The Markovnikov Rule predicts the regiochemistry of HX addition to unsymmetrically substituted alkenes. The halide component of HX bonds preferentially at the more highly substituted carbon, whereas hydrogen prefers the carbon which already contains more hydrogen.

By the reaction withHNO2 amine doesnot lose any carbon while producing alcohol.
CH3CH2CH2NH2→HNO2/0−5oCCH3CH2CH2OH+N2+HCl
Cyclohexene undergo allylic substitution reaction with bromine in the presence of sunlight.

In Hoffmann bromamide degradation amides give amines by loss of one carbon.
C2H5CONH2+Br2+NaOH→C2H5NH2+Na2CO3+NaBr+H2O


