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 ion energetics data
Go To: Top, Mass spectrum (electron ionization), 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 |
Mass spectrum (electron ionization)
Go To: Top, Gas phase ion energetics data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | GFS Chemicals / NIST MS Data Center. |
| NIST MS number | 125332 |
References
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), 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, Mass spectrum (electron ionization), References
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