Hydrazine, phenyl-

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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 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
Δfgas48.49 ± 0.29kcal/molCcbLebedeva and Katin, 1972Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 48.39 ± 0.30 kcal/mol; ALS
Δfgas48.78kcal/molN/ACole and Gilbert, 1951Value 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
Δfgas48.9 ± 3.0kcal/molCcbAnderson and Gilbert, 1942%hf calculated possible error by author; ALS
Δfgas57.58kcal/molN/ALemoult, 1908Value 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
Δfliquid33.7 ± 0.2kcal/molCcbLebedeva and Katin, 1972ALS
Δfliquid33.99kcal/molCmCole and Gilbert, 1951ALS
Δfliquid42.8kcal/molCcbLemoult, 1908see 06LEM,Author hf298_condensed=37.9 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Δcliquid-871.26 ± 0.20kcal/molCcbLebedeva and Katin, 1972ALS
Δcliquid-871.57kcal/molCmCole and Gilbert, 1951ALS
Δcliquid-871.7 ± 0.6kcal/molCcbAnderson and Gilbert, 1942%hf calculated possible error by author; ALS
Δcliquid-880.39kcal/molCcbLemoult, 1908see 06LEM,Author hf298_condensed=37.9 kcal/mol; ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
51.94299.45Lebedeva, Ryadnenko, et al., 1981T = 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
Tboil512.7KN/AAldrich Chemical Company Inc., 1990BS
Tboil516.2KN/AWeast and Grasselli, 1989BS
Tboil516.65KN/APerkin, 1896Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Tfus292.8KN/ADreisbach, 1955Uncertainty assigned by TRC = 0.02 K; TRC
Tfus283.15KN/ABastic and Pushin, 1947Uncertainty assigned by TRC = 1.5 K; TRC
Tfus295.KN/ALouguinine and Dupont, 1911Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Δvap14.8 ± 0.2kcal/molCLebedeva and Katin, 1972ALS
Δvap14.8kcal/molN/ALebedeva and Katin, 1972DRB
Δvap14.69kcal/molVWilliams and Gilbert, 1942ALS

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
13.7428.AStephenson and Malanowski, 1987Based on data from 413. to 518. K. See also Dykyj, 1972.; AC
14.1360.N/AStull, 1947Based on data from 345. to 517. K.; AC
13.7393.TWilliams and Gilbert, 1942, 2Based 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 516.75.179802480.263-37.496Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
3.927292.8Domalski and Hearing, 1996AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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

Benzaldehyde, phenylhydrazone + Water = Benzaldehyde + Hydrazine, phenyl-

By formula: C13H12N2 + H2O = C7H6O + C6H8N2

Quantity Value Units Method Reference Comment
Δr-14.6kcal/molCmLandrieu, 1905solid phase

Furaldehyde phenylhydrazone + Water = Hydrazine, phenyl- + Furfural

By formula: C11H10N2O + H2O = C6H8N2 + C5H4O2

Quantity Value Units Method Reference Comment
Δr-14.8kcal/molCmLandrieu, 1905solid phase

p-Anisaldehyde phenylhydrazone + Water = Hydrazine, phenyl- + Benzaldehyde, 4-methoxy-

By formula: C14H14N2O + H2O = C6H8N2 + C8H8O2

Quantity Value Units Method Reference Comment
Δr-14.8kcal/molCmLandrieu, 1905solid phase

Water + Acetaldehyde, phenylhydrazone = Hydrazine, phenyl- + Acetaldehyde

By formula: H2O + C8H10N2 = C6H8N2 + C2H4O

Quantity Value Units Method Reference Comment
Δr-14.6kcal/molCmLandrieu, 1905solid phase

2-Propanone, phenylhydrazone + Water = Hydrazine, phenyl- + Acetone

By formula: C9H12N2 + H2O = C6H8N2 + C3H6O

Quantity Value Units Method Reference Comment
Δr-10.3kcal/molCmLandrieu, 1905solid 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
7.74PEBodor, Dewar, et al., 1970RDSH
7.64 ± 0.02PIVilesov and Terenin, 1957RDSH
7.86PEStreets, Hall, et al., 1972Vertical value; LLK

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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]

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]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References