Which of the following organic reactions has a theoretical atom economy of exactly 100% for the desired organic product?
The free-radical substitution of chloromethane:
CH3Cl+Cl2→CH2Cl2+HCl \text{CH}_3\text{Cl} + \text{Cl}_2 \rightarrow \text{CH}_2\text{Cl}_2 + \text{HCl} CH3Cl+Cl2→CH2Cl2+HClThe acid-catalyzed hydration of propene:
CH3CH=CH2+H2O→CH3CH(OH)CH3 \text{CH}_3\text{CH}=\text{CH}_2 + \text{H}_2\text{O} \rightarrow \text{CH}_3\text{CH(OH)CH}_3 CH3CH=CH2+H2O→CH3CH(OH)CH3The elimination of hydrogen bromide from 2-bromopropane:
CH3CHBrCH3+KOH→CH3CH=CH2+KBr+H2O \text{CH}_3\text{CHBrCH}_3 + \text{KOH} \rightarrow \text{CH}_3\text{CH}=\text{CH}_2 + \text{KBr} + \text{H}_2\text{O} CH3CHBrCH3+KOH→CH3CH=CH2+KBr+H2OThe nucleophilic substitution of bromoethane:
CH3CH2Br+NaOH→CH3CH2OH+NaBr \text{CH}_3\text{CH}_2\text{Br} + \text{NaOH} \rightarrow \text{CH}_3\text{CH}_2\text{OH} + \text{NaBr} CH3CH2Br+NaOH→CH3CH2OH+NaBr