Hammett sigma constants

E743332

Hammett sigma constants are substituent constants used in physical organic chemistry to quantify the electronic effects of substituents on reaction rates and equilibria in aromatic systems.

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Statements (49)

Predicate Object
instanceOf linear free energy relationship parameter
physical organic chemistry parameter
substituent constant
appliesPrimarilyTo substituents on aromatic rings
appliesTo aromatic systems
substituted benzoic acids
assumes linear free energy relationship
characterizes meta substituent effects
para substituent effects
definedRelativeTo unsubstituted benzoic acid
developedInField physical organic chemistry
domain chemistry
organic chemistry
hasExtension σ+ constants
σI constants
σR constants
σ− constants
hasVariant Hammett sigma meta constant NERFINISHED
Hammett sigma para constant NERFINISHED
σm
σp
introducedBy Louis Plack Hammett NERFINISHED
introducedIn 1937
namedAfter Louis Plack Hammett NERFINISHED
negativeValuesIndicate electron-donating substituents
positiveValuesIndicate electron-withdrawing substituents
quantifies electronic effects of substituents
inductive effects
resonance effects
referenceReaction ionization of substituted benzoic acids
referenceSolvent water
referenceTemperature 25 °C
relatedConcept Taft steric constants
Yukawa–Tsuno equation NERFINISHED
relatedTo Hammett equation NERFINISHED
reaction constant ρ
symbol σ
usedFor design of organic molecules
mechanistic interpretation of substituent effects
quantitative structure–reactivity relationships
usedIn correlation of equilibrium constants
correlation of reaction rates
linear free energy relationship analysis
physical organic chemistry
usedToCorrelate substituent effects across different reactions
usedToEstimate equilibrium constants
reaction rate constants
usedWith reaction constant ρ in Hammett equation
zeroPointReference hydrogen substituent

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Louis P. Hammett notableConcept Hammett sigma constants