Statements (31)
| Predicate | Object |
|---|---|
| gptkbp:instanceOf |
gptkb:chemical_compound
|
| gptkbp:alternativeName |
bimolecular nucleophilic substitution
|
| gptkbp:commonIn |
organic chemistry
|
| gptkbp:competitor |
SN1 substitution
|
| gptkbp:disfavoredBy |
tertiary alkyl halides
|
| gptkbp:doesNotForm |
carbocation intermediate
|
| gptkbp:exampleLeavingGroup |
Cl-
Br- I- |
| gptkbp:exampleNucleophile |
CN-
I- OH- |
| gptkbp:exampleReaction |
CH3Br + OH- → CH3OH + Br-
|
| gptkbp:favoredBy |
steric hindrance
primary alkyl halides |
| gptkbp:has_stereochemistry |
inversion of configuration
|
| https://www.w3.org/2000/01/rdf-schema#label |
SN2 substitution
|
| gptkbp:involves |
substrate
nucleophile leaving group |
| gptkbp:mechanismOfAction |
concerted
|
| gptkbp:productStereochemistry |
inverted relative to substrate
|
| gptkbp:rateDependsOn |
concentration of nucleophile
concentration of substrate |
| gptkbp:rateLaw |
rate = k[substrate][nucleophile]
|
| gptkbp:reactionOrder |
second order
|
| gptkbp:reactionSite |
sp3 hybridized carbon
|
| gptkbp:solventPreference |
polar aprotic solvents
|
| gptkbp:transitionState |
pentavalent carbon
|
| gptkbp:bfsParent |
gptkb:E2_elimination
|
| gptkbp:bfsLayer |
7
|