Q.How will you prepare propan-1-amine from
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Start your 14-day free trial to unlock the full solution →Step 1. i) Butanenitrile, CH3CH2CH2-CN, has FOUR carbons -- one more than the 3-carbon target, propan-1-amine -- so a simple direct reduction (which would give butan-1-amine) is the wrong route. Instead, PARTIAL hydrolysis (H2O2/OH-) stops the nitrile at the amide stage, giving butanamide, CH3CH2CH2-CONH2 (still 4 carbons); Hofmann bromamide degradation (Br2/KOH) then removes exactly the carbonyl carbon, giving propan-1-amine, CH3CH2CH2-NH2 (3 carbons) -- the carbon-shortening step that a direct nitrile reduction could never achieve.
Step 2. ii) Propanamide, CH3CH2-CONH2, already has THREE carbons, matching the target exactly. LiAlH4 reduction of an amide keeps the SAME carbon count (the carbonyl carbon becomes a CH2, it is not lost as CO2 the way Hofmann degradation loses it), so propanamide --LiAlH4--> propan-1-amine directly, with no carbon-count adjustment needed.
Step 3. iii) 1-Nitropropane, CH3CH2CH2-NO2, also already has three carbons. The unit's standard nitro-to-amine reduction (Sn/HCl, or catalytic H2/Ni) simply swaps -NO2 for -NH2 on the same carbon skeleton, giving propan-1-amine directly. …
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