Hydrazine, phenyl-
- Formula: C6H8N2
- Molecular weight: 108.1411
- IUPAC Standard InChI: InChI=1S/C6H8N2/c7-8-6-4-2-1-3-5-6/h1-5,8H,7H2
- IUPAC Standard InChIKey: HKOOXMFOFWEVGF-UHFFFAOYSA-N
- CAS Registry Number: 100-63-0
- 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: Hydrazinobenzene; Monophenylhydrazine; Phenylhydrazine; Fenilidrazina; Fenylhydrazine; Phenylhydrazin; UN 2572; 1-Phenylhydrazine
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Condensed phase thermochemistry data
Go To: Top, Reaction thermochemistry data, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | 141.0 ± 0.8 | kJ/mol | Ccb | Lebedeva and Katin, 1972 | ALS |
| ΔfH°liquid | 142.2 | kJ/mol | Cm | Cole and Gilbert, 1951 | ALS |
| ΔfH°liquid | 179. | kJ/mol | Ccb | Lemoult, 1908 | see 06LEM,Author hf298_condensed=37.9 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -3645.4 ± 0.84 | kJ/mol | Ccb | Lebedeva and Katin, 1972 | ALS |
| ΔcH°liquid | -3646.6 | kJ/mol | Cm | Cole and Gilbert, 1951 | ALS |
| ΔcH°liquid | -3647. ± 3. | kJ/mol | Ccb | Anderson and Gilbert, 1942 | %hf calculated possible error by author; ALS |
| ΔcH°liquid | -3683.6 | kJ/mol | Ccb | Lemoult, 1908 | see 06LEM,Author hf298_condensed=37.9 kcal/mol; ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 217.3 | 299.45 | Lebedeva, Ryadnenko, et al., 1981 | T = 293 to 358 K.; DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
+
=
+
By formula: C13H12N2 + H2O = C7H6O + C6H8N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -61.1 | kJ/mol | Cm | Landrieu, 1905 | solid phase |
+
=
+
By formula: C11H10N2O + H2O = C6H8N2 + C5H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -61.9 | kJ/mol | Cm | Landrieu, 1905 | solid phase |
+
=
+
By formula: C14H14N2O + H2O = C6H8N2 + C8H8O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -61.9 | kJ/mol | Cm | Landrieu, 1905 | solid phase |
+
=
+
By formula: H2O + C8H10N2 = C6H8N2 + C2H4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -61.1 | kJ/mol | Cm | Landrieu, 1905 | solid phase |
+
=
+
By formula: C9H12N2 + H2O = C6H8N2 + C3H6O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -43.1 | kJ/mol | Cm | Landrieu, 1905 | solid phase |
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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C6H8N2+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.74 | PE | Bodor, Dewar, et al., 1970 | RDSH |
| 7.64 ± 0.02 | PI | Vilesov and Terenin, 1957 | RDSH |
| 7.86 | PE | Streets, Hall, et al., 1972 | Vertical value; LLK |
References
Go To: Top, Condensed phase thermochemistry data, Reaction 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.
Lebedeva and Katin, 1972
Lebedeva, N.D.; Katin, Yu.A.,
Heats of combustion of certain monosubstituted benzenes,
Russ. J. Phys. Chem. (Engl. Transl.), 1972, 46, 1088. [all data]
Cole and Gilbert, 1951
Cole, L.G.; Gilbert, E.C.,
The heats of combustion of some nitrogen compounds and the apparent energy of the N-N bond,
J. Am. Chem. Soc., 1951, 73, 5423-5427. [all data]
Lemoult, 1908
Lemoult, M.P.,
Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques,
Ann. Chim. Phys., 1908, 13, 562-574. [all data]
Anderson and Gilbert, 1942
Anderson, C.M.; Gilbert, E.C.,
The apparent energy of the N-N bond as calculated from heats of combustion,
J. Am. Chem. Soc., 1942, 64, 2369-2372. [all data]
Lebedeva, Ryadnenko, et al., 1981
Lebedeva, N.D.; Ryadnenko, V.L.; Kozlova, N.M.; Karpenko, N.A.; Stepanov, V.B.,
Heat capacities of some organic compounds, 1981, Termodinam. [all data]
Landrieu, 1905
Landrieu, M.Ph.,
Thermochimie. - Thermochimie des hydrazones,
Compt. Rend., 1905, 141, 358-361. [all data]
Bodor, Dewar, et al., 1970
Bodor, N.; Dewar, M.J.S.; Jennings, W.B.; Worley, S.D.,
Photoelectron spectra of molecules-IV.Ionization potentials and heats of formation of some hydrazines and amines,
Tetrahedron, 1970, 26, 4109. [all data]
Vilesov and Terenin, 1957
Vilesov, F.I.; Terenin, A.N.,
The photoionization of the vapors of certain organic compounds,
Dokl. Akad. Nauk SSSR, 1957, 115, 744, In original 539. [all data]
Streets, Hall, et al., 1972
Streets, D.G.; Hall, W.E.; Ceasar, G.P.,
Mesomeric mixing in the π energy levels of aminobenzenes studied by photoelectron spectroscopy,
Chem. Phys. Lett., 1972, 17, 90. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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