Question

Give the structure that corresponds to the following molecular formula and 1H NMR spectrum: C4H10O2: δ 1.36 (3H, d, J = 5.5 Hz); δ 3.32 (6H, s); δ 4.63 (1H, q, J = 5.5 Hz)

Answer 1

degree of unsaturation = ( 4x2 +2 -10)/2 = 0 , no double bonds, 1.36 - 3H (doublet) means CH3 attached to CH , 3.32 -6H means 2 CH3 groups attached to to O. 4.63 1H- quatret means CH attached to CH3 , hence structure is (CH3-O)2-CH-CH3 ,

CH3 1.36 4.63 3.32 cH3 3.32

Answer 2

1.36 3.32 3.32 H3C CH3 НС 4.63 O