An ester (A) with molecular formula C 9 H 10 O 2 was treated with excess of CH 3 MgBr and the compound so formed was treated with conc. H 2 SO 4 to form olefin (B). Ozonolysis of (B) gave ketone with formula C 8 H 8 O which shows positive iodoform test. The structure of (A) is

Question

An ester (A) with molecular formula C 9 H 10 O 2 was treated with excess of CH 3 MgBr and the compound so formed was treated with conc. H 2 SO 4 to form olefin (B). Ozonolysis of (B) gave ketone with formula C 8 H 8 O which shows positive iodoform test. The structure of (A) is (A) C 6 H 5 COOC 2 H 5 (B) CH 3 OCH 2 COC 6 H 5 (C) CH 3 CO - C 6 H 4- COCH 3 (D) C 6 H 5 COOC 6 H 5

Tardigrade Admin · Accepted Answer

Correct answer is (a) C 6 H 5 COOC 2 H 5

$C_{6} H_{5} COO C_{2} H_{5}$

$C H_{3} OC H_{2} CO C_{6} H_{5}$

$C H_{3} CO - C_{6} H_{4} - COC H_{3}$

$C_{6} H_{5} COO C_{6} H_{5}$

Correct answer is (a) $C_{6} H_{5} COO C_{2} H_{5}$

Q. An ester (A) with molecular formula C9​H10​O2​ was treated with excess of CH3​MgBr and the compound so formed was treated with conc. H2​SO4​ to form olefin (B). Ozonolysis of (B) gave ketone with formula C8​H8​O which shows positive iodoform test. The structure of (A) is

C6​H5​COOC2​H5​

CH3​OCH2​COC6​H5​

CH3​CO−C6​H4​−COCH3​

C6​H5​COOC6​H5​

Correct answer is (a) C6​H5​COOC2​H5​

$C_{6} H_{5} COO C_{2} H_{5}$

$C H_{3} OC H_{2} CO C_{6} H_{5}$

$C H_{3} CO - C_{6} H_{4} - COC H_{3}$

$C_{6} H_{5} COO C_{6} H_{5}$

Correct answer is (a) $C_{6} H_{5} COO C_{2} H_{5}$