Hydrazine, phenyl-
- Formula: C6H8N2
- Molecular weight: 108.1411
- 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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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, 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
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 48.49 ± 0.29 | kcal/mol | Ccb | Lebedeva and Katin, 1972 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 48.39 ± 0.30 kcal/mol; ALS |
ΔfH°gas | 48.78 | kcal/mol | N/A | Cole and Gilbert, 1951 | Value computed using ΔfHliquid° value of 142.2 kj/mol from Cole and Gilbert, 1951 and ΔvapH° value of 61.9 kj/mol from Lebedeva and Katin, 1972.; DRB |
ΔfH°gas | 48.9 ± 3.0 | kcal/mol | Ccb | Anderson and Gilbert, 1942 | %hf calculated possible error by author; ALS |
ΔfH°gas | 57.58 | kcal/mol | N/A | Lemoult, 1908 | Value computed using ΔfHliquid° value of 179.0 kj/mol from Lemoult, 1908 and ΔvapH° value of 61.9 kj/mol from Lebedeva and Katin, 1972.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, 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 | 33.7 ± 0.2 | kcal/mol | Ccb | Lebedeva and Katin, 1972 | ALS |
ΔfH°liquid | 33.99 | kcal/mol | Cm | Cole and Gilbert, 1951 | ALS |
ΔfH°liquid | 42.8 | kcal/mol | Ccb | Lemoult, 1908 | see 06LEM,Author hf298_condensed=37.9 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -871.26 ± 0.20 | kcal/mol | Ccb | Lebedeva and Katin, 1972 | ALS |
ΔcH°liquid | -871.57 | kcal/mol | Cm | Cole and Gilbert, 1951 | ALS |
ΔcH°liquid | -871.7 ± 0.6 | kcal/mol | Ccb | Anderson and Gilbert, 1942 | %hf calculated possible error by author; ALS |
ΔcH°liquid | -880.39 | kcal/mol | Ccb | Lemoult, 1908 | see 06LEM,Author hf298_condensed=37.9 kcal/mol; ALS |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
51.94 | 299.45 | Lebedeva, Ryadnenko, et al., 1981 | T = 293 to 358 K.; DH |
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 512.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 516.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 516.65 | K | N/A | Perkin, 1896 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 292.8 | K | N/A | Dreisbach, 1955 | Uncertainty assigned by TRC = 0.02 K; TRC |
Tfus | 283.15 | K | N/A | Bastic and Pushin, 1947 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 295. | K | N/A | Louguinine and Dupont, 1911 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.8 ± 0.2 | kcal/mol | C | Lebedeva and Katin, 1972 | ALS |
ΔvapH° | 14.8 | kcal/mol | N/A | Lebedeva and Katin, 1972 | DRB |
ΔvapH° | 14.69 | kcal/mol | V | Williams and Gilbert, 1942 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
13.7 | 428. | A | Stephenson and Malanowski, 1987 | Based on data from 413. to 518. K. See also Dykyj, 1972.; AC |
14.1 | 360. | N/A | Stull, 1947 | Based on data from 345. to 517. K.; AC |
13.7 | 393. | T | Williams and Gilbert, 1942, 2 | Based on data from 378. to 465. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
345.0 to 516.7 | 5.17980 | 2480.263 | -37.496 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.927 | 292.8 | Domalski and Hearing, 1996 | AC |
Reaction 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
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° | -14.6 | kcal/mol | Cm | Landrieu, 1905 | solid phase |
By formula: C11H10N2O + H2O = C6H8N2 + C5H4O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -14.8 | kcal/mol | Cm | Landrieu, 1905 | solid phase |
By formula: C14H14N2O + H2O = C6H8N2 + C8H8O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -14.8 | kcal/mol | Cm | Landrieu, 1905 | solid phase |
By formula: H2O + C8H10N2 = C6H8N2 + C2H4O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -14.6 | kcal/mol | Cm | Landrieu, 1905 | solid phase |
By formula: C9H12N2 + H2O = C6H8N2 + C3H6O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -10.3 | kcal/mol | Cm | Landrieu, 1905 | solid phase |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), UV/Visible spectrum, 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:
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 |
Mass spectrum (electron ionization)
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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
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | Chemical Concepts |
NIST MS number | 161139 |
UV/Visible 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.
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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Download spectrum in JCAMP-DX format.
Source | Stroh and Ihlo, 1963 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 13288 |
Instrument | Universal spectrometer VSV-1, VEB Carl Zeiss |
Melting point | 19.6 |
Boiling point | 243.5 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, 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]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [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]
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]
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]
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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Perkin, 1896
Perkin, W.H.,
LXIX. On Magnetic Rotatory Power, especially of Aromatic Compounds,
J. Chem. Soc., 1896, 69, 1025-1257. [all data]
Dreisbach, 1955
Dreisbach, R.R.,
Physical Properties of Chemical Compounds, Advances in Chemistry Series No. 15, Am. Chem. Soc.: Washington, D. C., 1955. [all data]
Bastic and Pushin, 1947
Bastic, B.L.; Pushin, N.A.,
Melting diagrams of mixtures of formic acid,
Glas. Hem. Drus. Beograd, 1947, 128, 109. [all data]
Louguinine and Dupont, 1911
Louguinine, W.; Dupont, G.,
The heat of fusion of substances which melt at ordinary temperatures.,
Bull. Soc. Chim. Fr., 1911, 9, 219-224. [all data]
Williams and Gilbert, 1942
Williams, G.E.; Gilbert, E.C.,
The vapor pressure of phenylhydrazine as a function of the temperature,
J. Am. Chem. Soc., 1942, 64, 2776-27. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Williams and Gilbert, 1942, 2
Williams, Glenn E.; Gilbert, E.C.,
The Vapor Pressure of Phenylhydrazine as a Function of the Temperature 1,
J. Am. Chem. Soc., 1942, 64, 12, 2776-2777, https://doi.org/10.1021/ja01264a018
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [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]
Stroh and Ihlo, 1963
Stroh, H.H.; Ihlo, B.,
Chem. Ber., 1963, 96, 658. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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