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An alkyl bromide A has molecular formula...

An alkyl bromide A has molecular formula `C_(8)H_(17)Br` and four different structures can be drawn for it, all optically active. A on refluxing with ethanolic `KOH` solution yields only one elirnination product `B(C_(8)H_(16))` which it still enantiomeric. B on treatment with `H_(2)//Pt` yields `C(C_(8)H_(18))` which does not rotate the plane polarized light, B on ozonolysis followed by work-up with `H_(2)O_(2)` yields `D(C_(7)H_(14)O)` as one product which it still resolvable. Deduce structures of A to D.

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`(##ALN_CHM_C08_E01_089_A01##)`
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An organic compound 'A' has molecular formula C_(9)H_(13)NO and it can be resolved into enatiomers. A does not decolourise bromine water solution. A on reflxing with dilute H_(2)SO_(4) yields another resolable compound B(C_(9)H_(14)O_(3)) which gives effervescence with NaHCO_(3) . B on treatemet with NaBH_(4) yields C(C_(9)H_(16)O_(3)) on heating with concentrated H_(2)O_(4) yields ester D(C_(9)H_(14)O_(2)) . Compound A on reduction with LiAIH_(4) , followed by treatement of H_(2)SO_(4) yields following compound: The sweet smelling neutral compound D is:

An organic compound A has molecular formula C_(10)H_(17)Br and it is non-resolvable. A does not decolourize brown colour of bromine water solution. A on treatement with (CH_(3))_(2 COK//(CH_(3))_(3)COH yields B as majot product. B on treatment with H_(2)//Pt yields (C_(10)H_(16)) which on treatment with CI_(2)//hv yields three monochloro derivative. Also B on boiling with acidic permanganate solution yields C(C_(10)H_(16)O_(3))C . on heating with sodalime yields D(C_(9)H_(16)O).D on reducing with LiAIH_(4) followed yields C(C_(10)H_(16)O_(3)).C on heating with sodalime yields D(C_(9)H_(16)O).D on reducing with LiAIH_(4) followed by heating product with concentrated H_(2)SO_(4) yields E(C_(9)H_(16)) as major product. E on treatment with ozone followed by work-up with Zn-H_(2)O yields 6-Ketononanal. Compound B is:

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ALLEN-ALKYL AND ARYL HALIDE-EXERCISE
  1. Propose mechanism of the following reactions:

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

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

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

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  5. Identify B to F

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  6. Vinyl chloride does not give S(N) reaction but alkyl chloride gives. E...

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

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

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  9. SN^(1) reaction is feasibole in-

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  10. Bottles containing C(6)H(5)I and C(6)H(5)-CH(2)I lost their original l...

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  11. The reaction of chloroform with alcoholic KOH and p-toluidine form-

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  12. The compound formed on heating chlorobenzen with chloral in the prese...

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  13. Tertiary alkyl halidea are practially inert to substitution by SN^(2)...

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  14. Among the following the one that gives pistive idoform test upon react...

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  15. The structure of the major product formed in the following reaction is...

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  16. CH(3)Br +Nu^(Theta) rarr CH(3)-Nu +Br^(Theta) The decreasing order o...

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  17. Which of the following on heating with aqueous KOH produces acetaldehy...

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  18. Consider the following bromides,- The correct order of S(N)1 reac...

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  19. Iodoform can be prepared form all expect:-

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  20. C(2)H(5)Br overset(AgCN)rarr X overset("Reduction")underset(Zn-Hg//HCI...

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