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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc055

Which of the following statements are correct?

  1. ACyclohexene reacts with cold dilute alkaline to give cis-cyclohexane-1,2-diol
  2. BReductive ozonolysis of cyclohexene gives hexanedioic acid
  3. CIn the work-up with dimethyl sulfide, the ozonide is reduced and dimethyl sulfoxide is a by-product
  4. D(Z)-But-2-ene and (E)-but-2-ene give different products on ozonolysis

Answer: A, C

is oxidised to while reducing the ozonide, and cold adds the two OH groups syn through a cyclic manganate ester. Reductive ozonolysis of cyclohexene gives hexanedial, not the diacid. The geometry of the double bond is lost on cleavage, so both but-2-enes give ethanal.
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