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Additionof HCI to 3,3 dimethyl but-1-ene...

Additionof HCI to 3,3 dimethyl but-1-ene yields two products, one of which has a rearranged carbon skeleton. Which of the following cations are intermediates in that reaction ?
`(CH_(3))_(3) overset(o+) underset(I) C CHCH_(2)Cl " " (CH_(3))_(3) underset(II)(C)overset(o+)CHCH_(3)`
`(CH_(3))_(2) overset(o+) underset(III)underset(Cl) underset(|) C (CH_(3))_(2) " " (CH_(3))_(2) underset(IV)overset(o+) C CH(CH_(3))_(2)`

A

Both I and II

B

Both I and III

C

Both II and III

D

Both II and IV

Text Solution

Verified by Experts

The correct Answer is:
D

`CH_(3)-overset(CH_(3))overset(|)underset(CH_(3)) underset(|)C CH=CH_(2)overset(HCl)to CH_(3)-overset(CH_(3))overset(|)underset((II)) underset(CH_(3))underset(|)C-underset(o+)CH-CH_(3) overset("Rearrangement") toCH_(3)-overset(CH_(3))overset(|)underset(o+)C-underset((iv)) underset(CH_(3)) underset(|)(CH-CH_(3))`
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MHTCET PREVIOUS YEAR PAPERS AND PRACTICE PAPERS-BASIC PRINCIPLES AND TECHNIQUES IN ORGANIC CHEMISTRY-EXERCISE 2
  1. When CH(3)Cl undergoes homolytic bond-fission

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  2. Which one of the following C-H bonds is the wekest for homolytic fissi...

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  3. In which of the following ways does the hydride ion tend to function ?

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  4. Most stable radical is

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  5. Select the incorrect statement .

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  6. Dehydrobromination (-HBr) of the following in increasing order is

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  7. The structural formula of 2-oxo-3-methyl-(N-bromo) butanamide is

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  8. Indicate the wrongly named compound

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  9. The most stable carbanion is

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  10. The most stable free radical among the following is

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  11. CH(3) overset(*) H(2) disproportionates to

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  12. Additionof HCI to 3,3 dimethyl but-1-ene yields two products, one of w...

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  13. Basic strength of CH-=overset(Theta)C(l), CH(2)=overset(Theta) CH(II) ...

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  14. Electrophile overset(o+)(NO(2)) attacks the following In which ca...

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  15. Major organic product fomred from the following sequence of reactions ...

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  16. Among the following, which is least acidic ?

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  17. In which of the following compounds, does the substituent not exert it...

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  18. When acidified sodium extract of organic compound is treated with acet...

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  19. The formation of yellow precipitate by the addition of solution of amm...

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  20. In Carius tube, the compound ClCH(2)COOH was heated with fuming HNO(3)...

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