Statements (48)
| Predicate | Object |
|---|---|
| gptkbp:instanceOf |
gptkb:chemical_compound
organic reaction mechanism |
| gptkbp:commonBases |
gptkb:tert-butoxide
alkoxide hydroxide |
| gptkbp:competitor |
gptkb:E1_elimination
gptkb:E1cB_elimination gptkb:SN2_substitution |
| gptkbp:doesNotForm |
carbocation intermediate
|
| gptkbp:example |
dehydrohalogenation of alkyl halides
|
| gptkbp:favoredBy |
high temperature
strong base weak base bulky base methyl halide polar protic solvent primary or secondary alkyl halide tertiary alkyl halide with weak base |
| gptkbp:firstDescribed |
1920s
|
| gptkbp:has_stereochemistry |
anti-periplanar geometry required
|
| https://www.w3.org/2000/01/rdf-schema#label |
E2 elimination
|
| gptkbp:leavingGroup |
halide
|
| gptkbp:mechanismInvolves |
base abstracts beta hydrogen
leaving group departs simultaneously simultaneous removal of proton and leaving group |
| gptkbp:mechanismOfAction |
concerted
|
| gptkbp:namedAfter |
elimination, bimolecular
|
| gptkbp:products |
alkene
leaving group protonated base |
| gptkbp:rateDecreasesWith |
steric hindrance at beta hydrogen
|
| gptkbp:rateDependsOn |
alkyl halide concentration
base concentration |
| gptkbp:rateIncreasesWith |
better leaving group
stronger base |
| gptkbp:rateLaw |
second order
|
| gptkbp:reactant |
alkyl halide
strong base |
| gptkbp:regioselectivity |
gptkb:Hofmann_product_(with_bulky_base)
gptkb:Zaitsev's_rule |
| gptkbp:requires |
anti-coplanar arrangement
|
| gptkbp:step |
one
|
| gptkbp:transitionState |
single transition state
|
| gptkbp:type |
elimination reaction
|
| gptkbp:usedIn |
organic synthesis
alkene synthesis |
| gptkbp:bfsParent |
gptkb:Hofmann_elimination
|
| gptkbp:bfsLayer |
6
|