Which of the following substances is the most acidic due to the hydroxyl proton?

  • A
    $CH_3-CH_2-CHF-CH_2-OH$
  • B
    $CH_3-CH_2-CH_2-CH_2-OH$ (with $I$ atom at the end,implied structure: $I-CH_2-CH_2-CH_2-OH$)
  • C
    $CH_3-CHF-CH_2-CH_2-OH$
  • D
    $CH_3-CH_2-CH_2-CHF-OH$

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What will be $A$,$B$,$C$,and $D$ in the following reaction sequence?
Cyclohexanol $\xrightarrow[H_2SO_4]{CrO_3} A$ $\xrightarrow[(ii) H_3O^+]{(i) CH_3MgI} B$ $\xrightarrow{\Delta, H_2SO_4} C$ $\xrightarrow[(ii) H_2O_2, NaOH]{(i) (BH_3)_2} D$

Which of the following orders is correct regarding the boiling point?

$CH_3 CH_2 OH \underset{\text{step-}1}{\stackrel{Cl_2}{\longrightarrow}} CH_3 CHO$ $\underset{\text{step-}2}{\stackrel{3 Cl_2}{\longrightarrow}} Cl_3 CCHO$
In the above reactions,the role of $Cl_2$ in step-$1$ and step-$2$ respectively is:

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