An organic compound [A], molecular formula C 10 H 20 O 2 was hydrolyzed with dilute sulphuric acid to give a carboxylic acid [ B ] and alcohol [C]. Oxidation of [C] with CrO 3- H 2 SO 4 produced [B]. Which of the following structures are not possible for [A] ?

Question

An organic compound [A], molecular formula C 10 H 20 O 2 was hydrolyzed with dilute sulphuric acid to give a carboxylic acid [ B ] and alcohol [C]. Oxidation of [C] with CrO 3- H 2 SO 4 produced [B]. Which of the following structures are not possible for [A] ? (A) .( CH 3)3- C - COOCH 2 C ( CH 3)3) (B) CH 3 CH 2 CH 2 COOCH 2 CH 2 CH 2 CH 3 (C)  (D)

Tardigrade Admin · Accepted Answer

Total 8 'C' arrow so molecular formula not matched.

Q. An organic compound [A], molecular formula $C_{10} H_{20} O_{2}$ was hydrolyzed with dilute sulphuric acid to give a carboxylic acid $[B]$ and alcohol [C]. Oxidation of [C] with $C r O_{3} - H_{2} S O_{4}$ produced [B]. Which of the following structures are not possible for [A] ?

$(C H_{3})_{3} - C - COOC H_{2} C (C H_{3})_{3})$

$C H_{3} C H_{2} C H_{2} COOC H_{2} C H_{2} C H_{2} C H_{3}$

Total 8 'C' $\to$ so molecular formula not matched.

Q. An organic compound [A], molecular formula C10​H20​O2​ was hydrolyzed with dilute sulphuric acid to give a carboxylic acid [B] and alcohol [C]. Oxidation of [C] with CrO3​−H2​SO4​ produced [B]. Which of the following structures are not possible for [A] ?

(CH3​)3​−C−COOCH2​C(CH3​)3​)

CH3​CH2​CH2​COOCH2​CH2​CH2​CH3​

Total 8 'C' → so molecular formula not matched.

Q. An organic compound [A], molecular formula $C_{10} H_{20} O_{2}$ was hydrolyzed with dilute sulphuric acid to give a carboxylic acid $[B]$ and alcohol [C]. Oxidation of [C] with $C r O_{3} - H_{2} S O_{4}$ produced [B]. Which of the following structures are not possible for [A] ?

$(C H_{3})_{3} - C - COOC H_{2} C (C H_{3})_{3})$

$C H_{3} C H_{2} C H_{2} COOC H_{2} C H_{2} C H_{2} C H_{3}$

Total 8 'C' $\to$ so molecular formula not matched.