Question
Draw the structures of all eight structural isomers that have the molecular formula C5H11Br. Name each isomer according to IUPAC system and classify them as primary, secondary or tertiary bromide.
Solution
Structural isomers of C5H11Br are:
i) CH3CH2CH2CH2CH2Br =1-Bromopentane (1°)
ii)CH3CH2CH2CH(Br)CH3 =2-Bromopentane (2°)
iii)CH3CH2CH(Br)CH2CH3 =3-Bromopentane (2°)
iv)(CH3)2CHCH2CH2Br=1-Bromo-3-methylbutane(1°)
v) (CH3)2CHCHBrCH3 =2-Bromo-3-methyl butane (2°)
vi) (CH3)2CBrCH2CH3 =2-Bromo-2-methyl butane (3°)
vii) CH3CH2CH(CH3)CH2Br= 1-Bromo-2-methyl butane (1°)
viii) (CH3)3CCH2Br =1-Bromo-2, 2-dimethyl propane (1°)