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Draw the structrue and name the product ...

Draw the structrue and name the product formed if the following alcohols are oxidized. Assume that an excess of oxidising agent is used.
(i) `CH_(3)CH_(2)CH_(2)CH_(2)OH`
(ii) 2-butenol
(iii) 2-methyl-1-propanol

Text Solution

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(i) Oxidation of saturated alcohols is usually carried out with strong oxidising gents such as `K_(2)Cr_(2)O_(7)//H_(2)SO_(4)` or `KMnO_(4)//OH^-` which first gives the corresponding aldehydes annd then the corresponding acids. For example,
`underset("1-Butanol")(CH_(3)CH_(2)CH_(2)CH_(2)OH) underset([O])overset(K_(2)Cr_(2)O_(7)//H_(2)SO_(4))to underset("Butanal")(CH_(3)CH_(2)CH_(2)CHO) underset([O])overset(K_(2)Cr_(2)O_(7)//H_(2)SO_(4))to underset("Butanoic acid")(CH_(3)CH_(2)CH_(2)COOH)`
(ii) Oxidation of unsaturated alcohols such as 2-butenol is carried out with `PC C//CH_(2)Cl` because oxidation with stronger oxidising aents such as `K_(2)Cr_(2)O_(7)//H_(2)SO_(4)` or `KMnO_(4)//OH^(-)` will bring about cleavage at the double bond. further, with `PC C//CH_(2)Cl_(2)`, oxidation stops at the aldehyde stage evenn if excess o the reagent is used.
`underset("2-Butenol")(CH_(3)-CH=CH-CH_(2)OH) underset([O])overset(P C C//CH_(2)Cl_(2))to underset("2-Butenal")(CH_(3)-CH-CHO)`
(iii) `underset("2-Methyl-1-propanol")(CH_(3)-overset(CH_(3))overset(|)(C)H-CH_(2)OH) underset([O])overset(K_(2)Cr_(2)O_(7)//H_(2)SO_(4))to underset("2-Methylpropanal")(CH_(3)-overset(CH_(3))overset(|)(C)H-CHO) underset([O])overset(K_(2)Cr_(2)O_(7)//H_(2)SO_(4))to underset("2-Methylpropanoic acid")(CH_(3)-overset(CH_(3))overset(|)(C)H-COOH)`
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