Addition of HBr of 2-pentyne gives two structural isomers (I) and (II) CH3−C≡C−CH2CH3HBr(I)CH3C(Br)=CHCH2CH3+(II)CH3CH=C(Br)CH2CH3Each one of these will exist as a pair of geometrical isomers. Thus, there are two structural and four configurational isomers.