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

18590 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

A compound is found to contain 30.7% Sulfur, 23,3% Magnesium and 46% Oxygen. What is the empirical formula of the compound?


Describe a simple way to distinguish between aqueous solutions of potassium nitrate (KNO3) and potassium sulfate (K2SO4) using one test tube reaction


What is a Sodium Potassium Pump? How does it work?


Explain why the second ionisation energy of boron is higher than the first ionisation energy of boron.


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