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Compound (A) (C(8)H(8)O) on treatment wi...

Compound (A) `(C_(8)H_(8)O)` on treatment with `NH_(2)OH.HCl` gives (B) and (C ). (B) and (C ) rearrange to give (D) and E, respectively, on treatment with acid. (B), (C ), (D), and (E ) are all isomers of molecular formula `(C_(8)H_(9)NO)`. When (D) is boiled with alcoholic KOH, an oil (F) `(C_(6)H_(7)N)` separates out. (F) reacts rapidly with `CH_(3)COCl` to give back (D). On the other hand, (E ) on boiling with alkali followed by acidification gives a white solid (G) `(C_(7)H_(6)O_(2))`. Identify (A) to (G).

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The correct Answer is:
`underset("Acetophenone")((A))underset("Acetophenone oxime")((B)) underset("Z-Acetophenone oxime")((C))`
`C_(6)H_(5)-NH-overset(O)overset(||)C-CH_(3) C_(6)H_(5)-overset(O)overset(||)C-NH-CH_(3) C_(6)H_(5)-NH_(2) C_(6)H_(5)-COOH`
`underset("Acetanilide")((D))underset("N-methyl benzamide")((E))underset("Aniline")((F))underset("Benzoic acid")((G))`
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(a) Compound A (C_(8)H_(8)O) on treatment with NH_(2) OH. HCI gives B and C. B and C rearrange to give D and E, respectively on treatement with acid. B, C, D and E are all isomers of moleculare formula (C_(8)H_(9)N) When D is boiled with alcohol KOH an oil F (C_(6)H_(7)N) separates out F, reacts rapidly with CH_(3) COOI to give back D. On the other hand. E on boiling with alkali followed by acidification gives a white solid G (C_(7)H_(6)O_(2)) . Identify A-G (b) Carry out the following transformation in not more than three steps. 1 -butyne "to" 2 -pentanone

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The three compounds (A),(B), and (C) on hydrogenation with H_(2)+Pd give (D),(E) and (F) , respectively. Compounds (D),(E) and (F) are :

An organic compound A (C_(7)H_(6)Cl_(2)) on treatment with NaOH solution gives another compound B (C_(7)H_(6)O) . B on oxidation gives and acid C (C_(7)H_(6)O_(2)) which on treatment with a mixture of conc. HNO_(3)" and "H_(2)SO_(4) gives a compound D (C_(7)H_(5)NO_(4)) . B on treatment with conc. NaOH gives a compound E (C_(7)H_(8)O)" and "C_(6)H_(5)COONa . Deduce the structures of [A], [B], [C], [D] and [E].

Why does not (C) gives (D) or (D_(1)) on treatment with alcoholic KOH or with C_(2)H_(5)Ona+C_(2)H_(5)OH ?

ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-4[B]
  1. A: CH(3)overset(O)overset(||)C Cl B: CH(3)overset(O)overset(||)CH (Ros...

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  2. When the compound shown was heated in refluxing hydrochloric acid, a c...

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  3. CH(3)COO^(-) (acetate ion) is more stable than C(2)H(5)O^(-) (ethoxide...

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  4. Which is more reactive in each pair towards S(N) reaction ? (A) CH(3...

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  5. overset(AlCl(2))rarrAunderset(HCl)overset(Zn(Hg))rarrBoverset(SOCl(2))...

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  6. reacts with : gamma-Butyroactone (ester) What are the producut in ...

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  7. In case aldehydes and ketones there is addition of nucleophile but in ...

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  8. (i) What are A & B ? (ii) Which reagent will convert B into A ?

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  9. What happens when ? (i)

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  10. Complete the following sequence of reactions : underset(Delta)overs...

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  11. An organic compound (A) composed of C, H, and O gives a characteristic...

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  12. Compound (A) (C(8)H(8)O) on treatment with NH(2)OH.HCl gives (B) and (...

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  13. Two isomeric compounds (A) and (B) have C(4)H(11)N as molecular formul...

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  14. A mixture of two aromatic compounds (A) and (B) separated by dissolvin...

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  15. Give structures of (A),(B),(X),(Y) in the given scheme of reactions, i...

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  16. Explain the mechanism of the following change :

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  17. CH(3)CH(2)underset(O^(o+))underset(|)overset(CH(3))overset(|)(N^(o+))-...

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  18. The number of isomeric amines possible for the formula C(3)H(9)N

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  19. Identify A,B,C and D.

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  20. The two amines shown differ by a factor of about 40,000 in their ionis...

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