamma (y) C-Y C-C-Y C-C-C-Y -C-(sp³) 9.1 9.4 -2.5 -CH=CH₂ 20.3 6.8 -2.6 -CH-CHR (cis) 13.4 6.9 -0.3 -CH-CHR (trans) 19.3 7.0 -0.3 -CH=CR₂ 14.4 6.9 -0.3 -C6H5 22.5 8.9 -2.6 -CC-H 5.7 7.4 -2.0 -C=C-R 4.7 7.7 -0.2 -NH₂ 28.7 11.3 -5.2 -NHR 40.9 5.2 -4.3 -NR₂ 36.7 7.6 -4.6 -OH 49.4 10.1 -6.3 O(C=O)CH, 50.9 5.9 -6.2 -OR 57.4 7.2 -5.9 - -6.8 10.9 -1.6 -Br 20.1 10.2 -3.9 -CI 30.0 10.0 -4.6 -F 70.5 7.8 -6.9 -(C=O)OR 20.5 2.3 -2.9 -(C=O)OH 20.5 2.0 -2.9 -(C=O)H 30.3 4.8 -2.9 -(C=O)R 30.0 1.3 -2.7 -(C=O)CH -4.9 -0.4 -2.7
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