ORGANIC CHEMESTRY II

Chemistry Level 2

An alkyne reacts with water and gives us aldehyde B, then the aldehydes B reactor with Methylmagnesium chloride presence of water and gets organic compound C. the organic compound C dehydrate presence of sulfuric acid at 17 0 C 170^\circ C and the resultant organic compound d the which can discolour bromine solution ( B r X 2 \ce{Br2} ), to give an organic compound E.

What is the name of the Compound E?

2-Propanol 1,2-Dibromopropane Propene Ethanal 1,1-Dibromopropane Ethyne

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1 solution

  • because only the acetylene H C C H \ce{HC≡CH} can react with the water surrounding the presence of acid to yield aldehydes which is the ethanal C H X 3 C H = O \ce{CH3-CH=O}

H C C H + H X 2 O \ce{HC≡CH}+\ce{H2O} => C H X 3 C H = O \ce{CH3-CH=O}

  • C H X 3 C H = O \ce{CH3-CH=O} + C H X 3 M g C l \ce{CH3-MgCl} => C H X 3 C H ( O H ) C H X 3 \ce{CH3CH(OH)CH3} + M g ( O H ) C l \ce{Mg(OH)Cl}

Next to reaction with Methylmagnesium resulting 2-propanol which is the Compound c

  • C H X 3 C H ( O H ) C H X 3 \ce{CH3CH(OH)CH3} =( 17 0 C 170^\circ C )=> C H X 3 C H = C H X 2 \ce{CH3CH=CH2}

by dehydration at 170 degrees Celsius concludes that the propene as a Compound d

  • C H X 3 C H = C H X 2 \ce{CH3CH=CH2} + B r X 2 \ce{Br2} => C H X 3 C H ( B r ) C H X 2 B r \ce{ CH3CH(Br)CH2Br.}

So Compound Ε is 1,2-Dibromopropane

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