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Q.CH2=CH2→(ii) Zn/H2O(i) O3X→NH3YCH_2=CH_2 \xrightarrow[\text{(ii) } Zn/H_2O]{\text{(i) } O_3} X \xrightarrow{NH_3} Y 'Y' is :

(a) Hexamethylene tetramine
(b) Formaldehyde
(c) Oxime
(d) Diacetone ammonia
Tamil Nadu DgeTamil Nadu HSC (DGE) Board 2026MCQ· 1mImportance★★★★★
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Ozonolysis of ethylene's double bond gives formaldehyde, and formaldehyde reacting with excess ammonia undergoes a well-known condensation to form the cage compound hexamethylenetetramine (urotropine).

Step 1 — formation of X: ethylene is first treated with ozone to form an ozonide, which is then reductively cleaved with zinc dust and water (reductive work-up avoids over-oxidation to acids). Since ethylene has identical substituents on both ends of the double bond, ozonolysis cleaves it symmetrically to give two molecules of formaldehyde: CH2=CH2→(ii) Zn/H2O(i) O32 HCHO (X, formaldehyde)CH_2=CH_2 \xrightarrow[\text{(ii)}\ Zn/H_2O]{\text{(i)}\ O_3} 2\,HCHO\ (X,\ \text{formaldehyde})

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