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
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
  • References
  • Notes
• Other data available:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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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

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

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.

Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

Gas Chromatography

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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

Normal alkane RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, custom temperature program

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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.

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]

Carlin, Nelb, et al., 1951
Carlin, R.B.; Nelb, R.G.; Odioso, R.C., The benzidine rearrangement. III. Kinetics of the rearrangements of hydrazobenzene, J. Am. Chem. Soc., 1951, 73, 1002-1007. [all data]

Harland, Cumming, et al., 1986
Harland, B.J.; Cumming, R.I.; Gillings, E., The Kovats indexes of some organic micropollutants on an SE54 capillary column, EUR, I Org. Micropollut. Aquat. Environ., 1986, EUR 10388, 123-127. [all data]

Marozzi, Gambaro, et al., 1982
Marozzi, E.; Gambaro, V.; Saligari, E.; Mariani, R.; Lodi, F., Use of the retention index in gas chromatographic studies of drugs, J. Anal. Toxicol., 1982, 6, 4, 185-192, https://doi.org/10.1093/jat/6.4.185 . [all data]

Waggott and Davies, 1984
Waggott, A.; Davies, I.W., Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]

Notes

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• 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

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