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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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To solve the problem step by step, we will identify compounds A to G based on the given information and the reactions described. ### Step 1: Identify Compound A Compound A has the molecular formula \( C_8H_8O \). A common compound fitting this formula is **acetophenone** (C6H5C(O)CH3), which has a phenyl group attached to a carbonyl group. ### Step 2: Reaction with Hydroxylamine When compound A (acetophenone) reacts with hydroxylamine hydrochloride (\( NH_2OH.HCl \)), it forms oximes (B and C). The oxime formation involves the nucleophilic attack of hydroxylamine on the carbonyl carbon, leading to the formation of two geometric isomers: - **B**: (E)-acetophenone oxime - **C**: (Z)-acetophenone oxime ### Step 3: Rearrangement to Compounds D and E Both oximes (B and C) can rearrange upon treatment with acid to yield: - **D**: An isomer of B (possibly an amide) - **E**: An isomer of C (possibly another amide) ### Step 4: Identify Compounds D and E Since B and C are isomers of the formula \( C_8H_9NO \), D and E must also be isomers of this formula. They could be: - **D**: Acetanilide (C6H5C(O)NH2) - **E**: Another isomer such as N-phenylacetamide. ### Step 5: Reaction of D with Alcoholic KOH When compound D (acetanilide) is boiled with alcoholic KOH, it undergoes dehydrohalogenation to form an oil: - **F**: Aniline derivative (C6H7N). ### Step 6: Reaction of F with Acetyl Chloride The oil (F) reacts rapidly with acetyl chloride (\( CH_3COCl \)) to regenerate compound D (acetanilide). ### Step 7: Reaction of E with Alkali and Acidification On the other hand, compound E (N-phenylacetamide) when boiled with alkali followed by acidification yields a white solid: - **G**: Benzoic acid (C7H6O2). ### Summary of Compounds - **A**: Acetophenone (C6H5C(O)CH3) - **B**: (E)-acetophenone oxime - **C**: (Z)-acetophenone oxime - **D**: Acetanilide (C6H5C(O)NH2) - **E**: N-phenylacetamide - **F**: Aniline derivative (C6H7N) - **G**: Benzoic acid (C7H6O2)
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ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-5[B]
  1. overset("Cold dil.alk ,KMnO"(4))rarrXoverset(HlO(4))rarr overset(OH^(-...

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  2. Complete the following :

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

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  4. Carry out the following transformation in not more than three steps. ...

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  5. An organic compound (A) (C(6)H(10)O) on reaction with CH(3)MgBr follow...

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  6. An organic compound (A) reacts with H(2) to give (B) and (C) successiv...

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  7. What'is X?

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  8. 1^("st") member of ketone family and its next homologue reacts with NH...

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  9. Cyclohexene on ozonolysis followed by reaction with zinc dust and wate...

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  10. Statemet-1 : Glucose gives a reddish-brown precipitate with Fehling's ...

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  11. In the following reaction sequence, products I, J, and L are formed. K...

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  12. In the following reaction sequence, products I, J, and L are formed. K...

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  13. In the following reaction sequence, products I, J, and L are formed. K...

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  14. A tertiary alcohol (H) upon acid-catalysed dehydration gives a product...

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  15. A tertiary alcohol (H) upon acid-catalysed dehydration gives a product...

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  16. A tertiary alcohol (H) upon acid-catalysed dehydration gives a product...

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  17. A carbonyl compound (P) which gives positive iodoform test, undergoes ...

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  18. A carbonyl compound (P) which gives positive iodoform test, undergoes ...

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  19. A carbonyl compound (P) which gives positive iodoform test, undergoes ...

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  20. An acyclic hydrocarbon P, having molecular fromula C(6)H(10) gave acet...

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