Propanone to Propene.
Propanone to Propene.
$\ \ \ \ \ \ \ \ \ \ \ \ \ \text{O}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ ||\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \text{CH}_3-\text{C}-\text{CH}_3\xrightarrow{\ \ \text{NaBH}_4\ }\text{CH}_3-\text{CH}-\text{CH}_3\xrightarrow[\text{_H}_2\text{O}]{\text{Conc. }\text{H}_2\text{SO}_4,\text{433-443K}}\text{CH}_3-\text{CH}=\text{CH}_2$
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$\text{C}_6\text{H}_5\text{NH}_2+\text{H}_2\text{SO}_4(\text{conc.})\rightarrow$

CH3CH2CH(Br)COOH, CH3CH(Br)CH2COOH, (CH3)2CHCOOH, CH3CH2CH2COOH (acid strength)
$\text{H}_3\text{C}-\text{CH}-\text{CH}_2-\text{CH}-\text{CH}-\text{CH}_2-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}\ \ \ \ \ \text{C}_2\text{H}_5$