SN2

Concerted nucleophilic attack

SN2 is a type of chemical reaction in organic chemistry where a nucleophile attacks a carbon atom at the same time as a leaving group departs—substitution happens in one step.

The "2" indicates two molecules are involved in the rate-determining step.

SN2 reactions work best on unhindered carbons and cause inversion of stereochemistry: The SN2 mechanism flips the configuration like an umbrella in the wind.

mechanism

substitution

Exchange of one for another

transition · state · concerted · leaving · group · nucleophile · substrate · rate · kinetics · stereochemistry

stereochemistry

inversion

Reversal of position

chirality · retention · optical · rotation · mirror · image · backside · umbrella · flip · asymmetric

laboratory

halide

Halogen-element compound

primary · methyl · acetone · DMF · solvent · sodium · cyanide · azide · hydroxide · alkylation

kinetics

rate

Measured speed or charge

nucleophile · substrate · reaction · order · speed · collision · frequency · activation · energy · coefficient

Categories
Opposites
reaction mechanism type

SN2SN1

One-step nucleophilic replacement

Phrases
Familiarity
Top 2,000,000
Profile
Used worldwide · Timeless · Abstract · Rated G