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

18650 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Identify which 2 of the following processes involve an exothermic change: melting, boiling, freezing, deposition and sublimation


Phosphorus(III) chloride molecules are pyramidal with a bond angle less than 109.5°. Explain why a phosphorus(III) chloride molecule has this shape and bond angle.


How do amino acids change at different pH?


Please can you explain E/Z isomers?


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