Q.(a)
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Start your 14-day free trial to unlock the full solution →(a) A Grignard reagent adds to dry-ice and hydrolyses to a carboxylic acid; biodegradable polymers like PHBV are broken down by microbes. (b) Tracing the clue chain (Clemmensen reduction, then nitration, then nitroalkane hydrolysis to acid + hydroxylamine) identifies A-E as acetaldehyde, ethane, nitroethane, nitromethane, and acetic acid.
(a)(i) Acetic acid from a Grignard reagent: Methylmagnesium iodide, , is added to solid carbon dioxide (dry ice); the nucleophilic methyl carbanion of the Grignard reagent adds to the electrophilic carbon of , forming a magnesium carboxylate salt, which on acidic hydrolysis (dilute acid, ) liberates the free carboxylic acid:
(a)(ii) Biodegradable polymers: These are polymers that can be broken down (degraded) by the action of microorganisms (bacteria, fungi) into simple, non-toxic products such as , water, and biomass, unlike conventional plastics which persist in the environment for very long periods. Example: PHBV (poly--hydroxybutyrate-co--hydroxyvalerate), a copolymer of 3-hydroxybutanoic acid and 3-hydroxypentanoic (valeric) acid, used in specialty packaging and controlled drug-release/orthopaedic applications; another example is nylon-2-nylon-6.
OR (b) Identifying A-E:
Compound A () reacted with -/conc.HCl (Clemmensen reduction, which reduces a carbonyl group fully to ) — this points to A being an aldehyde/ketone that is reduced to an alkane, so acetaldehyde, . Clemmensen reduction converts it to ethane, :
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