Explanation
For alkenes other than ethene, addition follows Markowinkov’s rule . Hence we get secondary or tertiary alcohol.
Lucas test: Alcohols react with concentrated hydrochloric acid in presence of anhydrous zinc chloride to form alkyl halides. The three types of alcohols undergo this reaction at different rates.
ROH + ZnCl4 + conc.HCl → RCl (white turbidity)
Reaction proceeds through carbocation formation as 3∘ carbocation is highly stable; hence reaction proceeds through SN1 with 3∘ alcohol.
In Lucas test, the alcohol is treated with a solution of anhydrous zinc chloride in conc. HCl (Lucas reagent). Tertiary alcohols give turbidity immediately at room temperature. Secondary alcohols develop turbidity in a few minutes, (about 5 minutes), while primary alcohols do not develop any turbidity at room temperature.
Hence the compound is 2-methyl propan-2-ol, which is a tertiary alcohol
Molecular weight of R – COOH = R + 45
Molecular weight of oxygen containing compound
∴ The organic compound is R – CH2OH, which is differ by its molecular mass higher by 14 units upon oxidation.
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