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Which of the following explain why prope...

Which of the following explain why propene undergo electrophilic addition with HBr, but not with HCN?

A

`Br^(-)` is better nucleophile than `CN^(-)`

B

HBr being better source of proton as it is stronger acid than HCN

C

HCN attacks preferentially via lone pair of nitrogen

D

The C-Br bond being stronger is formed easily as compared to C-CN bond

Text Solution

Verified by Experts

The correct Answer is:
B

HBr is a better source of proton. It gives `H^(+) and Br^(-)` ions. `HBr rarr H^(+)+Br^(-)`
Thus, `H^(+)` attacks the `pi`-bond of propene to form carbonium ion as
`CH_(3)-undersetunderset(CH_(3))(|)overset(+)(CH)+Br^(-)rarrunderset(("major product"))(CH_(3)-underset(CH_(3))underset(|)(CH)-Br)`
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BRILLIANT PUBLICATION-ORGANIC CHEMISTRY : SOME BASIC PRINCIPLES - PART II (ISOMERISM AND REACTION MECHANISM) -LEVEL-II
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  2. Consider the following carbanions? Correct order of stability is

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  3. Which of the following explain why propene undergo electrophilic addit...

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  4. Examine the following statements regarding S(N)2 reaction 1. The rat...

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  5. The substitution reaction among the following is

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  6. Which among the following statements are true with respect to electron...

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  7. The arrangement of (CH(3))(3)C-,(CH(3))(2)CH-,CH(3)CH(2)- when attache...

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  8. The stability of Me(2)C=CH(2) is more than that of MeCH(2)CH=CH(2) due...

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  9. Among the following structure the one which is not a resonating struct...

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  10. The stability of carbanions in the order: I. RC-=C II. III. R(2)C=C...

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  11. The effective electrophile in aromatic sulphonation is:

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  12. Among the given compounds, the most susceptible to nucleophilic attack...

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  13. Which one of the nitrogen atoms in underset("I")(H(2)N)-underset("II")...

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  14. Which one of the following is an intermediate in the reaction of benze...

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  15. The hydrolysis of 2-bromo-3-methylbutane by S(N)1 mechanism gives main...

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  16. In an S(N)2 substitution reaction of the type R-Br+Cl^(-)overset("DMF"...

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  17. The product of which of the following reactions has the highest ease t...

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  18. Which will undergo fastest S(N)2 substitution reaction when treated wi...

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  19. Under identical conditions, S(N)1 reaction will occur most efficient w...

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  20. Consider the reaction, RCHO+NH(2)NH(2)rarrRCH=N-NH(2). What type of re...

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