Give the IUPAC name of CH3CH2CH2CH2CH(OH)CN and describe why the formation of this molecule creates 2 enantiomers.

The IUPAC name of CH3CH2CH2CH2CH(OH)CN is 2-Hydroxyhexanenitrile as its carbon chain is 6 carbons long (Hex). The nitrile group takes naming priority over the alcohol group so goes at the end of the name while the OH group is put at the start of the name (2-Hydroxy) - it is on the 2nd carbon starting from the carbon involved in the nitrile group. DO NOT forget it is hexanenitrile and not hexannitrile - this is an exception to the rule that the 'e' at the end of the carbon chain is dropped. The molecule is saturated so it is -ane and not -ene.This molecule can exist in 2 enantiomers as the nitrile group attacks the planar carbocation during it's formation so a chiral centre is formed which leads to the possibility of stereo-isomerism and therefore 2 non-superimposable mirror image molecules (enantiomers) .

OR
Answered by Owen R. Chemistry tutor

18588 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

What is the angle between bonds of a H2O molecule


Liquid ammonia (NH3) and water (H2O) both show hydrogen bonding, describe what a hydrogen bond is and what it is conferred by


Why does the first ionisation energy increase across period 3?


Calculate the empirical and molecular formula of the molecule giving rise to the molecular ion peak at 148 m/z. The percentage composition by weight is 64.80 % carbon, 13.62 % hydrogen, and 21.58 % oxygen


We're here to help

contact us iconContact ustelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

MyTutor is part of the IXL family of brands:

© 2026 by IXL Learning