What is the difference of SN1 and an SN2 mechanism?

SN1= only 1 species involved in the rate determining step = carbocation intermediate = racemic mixture = not optically active SN2= 2 species involved in the rate determining step =transition state = single optical isomer = optically active

SN1 Mechanism:---- would draw during the session...key points:-Step 1 is the RATE DETERMINING step (slow step). The bond in step one has to be polarized. The electrons move onto the electronegative atom as it is better at accommodating the negative charge.-You form a carbocation which is PLANAR (think trigional planar). So the nucleophile can attack ABOVE AND BELOW the plane.-You form two optical isomers so you have a racemic mixture. Each isomer roataes plane polarized light in equal but OPPOSITE directions so the effects CANCEL. Thus the product is NOT optically active .
SN2 Mechanism:---- would draw during the session...key points:-It is only a one step process (the rate determining step). The nucleophile attacks the opposite side to the leaving group.-You form a TRANSITION STATE. (Note- a transition state is DIFFERENT to an intermediate because it cannot be isolated)-The nucleophile approaches along a defined pathway so you only form ONE optical isomer. Thus the product is OPTICALLY ACTIVE.

Answered by Hannah S. Chemistry tutor

8624 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Why are transition metal ions in water coloured, but sodium in water is not?


How can amino acids act as both acids and bases?


Why does the solubility of Group 2 hydroxides in water increase down the group?


Name the type of reaction and outline the mechanism for the reaction of the alcohol (CH3)2CHOH with the acyl chloride CH3COCl. Explain which orbitals take part in the reaction.


We're here to help

contact us iconContact usWhatsapp logoMessage us on Whatsapptelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

© MyTutorWeb Ltd 2013–2025

Terms & Conditions|Privacy Policy
Cookie Preferences