. For each set of spectral data, propose an acceptable structure that is consistent with the data. a. MS: M+ m/z=71, IR: 3340, 2960, 2870 cm-1 , 13C NMR: 47.20 (CH2), 25.64 (CH2) ppm b. MS: M+ m/z= 102, IR: 2960, 2870 cm-1, 13C NMR: 72.73 (t), 23.20 (t), 10.80 (q) ppm c. MS: M+ m/z=74, IR: 3310, 2960, 2870 cm^-1, 13C NMR: 62.44 (down), 34.86 (down), 18.98 (down), 13.88 (up) ppm (DEPT-direction) d. MS: M+ m/z=92 (M:M+2=3:1), IR: 2960, 2870 cm^-1, 13C NMR: 67.29 (C), 34.46 (CH3) ppm e. MS:M+ m/z=70, IR: 3070, 2960, 2870, 1666 cm^-1, 13C NMR: 138.92 (t), 114.26 (d), 35.96 (t), 22.17 (t), 13.59 (q) ppm f. MS: M+ m/z= 72, IR: 2960, 2870 cm^-1, 13C NMR: 31.68 (t), 29.80 (d), 22.20 (q), 11.69 (q) ppm g. MS: M+ m/z= 84, IR: 2960, 2870, 1734 cm^-1, 13C NMR: 220.16 (C), 38.30 (CH2), 23.24 (CH2) ppm h. MS:M+ m/z= 138, (M:M+2=1:1), IR: ~3010(broad), 1715 cm^-1, 13C NMR: 173.61(s), 25.21(t) ppm i. MS:M+ m/z=88, IR: 2960, 2870, 1736cm^-1, 13C NMR: 170.95 (C), 60.34 (CH2), 20.98 (CH3), 14.23 (CH3) ppm j. MS: M+ m/z=73, IR: 3410, 2960, 2870, 1668 cm^-1, 13C NMR: 171.27 (C), 26.26 (CH3), 22.87 (CH3) ppm

. For each set of spectral data, propose an acceptable structure that is consistent with the data. a. MS: M+ m/z=71, IR: 3340, 2960, 2870 cm-1 , 13C NMR: 47.20 (CH2), 25.64 (CH2) ppm b. MS: M+ m/z= 102, IR: 2960, 2870 cm-1, 13C NMR: 72.73 (t), 23.20 (t), 10.80 (q) ppm c. MS: M+ m/z=74, IR: 3310, 2960, 2870 cm^-1, 13C NMR: 62.44 (down), 34.86 (down), 18.98 (down), 13.88 (up) ppm (DEPT-direction) d. MS: M+ m/z=92 (M:M+2=3:1), IR: 2960, 2870 cm^-1, 13C NMR: 67.29 (C), 34.46 (CH3) ppm e. MS:M+ m/z=70, IR: 3070, 2960, 2870, 1666 cm^-1, 13C NMR: 138.92 (t), 114.26 (d), 35.96 (t), 22.17 (t), 13.59 (q) ppm f. MS: M+ m/z= 72, IR: 2960, 2870 cm^-1, 13C NMR: 31.68 (t), 29.80 (d), 22.20 (q), 11.69 (q) ppm g. MS: M+ m/z= 84, IR: 2960, 2870, 1734 cm^-1, 13C NMR: 220.16 (C), 38.30 (CH2), 23.24 (CH2) ppm h. MS:M+ m/z= 138, (M:M+2=1:1), IR: ~3010(broad), 1715 cm^-1, 13C NMR: 173.61(s), 25.21(t) ppm i. MS:M+ m/z=88, IR: 2960, 2870, 1736cm^-1, 13C NMR: 170.95 (C), 60.34 (CH2), 20.98 (CH3), 14.23 (CH3) ppm j. MS: M+ m/z=73, IR: 3410, 2960, 2870, 1668 cm^-1, 13C NMR: 171.27 (C), 26.26 (CH3), 22.87 (CH3) ppm

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

Section12.SE: Something Extra

Problem 48AP: The infrared spectrum of the compound with the mass spectrum shown below lacks any significant...

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