Mayr's Database of Reactivity Parameters
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Nucleophiles (1227)
C-Nucleophiles (526)
Alkenes (57)
Mono-enes (44)
1,3-Dienes (13)
Alkyl and Aryl Boron Compounds (37)
Alkylating Boron Compounds (10)
Arylating Boron Compounds (27)
Alkynes (1)
Allyl Element Compounds (38)
Allyl-B (5)
Allyl-Si (21)
Allyl-Sn, Ge, Zn or Fe (12)
Arenes (42)
Carbocyclic Arenes (6)
Indoles (18)
Pyrroles (7)
Other Heterocyclic Arenes (11)
Azolium enolates (4)
Breslow intermediates (11)
Desoxy-Breslow intermediates (7)
O-Methylated Breslow intermediates (4)
Carbanions (152)
Carbanions in DMSO (116)
Carbanions in water (17)
Carbanions in other solvents (19)
Carbenes (NHCs) (7)
Enol Ethers (51)
C=C-OR (4)
C=C-OSi (34)
C=C(OR)
2
(1)
C=C(OR)(OSi) (12)
Enamines, Enamides and Ynamides (61)
Diazo Compounds (12)
Isonitriles (5)
Metal-π-Complexes (5)
Metallocenes (6)
Vinylsilanes (7)
Ylides (30)
Iodonium Ylides (4)
N-Ylides (9)
P-Ylides (7)
S-Ylides (10)
H-Nucleophiles (191)
H-B hydride donors (23)
H-C hydride donors (98)
H-Si hydride donors (39)
H-Sn and H-Ge hydride donors (5)
H-P hydride donors (6)
transition metal hydride donors (20)
Halide Anions (29)
O-Nucleophiles (138)
Alkoxide Anions (11)
Amide Anions (O reactivity)(0)
Alcohols and aqueous solvents (57)
Ethanol-Acetonitrile mixtures (8)
Methanol-Acetonitrile mixtures (8)
Other solvents (pure or mixtures) (11)
Water-Acetonitrile mixtures (8)
Water-Ethanol mixtures (7)
Water-HFIP mixtures (8)
Water-Trifluoroethanol mixtures (7)
Carboxylates and Carbonates (11)
Other O-centered nucleophiles (5)
Peroxy anions (16)
Phenolate Ions (38)
N-Nucleophiles (309)
Aliphatic amines (104)
Aromatic amines (7)
Amide anions (N reactivity) (21)
Amidines and Imines (10)
Amino acids (20)
Azoles and Azole Anions (33)
Guanidines (8)
Hydrazines, Hydroxylamines etc. (21)
Imidazolines and related compounds (10)
Isothioureas (11)
Nucleobases and Their Subunits (15)
Pyridines, Quinolines etc. (39)
Other N-centered nucleophiles (10)
S-Nucleophiles (16)
P-Nucleophiles (18)
Electrophiles (330)
C-Electrophiles (309)
Carbocations (132)
Diarylcarbenium Ions (33)
Triarylcarbenium Ions (25)
Indolyl-stabilized carbocations (12)
Other conjugated carbocations (23)
N-substituted carbocations (iminium ions) (31)
O-substituted carbocations (carboxonium ions) (5)
S-substituted carbocations (3)
Cationic Metal-π-Complexes (20)
Fe-stabilized carbocations (9)
Co-stabilized carbocations (5)
Other metal-stabilized carbocations (6)
Acceptor-Substituted Ethylenes (103)
Acyl azolium ions (6)
Baylis-Hillman adducts (7)
Benzylidenemalonates (9)
Bissulfonyl ethylenes (7)
1,2-Diaza-1,3-dienes (6)
Quinone Methides (19)
trans-β
-Nitrostyrenes (6)
Other Michael acceptors (43)
Arenes (electron-deficient) (12)
Aldehydes (11)
Heteroallenes (X=C=Y) (6)
Imines (5)
Ketones (10)
Quinones (10)
N-Electrophiles (4)
Diazonium ions(0)
Azodicarboxylates (4)
Cl-Electrophiles (chlorinating reagents) (3)
F-Electrophiles (fluorinating reagents) (5)
S-Electrophiles (thiolating reagents) (9)
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Class of compounds
Nucleophiles
— C-Nucleophiles
— — Alkenes
— — — Mono-enes
— — — 1,3-Dienes
— — Alkyl and Aryl Boron Compounds
— — — Alkylating Boron Compounds
— — — Arylating Boron Compounds
— — Alkynes
— — Allyl Element Compounds
— — — Allyl-B
— — — Allyl-Si
— — — Allyl-Sn, Ge, Zn or Fe
— — Arenes
— — — Carbocyclic Arenes
— — — Indoles
— — — Pyrroles
— — — Other Heterocyclic Arenes
— — Azolium enolates
— — Breslow intermediates
— — — Desoxy-Breslow intermediates
— — — O-Methylated Breslow intermediates
— — Carbanions
— — — Carbanions in DMSO
— — — Carbanions in water
— — — Carbanions in other solvents
— — Carbenes (NHCs)
— — Enol Ethers
— — — C=C-OR
— — — C=C-OSi
— — — C=C(OR)<sub>2</sub>
— — — C=C(OR)(OSi)
— — Enamines, Enamides and Ynamides
— — Diazo Compounds
— — Isonitriles
— — Metal-π-Complexes
— — Metallocenes
— — Vinylsilanes
— — Ylides
— — — Iodonium Ylides
— — — N-Ylides
— — — P-Ylides
— — — S-Ylides
— H-Nucleophiles
— — H-B hydride donors
— — H-C hydride donors
— — H-Si hydride donors
— — H-Sn and H-Ge hydride donors
— — H-P hydride donors
— — transition metal hydride donors
— Halide Anions
— O-Nucleophiles
— — Alkoxide Anions
— — Amide Anions (O reactivity)
— — Alcohols and aqueous solvents
— — — Ethanol-Acetonitrile mixtures
— — — Methanol-Acetonitrile mixtures
— — — Other solvents (pure or mixtures)
— — — Water-Acetonitrile mixtures
— — — Water-Ethanol mixtures
— — — Water-HFIP mixtures
— — — Water-Trifluoroethanol mixtures
— — Carboxylates and Carbonates
— — Other O-centered nucleophiles
— — Peroxy anions
— — Phenolate Ions
— N-Nucleophiles
— — Aliphatic amines
— — Aromatic amines
— — Amide anions (N reactivity)
— — Amidines and Imines
— — Amino acids
— — Azoles and Azole Anions
— — Guanidines
— — Hydrazines, Hydroxylamines etc.
— — Imidazolines and related compounds
— — Isothioureas
— — Nucleobases and Their Subunits
— — Pyridines, Quinolines etc.
— — Other N-centered nucleophiles
— S-Nucleophiles
— P-Nucleophiles
Electrophiles
— C-Electrophiles
— — Carbocations
— — — Diarylcarbenium Ions
— — — Triarylcarbenium Ions
— — — Indolyl-stabilized carbocations
— — — Other conjugated carbocations
— — — N-substituted carbocations (iminium ions)
— — — O-substituted carbocations (carboxonium ions)
— — — S-substituted carbocations
— — Cationic Metal-π-Complexes
— — — Fe-stabilized carbocations
— — — Co-stabilized carbocations
— — — Other metal-stabilized carbocations
— — Acceptor-Substituted Ethylenes
— — — Acyl azolium ions
— — — Baylis-Hillman adducts
— — — Benzylidenemalonates
— — — Bissulfonyl ethylenes
— — — 1,2-Diaza-1,3-dienes
— — — Quinone Methides
— — — <i>trans-β</i>-Nitrostyrenes
— — — Other Michael acceptors
— — Arenes (electron-deficient)
— — Aldehydes
— — Heteroallenes (X=C=Y)
— — Imines
— — Ketones
— — Quinones
— N-Electrophiles
— — Diazonium ions
— — Azodicarboxylates
— Cl-Electrophiles (chlorinating reagents)
— F-Electrophiles (fluorinating reagents)
— S-Electrophiles (thiolating reagents)
Solvent
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1,2-dichloroethane
acetone
aq acetone
aq MeCN
dichloromethane
dichloromethane/MeCN mix
DMF
DMSO
EtOH
EtOH-MeCN mix
HFIP
iPrOH
iPrOH-MeCN mix
MeCN
MeOH
MeOH-MeCN mix
nPrOH
nPrOH-MeCN mix
TFE
THF
water
water-acetone mix
water-EtOH mix
water-HFIP mix
water-MeCN mix
water-TFE mix
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News
1
2
3
05/06/20:
Heteroallenes added (JACS 2020, 142, 8383-8402).
01/27/20:
Pyrrolidines and Imidazolidinones added (JACS 2020, 142, 1526-1547).
05/06/20:
GSH reactivity added (Angew. Chem. Int. Ed. 2019, 58, 17704-17708)
07/02/19:
Phenolates added (JOC 2019, doi: 10.1021/acs.joc.9b01485)
04/24/18:
Ketones added (JACS 2018, 140, 5500).
11/03/17:
Allyl-boron nucleophiles added (JACS 2017, 139, 15324)
04/23/18:
Peroxide anions added (Angew. Chem. Int. Ed. 2017, 56, 13279).
04/23/18:
Michael acceptors added (JACS 2017, 139, 13318).
06/16/17:
Nucleophilicities of VNS reagents (JOC 2017, 82, 1011).
