Consider compounds $A$, $B$, and $C$ with the following structural formulae:
$A = CH_3 - CH_2 - CH_2 - CH_2 - CH_2 - OH$
$B = CH_2 = CH - CH_2 - CH_2 - CH_3$
$C = HO - CH_2 - CH_2 - CH(OH) - CH_3$
For the conversion of $B$ from $A$, the reagent $(D)$ required is . . . . . . and the structural formula of the product $(E)$ obtained when $C$ undergoes the same reaction using excess reagent $(D)$ is . . . . . . .

  • A
    Conc. $H_2SO_4$, $CH_2=CH-CH(OH)CH_3$
  • B
    $D$: $PCC$, $E$: $HO-CH_2-CH_2-CH=CH_2$
  • C
    $D$: $PCC$, $E$: $CH_2=CH-CH=CH_2$
  • D
    $D$: conc. $H_2SO_4$ or $H_3PO_4$, $E$: $CH_2 = CH - CH = CH_2$

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