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As S(N^(2)) reaction at an asymmetric ca...

As `S_(N^(2))` reaction at an asymmetric carbon of a compound always gives:

A

An enantiomer of the substrate

B

A product with opposite optical ortation

C

A mixture of diastereomers

D

A single stereoisomer

Text Solution

Verified by Experts

The correct Answer is:
B
`S_(N^(2))`- reaction optical inversion takes place so in `S_(N^(2))`- reaction at an asymmetric carbon of a compound always gives a product with opposite optical rotation.
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The high reactivity of alkyl halides can be explained in tems of nature of C-X bond which is highly polarised covalent bond due to large difference in the electronegativities of carbon and halogen atom. This polarity is responsible for the nucleophilic substitution reaction of alkyl halides which mostly occur by S_(N^(1)) and S_(N^(2)) mechanisms. S_(N^(1)) reaction is a two step process and in the first step R-X ionises to give carbocation (slow process). In the second step the nucleophilic attacks the carbocation from either side to form the prodcut (fast process) . In S_(N^(1)) reaction there can be reacemization and inversion . S_(N^(1)) reaction is favoured by heavy (bulky) groups on the carbon atom attached to halogens. i.e., R_(3)C-Xgt R_(2)CH-Xgt R_CH_(2)X gt CH_(3)X. " In " S_(N^(2)) reaction the strong nucleophilie OH^(-) attacks from the opposite side of the chlorine atom to give an inyermediate (transition state). which breaks to yield the product (alcohol) and leaving (X^(-)) group. The alcohol has a configuration opposite to that of the bromide and is said to proceed with inversion of configuration. S_(N^(2)) reaction is favoured by small groups on the carbon atom attached to halogen i.e., CH_(3)-X gt R-CH_(2)X gt R_(2) CHX gt R_(3) C-X An S_(N^(2)) reaction at an asymmetric carbon of a compound always gives:

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ERRORLESS -GENERAL ORGANIC CHEMISTRY-JEE Section (Only one choice correct answer)
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  3. As S(N^(2)) reaction at an asymmetric carbon of a compound always give...

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  4. The number of isomers for the compound with molecular formula C(2)BrCl...

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  5. Hydrogenation of the above compound in the presence of poisoned Pd cat...

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  6. Identify the correct order of reactivity in electrophilic substitution...

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  7. Which of the following compounds exhibits stereoisomerism?

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  8. Which of the following hydrocarbons has the lowest dipole moment

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  9. Which of the following represent the given mode of hybridisation sp^(2...

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  10. How many structures of F is possible?

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  11. An enantiomerically pure acid is treated with racemic mixture of an al...

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  12. Among the following, the molecule with the highest dipole moment is :

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  13. On monochlorination of 2-methylbutane, the total number of chiral comp...

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  14. The major product obtained when (Br2)/(Fe) is treated with

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  15. C(2) is rotated anti-clockwise 120^(@) about C(2)-C(3) bond. The resul...

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  16. Arrange in order of increasing acidic strength

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  17. Which of the following resonating structures of 1-methoxy-1,3-butadien...

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  18. C(5)H(11)Cloverset("frictional distillation")rarr M (isomeric product)...

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  19. The IUPAC name of C(6)H(5)COCl is

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  20. Among the following, the least stable resonance structure is :

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