Answer 5 |
Iodoethane reacts with aqueous NaOH to give mostly ethanol (A) via nucleophilic substitution:
CH3CH2I + OH - à CH3CH2OH + I -
and with ammonia in ethanolic solution in a sealed tube to give aminoethane (B), although further substitution also occurs:
CH3CH2I + 2NH3 à CH3CH2NH2 + NH4I
Potassium cyanide in ethanol gives propanonitrile (ethyl cyanide) (C), which can be reduced by lithium aluminium hydride to 1-aminopropane, (D):
CH3CH2I + CN - à CH3CH2CN + I -
CH3CH2CN + 4[H] à CH3CH2CH2NH2
Propanonitrile is hydrolysed by aqueous alkali to the corresponding carboxylic acid anion, which gives the free acid, propanoic acid (E), with hydrochloric acid:
CH3CH2CN + H2O + OH - à CH3CH2COO - + NH3
CH3CH2COO - + H3O + à CH3CH2COOH + H2O
Propanoic acid gives propanoyl chloride (F) with phosphorus(V) chloride:
CH3CH2COOH + PCl5 à CH3CH2COCl + POCl3 + HCl
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