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0.037 g of alcohol R - OH was added ...

0.037 g of alcohol R - OH was added to `CH_(3)MgBr` and the gas evolved measured 11.2 ml at STP . Structural formula of alcohol will be

Text Solution

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According to the available information:
`{:(ROH+CH_(3)Mglrarr,CH_(4),+ ,(0.44g,11cm^(3),):}`
Molarcular mass of alcohol `= ((0.44g))/((112 cm^(3))) xx (22400 cm^(3)) = 80 g`
Since the alcohol is oxidised by PCC (pyridine chlorochromate or Carry's reagent) to form a carbonyl group which is an aldehyde, the alcohol must be of primary nature. Corresponding to the molecular mass of `88 g "mol"^(-1)` , the alcohol is a teritary pentyl alcohol. The reaction involves is :
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