An Aliphatic Unsaturated Hydrocarbon (A) When Treated With ...

English0CISCEISC (Science) ISC Class 12Question PapersQuestion Papers323Textbook Solutions9393MCQ Online Mock TestsImportant Solutions4679Concept Notes & Videos151Time Tables15SyllabusAn Aliphatic Unsaturated Hydrocarbon (A) When Treated with Hgso4/H2so4 Yields a Compound (B) Having Molecular Formula C3h6o. (B) on Oxidation with Concentrated Hno3 Gives Two Compounds (C) and (D). - Chemistry (Theory)

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Question

An aliphatic unsaturated hydrocarbon (A) when treated with HgSO4/H2SO4 yields a compound (B) having molecular formula C3H6O. (B) on oxidation with concentrated HNO3 gives two compounds (C) and (D). Compound (C), when treated with PCl5, gives compound (E). (E) when reacts with ethanol gives a sweet-smelling liquid (F). Compound (F) is also formed when (C) reacts with ethanol in the presence of concentrated H2SO4.

(i) Identify the compounds A, B, C, D, E and F.(ii) Give the chemical equation for the reaction of (C) with chlorine in the presence of red phosphorus and name the reaction.

Short/Brief Note

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SolutionShow Solution

(i)

A - CH3 - C ≡ CH, propyne

B - CH3COCH3, Acetone

C – CH3COOH, Acetic acid

D – HCOOH, Formic acid (or CO2 + H2O)

E – CH3COCl, Acetyl chloride

F – CH3COOC2H5, Ethyl acetate

(ii)

\[\begin{array}{cc}\ce{\underset{\text{Acetic acid}}{CH3COOH} + Cl2->[Red P]{CH2-COOH + HCl}}\\\phantom{.......................}|\\\phantom{........................}\ce{Cl}\\\phantom{.......................}\text{Chloroacetic acid}\end{array}\]

The above reaction is hell - Volhard - Zelinsky.

shaalaa.comThe Nomenclature of Aliphatic Compounds Containing Halogen Atom - Naming the Halogen Derivatives of Alkanes by Using Common System Report Error Is there an error in this question or solution?Q 10.aQ 9.c.iiQ 10.b.i2016-2017 (March)

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