2,2'-Bipyridine, 4,4'-dimethyl-
- Formula: C12H12N2
- Molecular weight: 184.2371
- IUPAC Standard InChI: InChI=1S/C12H12N2/c1-9-3-5-13-11(7-9)12-8-10(2)4-6-14-12/h3-8H,1-2H3
- IUPAC Standard InChIKey: NBPGPQJFYXNFKN-UHFFFAOYSA-N
- CAS Registry Number: 1134-35-6
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 2,2'-Bi-4-picoline; 2,2'-Bipyridyl, 4,4'-dimethyl-; 4,4'-Dimethyl-2,2'-bipyridine; 4,4'-Dimethyl-2,2'-dipyridyl; 4,4'-Dimethyl-2,2'-bipyridyl
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Gas phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 209.3 ± 4.1 | kJ/mol | Ccb | Ribeiro da Silva, Matos, et al., 1997 |
Gas phase ion energetics data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
MM - Michael M. Meot-Ner (Mautner)
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Gas basicity at 298K
| Gas basicity (review) (kJ/mol) | Reference | Comment |
|---|---|---|
| >951.0 | Oresmaa, Haukka, et al., 2002 | GB > Triethylamine. Paper reports PAs although kinetics bracket GBs; authors assume negligible ΔS of PT reactions. Uncertainty is half the GB difference between bracketing bases.; MM |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.2 | PE | Dobson, Hillier, et al., 1983 | LBLHLM |
| 8.53 ± 0.03 | PE | Dobson, Hillier, et al., 1983 | Vertical value; LBLHLM |
References
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ribeiro da Silva, Matos, et al., 1997
Ribeiro da Silva, M.A.V.; Matos, M.A.R.; do Rio, C.M.A.; Morais, V.M.F.,
Thermochemical and theoretical studies of 4-methylbiphenyl, 4,4'-dimethylbiphenyl, 4,4'-dimethyl-2,2'-bipyridine,
J. Chem. Soc. Farad. Trans, 1997, 93, 3061. [all data]
Oresmaa, Haukka, et al., 2002
Oresmaa, L.; Haukka, M.; Vainiotalo, P.; Pakkanen, T.A.,
Ab intio calculations and mass spectrometric determination of the gas phase proton affinities of 4,4'-disubstituted 2,2'-bipyridines,
J. Org. Chem., 2002, 67, 8216. [all data]
Dobson, Hillier, et al., 1983
Dobson, B.; Hillier, I.H.; Connor, J.A.; Moncrieff, D.; Scanlan, M.L.; Garner, C.D.,
Electronic structure and low-energy photoelectron spectra of 4,4'-disubstituted 2,2'-bipyridines,
J. Chem. Soc. Faraday Trans. 2, 1983, 79, 295. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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