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, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, 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 | 202.9 ± 1.2 | kJ/mol | Ccb | Lebedeva and Katin, 1972 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 202.5 ± 1.3 kJ/mol; ALS |
ΔfH°gas | 204.1 | kJ/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 | 205. ± 13. | kJ/mol | Ccb | Anderson and Gilbert, 1942 | %hf calculated possible error by author; ALS |
ΔfH°gas | 240.9 | kJ/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
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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
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 |
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° | 61.9 ± 0.8 | kJ/mol | C | Lebedeva and Katin, 1972 | ALS |
ΔvapH° | 61.9 | kJ/mol | N/A | Lebedeva and Katin, 1972 | DRB |
ΔvapH° | 61.46 | kJ/mol | V | Williams and Gilbert, 1942 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
57.3 | 428. | A | Stephenson and Malanowski, 1987 | Based on data from 413. to 518. K. See also Dykyj, 1972.; AC |
59.2 | 360. | N/A | Stull, 1947 | Based on data from 345. to 517. K.; AC |
57.2 | 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 (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
345.0 to 516.7 | 5.18551 | 2480.263 | -37.496 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
16.43 | 292.8 | Domalski and Hearing, 1996 | AC |
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 |
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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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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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 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Polydimethyl siloxanes | 1157. | Zenkevich, 2001 | Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, 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]
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]
Zenkevich, 2001
Zenkevich, I.G.,
Encyclopedia of Chromatography. Derivatization of Carbonyls for GC Analysis, MArcel Dekker, Inc., New York - Basel, 2001, 233. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, Gas Chromatography, 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 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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