C-Y 9.1 TABLE 23.3 Group (Y) -C-(sp³) Additive parameters for predicting NMR chemical shifts of alkyl carbon atoms in CDCI, Base value: CH₁ = -2.3 ppm alpha (a) beta (ẞ) gamma (y) C-C-Y C-C-C-Y 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 -CH 22.5 8.9 -2.6 -C=C-H 5.7 7.4 -2.0 -C=C-R -NH₂ -NHR 4.7 7.7 -0.2 28.7 11.3 -5.2 40.9 5.2 -4.3 -NR₂ 36.7 7.6 -4.6 -OH 49.4 10.1 -6.3 —O(C=OCH, 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 23.4 Steric additivity parameters in ppm for predicting NMR chemical shifts of alkyl carbon atoms in CDCI Type of a carbon atom Methylene Methine Quaternary 0.0 -1.1 -3.4 0.0 0.0 -2.5 -6.0 0.0 -3.7 -8.5 -10.0 -1.5 -8.0 -10.0 -12.5 Type of 13C nucleus Methyl Primary Secondary Tertiary Quaternary TABLE 23.5 Additive parameters for predicting NMR chemical shifts of aromatic carbons atoms in CDCl3 Base value: benzene = 128.5 ppm Group C-1 ortho meta para -34.1 8.9 1.6 -1.1 -Br -5.8 3.2 1.6 -1.6 6.3 0.4 1.4 -1.9 -F 34.8 -13.0 1.6 -1.1 -H 0.0 0.0 0.0 0.0 ---(C=O)OCH 3 2.0 1.2 -0.1 4.3 --(C=O)OH 2.1 1.6 -0.1 5.2 -(C=O)H 8.2 1.2 0.5 5.8 -(C=O)CH₁₂ 8.9 0.1 -0.1 4.4 -CH=CH2 8.9 -2.3 -0.1 -0.8 -CH3 9.2 0.7 -0.1 -3.0 -CH₂CI 9.3 0.3 0.2 0.0 -C6H5 0.5 -1.1 9.3 0.5 0.2 0.0 -C6H5 13.1 -1.1 0.5 -1.1 -CH2CH3 15.7 -0.6 -0.1 -2.8 -CH(CH3)2 20.2 -2.2 -0.3 -2.8 -C(CH3)3 22.4 -3.3 -0.4 -3.1 _NH(C=O)CH, 9.7 -8.1 0.2 -4.4 -NH₂ 18.2 -13.4 0.8 -10.0 -NO₂ 19.9 -4.9 0.9 6.1 —O(C=O)CH, 22.4 -7.1 0.4 -3.2 -OH 26.9 -12.8 1.4 -7.4 -0C6H5 -OCH, 27.6 -11.2 -0.3 -6.9 31.4 -14.4 1.0 -7.7 TABLE 23.6 Additive parameters for predicting NMR chemical shifts of alkene carbon atoms in CDCl3 Y-C-C-Y' Base value: CH2-CH₂ = 123.3 ppm Y-C-C=C-C-Y' Y-C-C-C-C-C-C-Y' α a' β B' Y Group (Y) a β Y a' B' Y' -C-(sp³) 10.1 7.1 -1.5 -7.7 -2.5 1.0 -CH=CH2 14.5 2.9 -2.4 -5.8 -0.5 1.2 -C6H5 13.6 4.9 -2.5 -9.6 0.7 1.1 -OH 3.9 -6.1 -0.8 3.8 -0(C=O)CH3 17.9 -1.1 -6.7 -25.8 2.3 3.3 -OR 28.5 1.7 -4.9 -37.0 0.7 2.9 0218390 -Br -9.4 1.0 -5.1 -1.5 2.4 4.2 -CI 2.8 0.5 -6.1 2.7 -(C=O)OR 3.0 -2.7 -3.4 7.3 2.2 1.9 -(C=O)OH 4.7 -2.9 -4.3 9.9 3.2 3.2 -(C=O)H 14.7 -4.1 16.2 2.0 -(C=O)R 14.1 -2.9 -3.5 5.5 3.0 1.7 TABLE 23.7 Steric additivity parameters for predicting NMR chemical shifts of alkene carbon atoms in CDC Each pair of aa' cis substituents Each pair of aa geminal substituents Each pair of a'a' geminal substituents Each a methine substituent Each a quaternary substituent -1.1 ppm -4.8 ppm 2.5 ppm 2.3 ppm 4.6 ppm QUESTION 8 Using tables 23.3-23.7, predict the shift for the carbon indicated by the arrow. Report your answer in ppm to the tenths' place. Don't include the units in the answer.OGMU 2020 QUESTION 9 Using tables 23.3-23.7, predict the shift for the carbon indicated by the arrow. Report your answer in ppm to the tenths' place. Don't include the units in the answer.CGMU 2020