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
View 3d structure (requires JavaScript / HTML 5) - 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
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Gas phase ion energetics data
Go To: Top, References, Notes
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) (kcal/mol) | Reference | Comment |
|---|---|---|
| >227.3 | 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 ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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 ion energetics data, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.