Question

just the circled ones only

8.10 Suggest structures consistent with the following 'H NMR data: a. Сно triplet (1.0 ppm, 3H) singlet (2.1 ppm, 3H) quartet (2.4 ppm, 2H) b. С Н.о, triplet (1.2 ppm, 3H) singlet (2.1 ppm, 3H) quartet (4.1 ppm, 2H) усно singlet (2.4 ppm, 3H) multiplet (7.5 ppm, 5H) singlet (1.6 ppm, 6H) singlet (3.1 ppm, 2H) multiplet (7.3 ppm, 5H) 1. Сно, triplet (1.2 ppm, 3H) singlet (2.4 ppm, 3H quartet (4.2 ppm, 2H) . СHСO triplet (1.4 ppm, 3H) quartet (3.8 ppm, 2H) singlet (5.6 ppm, 2H) k. C.H,Br quintet (2.2 ppm, 2H) triplet (2.8 ppm, 2H) triplet (3.4 ppm, 2H) multiplet (7.2 ppm, 5H) d. C,H,Bro singlet (3.3 ppm, 3H) singlet (4.9 ppm, 21H) асно singlet (3.7 ppm, 3H) "H multiplet (1.9 ppm, 1H) doublet (2.4 ppm, 2H) singlet (7.2 ppm, 5H) m. С, Н,О, triplet (1.3 ppm, 3H) quartet (3.7 ppm, 2H) singlet (4.2 ppm, 2H) singlet (11.0 ppm, 1H) n. C,H O, singlet (1.2 ppm, 6H) singlet (2.1 ppm, 3H) singlet (2.8 ppm. 21) singlet (3.7 ppm, 1H) doublet (0.9 ppm, 6H) multiplet (7.0 ppm, 5H) rCH 10 14 singlet (1.3 ppm, 9H) singlet (7.3 ppm, SH) 8. СH.Br doublet (1.1 ppm, 6H) multiplet (1.9 ppm, IH) doublet (3.4 ppm, 2H) 12

Answer 1

(③ C8H80 DBU = c - H + 1 DBU = 8-8 +1 = 5 Degree of unsaturation = 5 Singlet (b). 5H (Hydrogen an benzene ring) multiplet al 15 (a) • 3H (Singlets) at 2:48pm → Due to electron with drawing nature of carbonyl group chemical shift due to -CH₂ increase. (e) GH8O DBU = 7-8 +1 = 4 (a) Singlet (3.7ppm, 3H) means CH₃ group attaches to oxygen - OCH₃ group. 7, Singlet (6) Protons on benzene ring gives multiplet.

(f) Clothu DBU = 10-14 +1 = 4 (a) Singlet (1.3 ppm, GH) means gH are equivalent, and adjacent carbon does not have any protons (b) Singlet (7.3 ppm, 5H) =) Benzene protons. CH₃9 -c-cha cha (h) Cotizce DBU = C- - +! = 10- 13 - 1 + 1 = 10+ 6.5 -0.5+1 (a). Singlet (1.6,64) 6H are equivalent. (b) . Singlet (3.1.2H) 2H au equivalent and electronegative atom attaches to carbon. • Multiplet (7.3,5H) Benzene protons. CH₃a C-CHO Cotizce T (65 CH₂ - CGHS Cu Hg ce (C) .