The products [P] and [Q] formed in the following reactions respectively are :
A
C6H5−CHOH−CO−CH2−OH and C6H5−CHI−CO−CH3
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B
C6H5−CHOH−CO−CH2−OH and C6H5−CHI−CO−CH2OH
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C
C6H5−CH2−CH2−COOH and C6H5−CH2−CO−CHI2
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D
C6H5−CH2−CH2−COOH and C6H5−CH2−COOH
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Solution
The correct option is DC6H5−CH2−CH2−COOH and C6H5−CH2−COOH For the first reaction, the hydroxide ion deprotonates active methylene group. This is followed by intramolecular nucleophilic attack and loss of iodide ion to form cyclopropane ring. Second molecule of hydroxide ion attacks. This is followed by acidification to form product p which is 3-phenyl propanoic acid. For the second reaction, which is a haloform reaction, two hydrogen atoms of −CH2I are replaced with two iodine atoms to form −CI3. This is followed by the hydrolysis in alkaline medium to form phenyl acetic acid (product Q) and iodoform.