propose a structure for a compound with molecular formula C8H14O3 that fits the following spectroscopic data HNMR: 3.90 (t, 2H), 2.71 (t, 2H), 2.22 (t, 2H), 1.91 (s, 3H), 1.43 (m, 2H), 0.91 (t, 3H). IR shows two strong peaks at 1670 cm -1 and 1700 cm-1.

An organic compound B with formula C6H14O has the following: IR Spectroscopy      2974 cm-1, 1080 cm-1 Mass Spectrometry       102 (M+), 87, 73 1H NMR Spectroscopy    Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H). Compound B is obtained by the reaction of compound A with NaH followed by CH3CH2Br. The stereochemistry of A is "S"  Using this information, deduce a plausible structure for Compound A with correct stereochemistry.

Propose a structure for the compound that fits the following description. C10H14 7.0 δ, (4H, broad singlet) 2.85 δ (1H, septet J = 8 Hz) 1.20 δ (6H, doublet J = 8 Hz) 2.28 δ (3H, singlet) IR: 825 cm-1 5(a) Degree of the unsaturation of this compound is= , 5(b) Two peaks at 2.85 δ and 1.20 δ indicate that the compound has ..........  group = 4(c) A peak at 2.28 δ indicates that the compound has ............. group=  4(d) IR absorption indicates the compound is .........-disubstituted =  4(e) The name of the compound is =

Loudon | Parise SEVENTH EDITION presented by Macmillan Learning Propose a structure for an amine of formula C,H,N, which liberates a gas when treated with NaNO, and HCl. The 13C NMR spectrum is given, with attached protons in parentheses. 13C NMR: 8 14 (2), 8 34.3 (2), 8 50.0 (1)