From each group of three molecules, choose the one whose structure is most consistent

Chapter 10, Problem 57

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From each group of three molecules, choose the one whose structure is most consistent with theproton-decoupled 13C NMR data. Explain your choices. (a) CH3(CH2)4CH3, (CH3)3CCH2CH3,(CH3)2CHCH(CH3)2; d 5 19.5 and 33.9 ppm. (b) 1-Chlorobutane, 1-chloropentane, 3-chloropentane;d 5 13.2, 20.0, 34.6, and 44.6 ppm. (c) Cyclopentanone, cycloheptanone, cyclononanone; d 5 24.0,30.0, 43.5, and 214.9 ppm. (d) ClCH2CHClCH2Cl, CH3CCl2CH2Cl, CH2 5 CHCH2Cl; d 5 45.1,118.3, and 133.8 ppm. (Hint: Consult Table 10-6.)

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