The following mass-spectral data are for two of the compounds in Problem 32. Match each mass spectrum with one of them. 

(a) m/z (relative intensity) = 101(8), 86(11), 72(79), 58(10), 44(40), and 30(100). 

(b) m/z (relative intensity) = 101(3), 86(30), 58(14), and 44(100).

Data From Problem 32

(a) ¹³C NMR: δ = 23.7 (CH₃) and 45.3 (CH) ppm. IR: 3300 cm^-1. 

(b) ¹³C NMR: δ = 12.6 (CH₃) and 46.9 (CH₂) ppm. IR: no bands in 3250 – 3500 cm^-1 range. 

(c) ¹³C NMR: δ = 12.0 (CH₃), 23.9 (CH₂), and 52.3 (CH₂) ppm. IR: 3280 cm^-1. 

(d) ¹³C NMR: δ = 14.2 (CH₃), 23.2 (CH₂), 27.1 (CH₂), 32.3 (CH₂), 34.6 (CH₂), and 42.7 (CH₂) ppm. IR: 1600 (broad), 3280, and 3365 cm^-1. 

(e) ¹³C NMR: d 5 25.6 (CH₃), 38.7 (CH₃), and 53.2 (C_quaternary) ppm. IR: no bands in 3250 – 3500 cm^-1 region.