Benzaldehyde, 4-(dimethylamino)-
- Formula: C9H11NO
- Molecular weight: 149.1897
- IUPAC Standard InChIKey: BGNGWHSBYQYVRX-UHFFFAOYSA-N
- CAS Registry Number: 100-10-7
- 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: Benzaldehyde, p-(dimethylamino)-; p-(Dimethylamino)benzaldehyde; p-(N,N-Dimethylamino)benzaldehyde; p-Formyl-N,N-dimethylaniline; p-Formyldimethylaniline; Ehrlich's reagent; 4-(Dimethylamino)benzaldehyde; 4-Dimethylaminobenzenecarbonal; para-Dimethylaminobenzaldehyde; 4-N,N-Dimethylaminobenzaldehyde; N,N-Dimethyl-p-aminobenzaldehyde; Reagens ehrlichovo; 4-Formyl-N,N-dimethylaniline; N,N-Dimethyl-4-formylaniline; N,N-Dimethyl-4-aminobenzaldehyde; p-DAB; NSC 5517
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Condensed phase thermochemistry data
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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -137. | kJ/mol | Ccb | Zavoianu, Contineanu, et al., 1986 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -4977. | kJ/mol | Ccb | Zavoianu, Contineanu, et al., 1986 | |
ΔcH°solid | -4976.03 ± 0.84 | kJ/mol | Ccb | Young, Keith, et al., 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = -4974.8 ± 0.8 kJ/mol; see Dzombak, 1956 |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias
Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 7.3 ± 0.1 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 924.8 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 898.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.3 ± 0.1 | PE | Egdell, Green, et al., 1975 | LLK |
7.36 ± 0.02 | PI | Potapov and Iskakov, 1971 | LLK |
7.81 | PE | Gal, Geribaldi, et al., 1985 | Vertical value; LBLHLM |
References
Go To: Top, Condensed 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.
Zavoianu, Contineanu, et al., 1986
Zavoianu, D.; Contineanu, I.; Moga-Gheorghe, S.; Marchidan, D.,
Structure and reactivity of nitriles. Condensation reaction of phenylacetonitrile with benzaldehydes,
Rev. Chim. (Bucharest), 1986, 37, 1055-1058. [all data]
Young, Keith, et al., 1956
Young, J.A.; Keith, J.E.; Stehle, P.; Dzombak, W.C.; Hunt, H.,
Heats of combustion of some organic nitrogen compounds,
Ind. Eng. Chem., 1956, 48, 1375-1378. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Dzombak, 1956
Dzombak, W.C.,
The heats of combustion of some amides and amines, Dissertation Abstr,, 1956, 22-23. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Egdell, Green, et al., 1975
Egdell, R.; Green, J.C.; Rao, C.N.R.,
Photoelectron spectra of substituted benzenes,
Chem. Phys. Lett., 1975, 33, 600. [all data]
Potapov and Iskakov, 1971
Potapov, V.K.; Iskakov, L.I.,
Electronic structure and photoionization of aromatic amines,
High Energy Chem., 1971, 5, 237, In original 264. [all data]
Gal, Geribaldi, et al., 1985
Gal, J.-F.; Geribaldi, S.; Pfister-Guillouzo, G.; Morris, D.G.,
Basicity of the carbonyl group. Part 12. Correlations between ionization potentials and lewis basicities in aromatic carbonyl compounds,
J. Chem. Soc. Perkin Trans. 2, 1985, 103. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
IE (evaluated) Recommended ionization energy ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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