2,2'-Bipyridine, 4,4'-dimethyl-
- Formula: C12H12N2
- Molecular weight: 184.2371
- 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 | 50.02 ± 0.98 | kcal/mol | Ccb | Ribeiro da Silva, Matos, et al., 1997 |
Condensed 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°solid | 26.20 ± 0.81 | kcal/mol | Ccb | Ribeiro da Silva, Matos, et al., 1997 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1564.7 ± 0.72 | kcal/mol | Ccb | Ribeiro da Silva, Matos, et al., 1997 |
Phase change 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 23.8 ± 0.55 | kcal/mol | C | Ribeiro da Silva, Matos, et al., 1997 | ALS |
ΔsubH° | 23.8 ± 0.55 | kcal/mol | C | Ribeiro da Silva, Matos, et al., 1997, 2 | AC |
ΔsubH° | 23.8 | kcal/mol | N/A | N/A | DRB |
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) (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 |
IR Spectrum
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
State | gas |
Instrument | HP-GC/MS/IRD |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, 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]
Ribeiro da Silva, Matos, et al., 1997, 2
Ribeiro da Silva, Manuel A.V.; Matos, Agostinha R.; do Rio, Carolina M.A.; Morais, Victor M.F.,
Thermochemical and theoretical studies of 4-methylbiphenyl, 4,4´-dimethylbiphenyl, 4,4´-dimethyl-2,2´-bipyridine,
Faraday Trans., 1997, 93, 17, 3061-3065, https://doi.org/10.1039/a701769c
. [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, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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