1,2-Benzenedicarbonitrile

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas88.03kcal/molN/ARabinovich, Karyakin, et al., 1984Value computed using ΔfHsolid° value of 281.4±1.9 kj/mol from Rabinovich, Karyakin, et al., 1984 and ΔsubH° value of 86.9 kj/mol from Rabinovich, Karyakin, et al., 1984.; DRB
Δfgas87.83 ± 0.45kcal/molCcbSato-Toshima, Sakiyama, et al., 1980ALS
Δfgas86.52kcal/molN/ASalley and Gray, 1951Value computed using ΔfHsolid° value of 275.1 kj/mol from Salley and Gray, 1951 and ΔsubH° value of 86.9 kj/mol from Salley and Gray, 1951.; DRB

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, 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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfsolid67.26 ± 0.45kcal/molCcbRabinovich, Karyakin, et al., 1984Heat of combustion is not reported; ALS
Δfsolid67.07 ± 0.29kcal/molCcbSato-Toshima, Sakiyama, et al., 1980ALS
Δfsolid65.76kcal/molCcbSalley and Gray, 1951correction of Salley and Gray, 1948; ALS
Quantity Value Units Method Reference Comment
Δcsolid-956.11 ± 0.16kcal/molCcbSato-Toshima, Sakiyama, et al., 1980ALS
Δcsolid-954.81kcal/molCcbSalley and Gray, 1951correction of Salley and Gray, 1948; ALS
Quantity Value Units Method Reference Comment
solid,1 bar45.98cal/mol*KN/ARabinovich, Karyakin, et al., 1984, 2DH
solid,1 bar45.98cal/mol*KN/AKaryakin, Shvetsova, et al., 1982DH

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
38.55298.15Rabinovich, Karyakin, et al., 1984, 2T = 13 to 500 K.; DH
38.55298.15Karyakin, Shvetsova, et al., 1982T = 13 to 480 K.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, 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:
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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tfus414.KN/ABuckingham and Donaghy, 1982BS
Tfus412.92KN/AWitschonke, 1954Uncertainty assigned by TRC = 0.25 K; TRC
Tfus413.05KN/AWitschonke, 1954Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Ttriple414.0KN/ARabinovich, Nistratov, et al., 1984Uncertainty assigned by TRC = 0.2 K; TRC
Ttriple414.0KN/AKaryikin, Shvetsova, et al., 1982Uncertainty assigned by TRC = 0.1 K; TRC
Quantity Value Units Method Reference Comment
Δsub20.8 ± 0.36kcal/molVSato-Toshima, Sakiyama, et al., 1980ALS
Δsub20.8kcal/molN/ASato-Toshima, Sakiyama, et al., 1980DRB
Δsub20.8 ± 0.36kcal/molGSSato-Toshima, Sakiyama, et al., 1980AC

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
423. to 425.0.013Buckingham and Donaghy, 1982BS

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
4.7801414.0Rabinovich, Karyakin, et al., 1984, 2DH
4.7801414.0Karyakin, Shvetsova, et al., 1982DH
4.78414.1Karyakin, Shvetsova, et al., 1982, 2AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
11.53414.0Rabinovich, Karyakin, et al., 1984, 2DH
11.53414.0Karyakin, Shvetsova, et al., 1982DH

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:


Gas Chromatography

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryZB-51304.Kluchinsky, Sheely, et al., 200230. m/0.25 mm/0.25 μm, He, 10. K/min, 200. C @ 2. min; Tstart: 40. C

References

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

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Rabinovich, Karyakin, et al., 1984
Rabinovich, I.B.; Karyakin, N.V.; Dzharimova, E.S.; Siling, S.A.; Ponomarev, I.I.; Vinogradova, S.V., Thermodynamics of condensation of phthalonitrile with m-phenylenediamine, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1984, 716-723. [all data]

Sato-Toshima, Sakiyama, et al., 1980
Sato-Toshima, T.; Sakiyama, M.; Seki, S., Thermochemical estimation of destabilization energies of 1,2-, 1,3-, and 1,4-dicyanobenzenes due to interactions between substituents. Appendix: Dipole moments in solution of the dicyanobenzenes, Bull. Chem. Soc. Jpn., 1980, 53, 2762-2767. [all data]

Salley and Gray, 1951
Salley, D.J.; Gray, J.B., Heats of combustion of some organic nitrogen compounds, J. Am. Chem. Soc., 1951, 73, 5925. [all data]

Salley and Gray, 1948
Salley, D.J.; Gray, J.B., Heats of combustion of some organic nitrogen compounds, J. Am. Chem. Soc., 1948, 70, 2650-2653. [all data]

Rabinovich, Karyakin, et al., 1984, 2
Rabinovich, I.B.; Karyakin, N.V.; Dzharimova, E.S.; Siling, S.A.; Ponomarev, I.I.; Vinogradova, S.V., Thermodynamics of the condensation of o-phthalic acid dinitrile with m-phenylenediamine, Izv. Akad. Nauk SSSR, Ser. Khim., 1984, (4), 779-787. [all data]

Karyakin, Shvetsova, et al., 1982
Karyakin, N.V.; Shvetsova, K.G.; Dzharimova, E.S., Thermodynamic properties of o-phthalic acid dinitrile, 1982, Termodin. [all data]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]

Witschonke, 1954
Witschonke, C.R., Freezing point and purity data for some organic compounds, Anal. Chem., 1954, 26, 562-4. [all data]

Rabinovich, Nistratov, et al., 1984
Rabinovich, I.B.; Nistratov, V.P.; Babinkov, A.G.; Siling, S.A.; Ponomarev, I.I.; Vinogradova, S.V., Thermodynamics of the condensation of o-phthalic acid dinitrile with m-phenylenediamine, Izv. Akad. Nauk SSSR, 1984, 1984, 779. [all data]

Karyikin, Shvetsova, et al., 1982
Karyikin, N.V.; Shvetsova, K.G.; Dzharimova, E.S., Thermodynamic properties of o-phthalic acid dinitrile, Termodin. Org. Soedin., 1982, 33-37. [all data]

Karyakin, Shvetsova, et al., 1982, 2
Karyakin, N.V.; Shvetsova, K.G.; Dzharimova, E.S., Termodin. Org. Soedin., 1982, 33. [all data]

Kluchinsky, Sheely, et al., 2002
Kluchinsky, T.A., Jr.; Sheely, M.V.; Savage, P.B.; Smith, P.A., Formation of 2-chlorobenzylidenemalononitrile (CS riot control agent) thermal degradation products at elevated temperatures, J. Chromatogr. A, 2002, 952, 1-2, 205-213, https://doi.org/10.1016/S0021-9673(02)00096-1 . [all data]


Notes

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