Question:medium

Complete each synthesis by giving missing starting material, reagent, or products:
synthesis by giving missing starting material, reagent

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Aldehydes react with hydroxylamine (\(\ce{HO-NH2}\)) in the presence of an acid to form oximes, which are useful intermediates in organic synthesis.
Updated On: Feb 28, 2026
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Solution and Explanation

(a) Hydroxylamine (NH2OH) is formed from an aldehyde (O) and hydroxylamine (HO-NH2) catalyzed by acid (H+).

\( O + HO-NH_2 \xrightarrow{H^+} NH_2OH \)

(b) Ethene (CH2=CH2) undergoes ozonolysis followed by reductive workup to yield formaldehyde (HCHO). Heating (\( \Delta \)) does not cause further reaction.

\( CH_2=CH_2 \xrightarrow{(i) O_3 (ii) Zn-H_2O} 2HCHO \xrightarrow{\Delta} \text{No further change} \)

(c) An alcohol (OH) is converted to an alkyl chloride (Cl) using thionyl chloride (SOCl2) and heating (\( \Delta \)).

\( OH \xrightarrow{SOCl_2} Cl \)

(d) An aldehyde (CHO) is converted to a carboxylic acid (COOH) using sodium cyanide (NaCN) and hydrochloric acid (HCl).

\( CHO \xrightarrow{NaCN/HCl} COOH \)

(e) Chlorobenzene (Cl2C6H5) is methylated to produce a methylated chlorobenzene derivative (Cl2C6H4CH3).

\( Cl_2C_6H_5 \xrightarrow{CH_3} Cl_2C_6H_4CH_3 \)

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