Benzidine

• Formula: C₁₂H₁₂N₂
• Molecular weight: 184.2371
• IUPAC Standard InChI: InChI=1S/C12H12N2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8H,13-14H2 Copy

  
• IUPAC Standard InChIKey: HFACYLZERDEVSX-UHFFFAOYSA-N Copy
• CAS Registry Number: 92-87-5
• 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: [1,1'-Biphenyl]-4,4'-diamine; p-Diaminodiphenyl; p,p'-Bianiline; p,p'-Diaminobiphenyl; C.I. Azoic Diazo Component 112; Fast Corinth Base B; 4,4'-Bianiline; 4,4'-Biphenyldiamine; 4,4'-Diaminobiphenyl; 4,4'-Diaminodiphenyl; 4,4'-Diphenylenediamine; Biphenyl -4,4'-ylenediamine; Benzidin; Benzidina; Benzydyna; Biphenyl,4,4'-diamino-; 4,4'-Biphenylenediamine; p,p-Bianiline; C.I. 37225; 4,4'-Diamino-1,1'-biphenyl; p,p'-Dianiline; NCI-C03361; Rcra waste number U021; UN 1885; NSC 146476
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • UV/Visible spectrum
  • Gas Chromatography
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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
AC - William E. Acree, Jr., James S. Chickos

Reduced pressure boiling point

Enthalpy of fusion

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: C₁₂H₁₂N₂ = C₁₂H₁₂N₂

 +  =

By formula: C₈H₄O₃ + C₁₂H₁₂N₂ = C₂₀H₁₆N₂O₃

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• SOLID (KBr DISC); PERKIN-ELMER 521 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY (ADJUSTED subtractcm-110-0-0); 2 cm^-1 resolution
• SOLID (KBr PELLET); Not specified, most likely a prism, grating, or hybrid spectrometer.; DIGITIZED BY NIST FROM HARD COPY; 4 cm^-1 resolution
• SOLID (SPLIT MULL); BECKMAN IR-9 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

• gas; HP-GC/MS/IRD

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

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Lemoult, 1906
Lemoult, M.P., Thermochimie. - Chaleur de combustion et de formation de quelques composes cycliques azotes, Compt. Rend., 1906, 143, 772-775. [all data]

Pongratz, Bohmert-Sub, et al., 1944
Pongratz, A.; Bohmert-Sub, S.; Scholtis, K., Zur thermochemie der benzidin-umlagerung, Ber., 1944, 77, 651-735. [all data]

Rai and George, 1992
Rai, U.S.; George, S., A physicochemical study on organic eutectics and addition compound; benzidine-pyrogallol system, Can. J. Chem., 1992, 70, 2869-74. [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]

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]

Rai and George, 1992, 2
Rai, U.S.; George, Santhi, A physicochemical study on organic eutectics and addition compound; benzidine--pyrogallol system, Can. J. Chem., 1992, 70, 12, 2869-2874, https://doi.org/10.1139/v92-366 . [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Karyakin, Rabinovich, et al., 1978
Karyakin, N.V.; Rabinovich, I.B.; Pal'tseva, N.G., Thermodynamics of the reactions of aromatic diamines with dianhydrides of tetracarboxylic acids, Polym. Sci. USSR, 1978, 20, 2274-2279. [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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