1.

An unknown alkene of molecular formula C_(8)H_(16) on oxidation with hot alkakline KMnO_(4) yields propanoic acid and pentanoic acid. Find the structure of the alkene. Strategy: C_(8)H_(16)underset((2)H_(3)O^(+))overset((1)KMnO_(4),H_(2)O,OH^(-)"heat")rarrCH_(3)CH_(2)-underset("acid")underset("Pentanoic")overset(O)overset(||)C-OH+HO-underset("acid")underset("Pentanoic")overset(O)overset(||)C-CH_(2)CH_(2)CH_(2)CH_(3) Remove the OH groups and join the carboxylic acid carbons by a double bond to get the alkene.

Answer»

Solution :The KNOWN alkene is either cis-or-trans-oct-`3-"ENE"`. Oxidative cleavage takes place as FOLLOWS:
`underset("UNKNOWN alkane either cis-or trans -oct -3 -ene")(CH_(3)CH_(2)-CH!=CH-CH_(2)CH_(2)CH_(2)CH_(3))`underset((2)H_(3)O^(+))overset((1)KMnO_(4),H_(2)O`,`OH^(-)" heat")to`
`CH_(3)CH_(2)-overset(O)overset(||)C-OH+CH_(3)CH_(2)CH_(2)CH_(2)-overset(O)overset(||)C-OH`


Discussion

No Comment Found