Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2-methylcyclohexenone  |
DMSO | E Param.: -27.50 |  | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
2-methylcyclopentenone |
DMSO | E Param.: -22.10 | | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
2-methylfuran |
dichloromethane | N Param.: 3.61 sN Param.: 1.11 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylindole |
MeCN | N Param.: 6.91 sN Param.: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2-methylpropene (isobutylene) |
dichloromethane | N Param.: 1.11 sN Param.: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylpyridine (in CH2Cl2) |
dichloromethane | N Param.: 10.52 sN Param.: 0.78 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyridine (in MeCN) |
MeCN | N Param.: 10.98 sN Param.: 0.66 | | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyrrolidine (in MeCN) |
MeCN | N Param.: 16.78 sN Param.: 0.71 | | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
2-methylthiophene |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-oxo-1-(pyridin-1-ium-1-yl)propan-1-ide (in DMSO) |
DMSO | N Param.: 20.24 sN Param.: 0.60 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 19.46 sN Param.: 0.58 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-oxo-2-phenyl-1-(quinolin-1-ium-1-yl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 19.38 sN Param.: 0.50 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
2-PhCH(-)CO2Et (in DMSO) |
DMSO | N Param.: 27.54 sN Param.: 0.57 | | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-phenyl-1,3-dimethyl-benzimidazoline |
MeCN | N Param.: 9.72 sN Param.: 0.72 | | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
2-phenyl-1,3-dithianylium ion |
E Param.: -6.43 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-phenyl-1,3-dithiolan-2-ylium ion |
E Param.: -5.91 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-phenyl-1,4,5,6-tetrahydropyrimidine (in CH2Cl2) |
dichloromethane | N Param.: 14.62 sN Param.: 0.72 | | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-phenyl-4,5-dihydro-1H-imidazole (in CH2Cl2) |
dichloromethane | N Param.: 12.31 sN Param.: 0.77 | | Eur. J. Org. Chem. 2013, , 3369-3377 10.1002/ejoc.201300213 |
2-phenyl-4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 |
dichloromethane | N Param.: 1.33 sN Param.: 0.90 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-phenyl-allyltrimethylsilane |
dichloromethane | N Param.: 5.38 sN Param.: 0.89 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
News
- 01/30/25:
Sesamol-derived ortho-quinone methides (o-QM) have been added (ChemEurJ 2024, e202403785 & OBC 2025, 23, 827-834) - 05/22/24:
Lactone enolates have been added (JOC 2024, 89, 6915-6928). - 11/13/24:
2-Methylene-1,2-dihydropyridines (2-pyNHOs) have been added (EurJOC 2024, 27, e202400373). - 05/21/24:
Mesoionic pyridinium-derived N-heterocyclic olefins (py-mNHOs) have been added (Angew. Chem. Int. Ed. 2024, 63, e202318283). - 10/19/23:
Enamines derived from 4-(alkylthio)-3-imidazolines and aldehydes have been added (ChemEurJ 2023, doi: 10.1002/chem.202302764). - 09/28/23:
Mesoionic N-heterocyclic olefins (mNHOs) have been added (Angew. Chem. Int. Ed. 2023, 62, e202309790). - 07/05/23:
S-Cyanomethylated imidazolidine-4-thione-derived enamines have been added (ChemComm 2023, 59, 8091). - 03/16/23:
Cyclic alpha-diazo carbonyl compounds added (EurJOC 2023, 26, e202300005) - 01/30/23:
NADH and NADPH reactivities (in water, pH 7) determined by Mayer and Moran have been added (OBC 2022, 21, 85-88). - 09/20/22:
Alkenyl boronate nucleophilicity by Liu, Ready and co-workers has been added (JACS 2022, 144, 16118). - 01/30/23:
Electrophilicities of diazo compounds in azo couplings (ChemEurJ 2022, 28, e202201376) - 01/30/23:
Diazocyclopentadiene added (Synthesis 2023, 55, 354-358) - 01/30/23:
Electrophilic indoles added (ChemCommun 2021, 57, 10071-10074) - 04/13/21:
Cyclic Michael acceptors added (Chem. Sci. 2021, 12, 4850-4865) - 05/21/21:
Thiophenolates (in DMSO) added (JOC 2021, 86, 5965-5972) - 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) - 01/30/23:
Phenolates added (JOC 2019, 84, 8837-8858) - 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).