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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 rotation

C

a mixture of diastereomers

D

a single stereoisomer

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The correct Answer is:
D
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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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Glucose has_____ asymmetric carbon atom.

OP TANDON-BASIC PRINCIPLES OF ORGANIC COMPOUNDS (MECHANISM OF ORGANIC REACTIONS)-OBJECTIVE QUESTIONS (Level-A)
  1. Which of the following statements regarding the resonance energy of be...

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  2. The strongest base in aqueous solution among the following amines is :

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  3. As S(N^(2)) reaction at an asymmetric carbon of a compound always give...

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

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  5. Which the following compound undergoes nucleophilic substitution react...

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  6. The corret order of increasing basicity of the given conjugated bases ...

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  7. Which of the following is correct for stability of phenoxide ion?

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  8. In the anion HCOO^(-), the two carbon-oxygen bonds are found to be equ...

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  9. Which of the following is a free radical substitution reaction?

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  10. Among the following compounds, the decreasing order of reactivity towa...

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  11. Arrange the following nucleophiles in the order of their nucleophilic ...

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

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  13. Which one of the following is not true regarding electromeric effect?

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  14. Which of the following acids has the smallest dissociation constant?

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  15. H(3)C-underset(D)underset(|)CH-underset(CH(3))underset(|)(C)H(3)+Br^(*...

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  16. Among the following carbocations : (I) Ph(2)overset(+)"C"CH(2)Me (II...

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  17. Which one of the following characteristics belongs to an electrophile?

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  18. Carbocation as an intermediate is likely to be formed in the reaction ...

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  19. Which of the following pK(a) values, represents the strongest acid?

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  20. Which of the following orders regarding relative stability of free rad...

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