bromine, this compound (L1) is treated with magnesium in ether to obtain L2 , which reacts violently with D2O for 1-methyl cyclohexene with a deuterium atom in the methyl group (L3). The L2 reaction is treated with acetone followed by hydrolysis to give L4. Heating L4 with concentrated sulfuric acid gives L5, which decolors the bromine, obtaining L6. L5 undergoes hydrogenation with excess hydrogen and platinum as a catalyst giving rise to isobutyl cyclohexane. Determine the structures of compounds L1 through L6.
There are following steps given in transformation of L6 from L1 -
(1) The unknown compound (L1) that contains 52% Carbon, 6% Hydrogen and 42% bromine, this compound (L1) is treated with magnesium in ether to obtain L2.
Here C= 52% , H=6% , Br = 42% , show some variation , with Molecular formula C7H11Br.
C = 52/12 = 4.33 /0.525 = ~ 7
H = 6/1 = 6 /0.525 = ~ 11
Br = 42/80 = 0.525 = 1
Thus, L1 is C7H11Br. And it is 1- bromomethylcyclohexene , because it will give deutarated 1-methyl Cyclohexene with D2O in second step.
(2) L2 reacts violently with D2O for 1-methyl cyclohexene with a deuterium atom in the methyl group (L3).
(3) The L2 reaction is treated with acetone followed by hydrolysis to give L4.
(4) Heating L4 with concentrated sulfuric acid gives L5.
(5) L5 decolors the bromine, obtaining L6.
(6) L5 undergoes hydrogenation with excess hydrogen and platinum as a catalyst giving rise to isobutyl cyclohexane.
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