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An optically active compound A (assume d...

An optically active compound A (assume dextrorotatory) has the molecular formula `C_(7)H_(11)Br`. A reacts with hydrogen bromide, in the absence of peroxides to yield isomeric products, B and C, with the molecular formula `C_(7)H_(12)Br_(2)`. Compound B is optically active, C is not. Treating B with 1 mol of potassium butoxide yields `(+)-A`. Treating C with 1 mol of potassium tert-butoxide yields `(+-)-A`. Treating A with potassium tert-butoxide yields `D(C_(7)H_(10))`. Subjecting 1 mol of `D` to ozonolysis followed by treatement with zinc and acetic acid yields 2 moles of formaldehyde and 1 mole of 1,3-cyclopentanedione.

The compound 'B' is:

A

B

C

D

Text Solution

Verified by Experts

The correct Answer is:
C
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ALLEN-ALKYL AND ARYL HALIDE-EXERCISE
  1. Nucleophilic aliphatic substitution reaction is mainly of two types: S...

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  2. An optically active compound A (assume dextrorotatory) has the molecul...

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  3. An optically active compound A (assume dextrorotatory) has the molecul...

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  4. Select the member of each pair that shows rate of S(N)2 reaction with ...

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  5. Of the following statements which are true for S(N)1 reaction. (a) T...

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  6. Of the following statements , which are true for S(N)2 reaction. (a)...

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  7. Arrange the isomers of molecular formula C(4)H(9)CI in order of decrea...

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  8. There is an overall 29-fold difference in reactivity of 1-chlorohexane...

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  9. Identify the product when A reacts with

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  10. Which is faster in the following pairs of halogen compounds undergoing...

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  11. R -Mg-Br(A) on reaction with H(2)O forms a gas (B), which occupied 1.4...

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  12. Provide structure of major product in the following reaction indicatin...

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  13. Propose mechanism of the following reactions:

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  14. Which of the following alkyl halide could be successfully used to synt...

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  15. An alkyl bromide A has molecular formula C(8)H(17)Br and four differen...

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  16. Identify A to G in the following. (a) overset(Br(2), C Cl(4))rarr A...

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  17. Identify B to F

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  18. Vinyl chloride does not give S(N) reaction but allyl chloride gives. E...

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  19. Arrange the following in the increasing order of their ability as a le...

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  20. RBr when treated with AgCN in a highly polar solvent gives RNC whereas...

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