JEE Main 2016 · 3 Apr · Shift 1 · Chemistry Q55

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ChemistrySingle correct+4 / -1Question 55 of 90

The reaction of propene with HOCl ( $\ce{Cl2 + H2O}$ ) proceeds through the intermediate :

\ce{CH3-CH+-CH2-OH}

\ce{CH3-CH+-CH2-Cl}

\ce{CH3-CH(OH)-CH2+}

\ce{CH3-CHCl-CH2+}

Answer and worked solution

Official answer: B

$\ce{Cl+}$ from HOCl adds to the terminal carbon to give the more stable secondary carbocation $\ce{CH3-CH+-CH2Cl}$ , which water then attacks (giving 1-chloropropan-2-ol).

Topics:Alkenes Reactive intermediates

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JEE Main 2016 · 3 Apr · Shift 1, Chemistry question 55