Propose a structure consistent with each set of data.a. Compound A:Molecular formula: C8H10OIR absorption at 3150–2850 cm–11H NMR data: 1.4 (triplet, 3 H), 3.95 (quartet, 2 H), and 6.8–7.3 (multiplet, 5 H) ppm b. Compound B:Molecular formula: C9H10O2IR absorption at 1669 cm–11H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H), and 7.9 (doublet, 2 H) ppm

Propose a structure consistent with each set of spectral data: a. C4H8Br2: IR peak at 3000–2850 cm−1; NMR (ppm):   1.87 (singlet, 6 H)    3.86 (singlet, 2 H) b.C3H6Br2: IR peak at 3000–2850 cm−1; NMR (ppm):   2.4 (quintet)  3.5 (triplet) c. C5H10O2: IR peak at 1740 cm−1; NMR (ppm):    1.15 (triplet, 3 H) 2.30 (quartet, 2 H)     1.25 (triplet, 3 H) 4.72 (quartet, 2 H) d.C3H6O: IR peak at 1730 cm−1; NMR (ppm):     1.11 (triplet)      2.46 (multiplet)      9.79 (triplet)

1. Compound A (CHN) is soluble in dilute HCl. The IR absorption spectrum shows two bands in the 3300-3500 cm region. The broadband proton-decoupled 13C spectrum of A is given below. Propose a structure for A. A, C10H15N CH CH CH C C CDCl3 CH3 CH2 TMS 220 200 180 160 140 120 100 80 60 40 20 0 8c (ppm) The broadband proton-decoupled 13C NMR spectra of compounds A, B, and C. Information from the DEPT 13C NMR spectra is given above each peak.

Provide a structure that is consistent with the data: molecular formula C6H10. 1H NMR: 2.0 ppm (1H, septet), 1.8 ppm (3H, singlet), 0.9 ppm (6H, doublet) A) B) C) D) E) "i CH3CH2C=CH -CC-CH₂ O A OB OC OD OE CH₂