1.

Write structures of various carbocations that can be obtained from 2-methylbutane . Arrange these carbocations in order of increasing stabililty.

Answer»

Solution :`square ` 2-methyl butane has four different sets of EQUIVALENT H-atoms .
`CH_(3) - underset (CH_(3))underset (|)(C)H- CH_(2) - CH_(3)`
` square ` Removal of H-atom from any of C-atom GIVES four different carbocations .
(i) ` CH_(3) - underset(CH_(3))underset(|) overset (BETA)(CH)-overset(oo)(CH_(2) )- overset(+)(CH_(2))`
(ii) ` CH_(3) - underset(CH_(3))underset(|) (CH)-overset(+)(CH_(2) )- CH_(3)`
(iii) ` CH_(3) - underset(CH_(3))underset(|) overset(+)(C)larrCH_(2) - CH_(3)`
(iv)` overset(+)(CH_(2)) - underset(CH_(3))underset(|) (C)- CH_(2) - CH_(3)`
` square ` Stability order of carbocation is ` 3^(@) gt 2^(@) gt 1^(@)`
` square ` Though I & IV are primary carbocations , I has ` alpha-CH_(3) ` group at ` beta `- carbon and while IV has ` - CH_(3)" at " alpha ` - carbon .
` square+ I ` EFFECT decreases with distance , hence IV is more stable than I
` squaretherefore `The overall stability is ` I lt IV lt II lt III `.


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