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19. The dehydration of2,3-dimethyl-2-butanol with phosphoric acid yields two alk

ID: 696945 • Letter: 1

Question

19. The dehydration of2,3-dimethyl-2-butanol with phosphoric acid yields two alkenes HO0% 4, 150 CH3-C-C-H C-C-H H3C CH3 2,3-dimethy-2-butanol 23-dimethy-1-butene 2,3-dimethyi-2-butene MW 102.18 g/mole B.P 84.16 g/mole 58 C 84.18 g/mole 73EC 120 C A GC analysis ofthe product mixture using a six-foot, SE-30 packed column at 1 10°C afforded the following chromatogr am Time (min) Area 4.45 2209 4.88 start The compound responsible for the major peak (RT = 4 .88) was isolated and an IR spectroscopic analysis done 0.9 0.75 0.6 0.45 3000 2000 1000 Wavenumber (cm-1)

Explanation / Answer

a) Based on the GC analysis the major ptoduct is 2,3-dimethyl-2-butene. Because it has greater boiling point, so it is eluted later when compare with other alkene.

b) Percentage composition = [(53655/(53655+2209)]*100

= 96 %

c) To increase the resolution we have to change the column which is having more polarity.  

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