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The compounds that will give an isomer o...

The compounds that will give an isomer of 2, 2-dimethyl propane on catalytic hydrogenation are
(1) `CH_(3)CH = underset(CH_3)underset(|)C-CH_(3)`
(2) `CH_(3)CH = CHCH_(3)`
(3) `CH_(3)overset(H)overset(|)C= CHCH_(2)CH_(3)`
(4) `CH_(3)underset(CH_(3))underset(|)C = underset(CH_(3))underset(CH_3)C- CH_(3)`

A

1 and 4

B

2 and 4

C

1 and 3

D

1 and 2

Text Solution

Verified by Experts

The correct Answer is:
C

Structure of 2,2 dimethylpropane is
`CH_(3)-overset(CH_3)overset(|)underset(CH_3)underset(|)C-CH_(3)`
Method I :
Now, on catalytic hydrogenation of
`CH_(3)-CH= underset(CH_3)underset(|)C-CH_(3) "gives" underset("(isomer of 2,2 - dimethyl propane)")(CH_(3) - CH_(2) - underset(CH_3)underset(|)CH-CH_(3))`
Also
`CH_(3)-CH = CH-CH_(2)-CH_(3)` gives `underset("(isomer of 2,2 - dimethyl propare)")(CH_(3)-CH_(2) - CH_(2)-CH_(2)CH_(3))`
Method II : Count number of carbon atoms in 2, 2-dimethyl propane i.e., 5 carbons.
Now count the number of carbons in given options only 1 and 3 have 5 number of carbons `therefore` (c) is correct.
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