Phenothiazine

• Formula: C₁₂H₉NS
• Molecular weight: 199.272
• IUPAC Standard InChI: InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H Copy

  
• IUPAC Standard InChIKey: WJFKNYWRSNBZNX-UHFFFAOYSA-N Copy
• CAS Registry Number: 92-84-2
• 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: 10H-Phenothiazine; Contaverm; Danikoropa; Dibenzothiazine; Dibenzo-1,4-thiazine; Early bird wormer; ENT 38; Feeno; Fenoverm; Nemazene; Nexarbol; Orimon; Padophene; Penthazine; Phenegic; Phenoverm; Phenovis; Phenoxur; Phenthiazine; Phenzeen; Reconox; Thiodiphenylamine; AFI-Tiazin; Agrazine; Antiverm; Dibenzo-p-thiazine; Fenothiazine; Fenotiazina; Fentiazin; Helmetina; Lethelmin; Nemazine; Phenosan; Souframine; Thiodifenylamine; Thiodiphenylamin; Tiodifenilamina; Vermitin; Wurm-Thional; XL-50; Biverm; Dibenzoparathiazine; 10H-Phenothiazin; EPA Pesticide Chemical Code 064501; Promethazine M (ring); Alimemazine M (ring); Dixyrazine M (ring); Perazine M (ring); Pecazine M (ring); Mequitazine M (ring)
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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • 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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of sublimation

Enthalpy of fusion

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

Ionization energy determinations

References

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

Sabbah and El Watik, 1992
Sabbah, R.; El Watik, L., Etude thermodynamique de la phenoxazine et de la phenotiazine, Thermochim. Acta, 1992, 197, 381-390. [all data]

Tavernier and Lamouroux, 1957
Tavernier, P.; Lamouroux, M., Determinations calorimetriques relatives a vingt et une substances organiques, Mem. Poudres, 1957, 39, 335-356. [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]

Donnelly, Drewes, et al., 1990
Donnelly, J.R.; Drewes, L.A.; Johnson, R.L.; Munslow, W.D.; Knapp, K.K.; Sovocool, G.W., Purity and heat of fusion data for environmental standards as determined by differential scanning calorimetry, Thermochim. Acta, 1990, 167, 2, 155, https://doi.org/10.1016/0040-6031(90)80476-F . [all data]

Plato and Glasgow, 1969
Plato, C.; Glasgow, A.R., Jr., Differential scanning calorimetry as a general method for determining the purity and heat of fusion of high-purity organic chemicals. Application to 95 compounds, Anal. Chem., 1969, 41, 2, 330, https://doi.org/10.1021/ac60271a041 . [all data]

Cullinane and Rees, 1940
Cullinane, N.M.; Rees, W.T., Isomorphous relationships of some organic compounds of analogous constitution, Trans. Faraday Soc., 1940, 36, 507. [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]

Nelson and Smith, 1942
Nelson, O.A.; Smith, L.E., The Vapor Pressure of Phenothiazine ¹, J. Am. Chem. Soc., 1942, 64, 12, 3035-3037, https://doi.org/10.1021/ja01264a086 . [all data]

Gupta, Singh, et al., 2007
Gupta, R.K.; Singh, S.K.; Singh, R.A., Some physicochemical studies on organic eutectics, Journal of Crystal Growth, 2007, 300, 2, 415-420, https://doi.org/10.1016/j.jcrysgro.2006.12.017 . [all data]

Acree, 1991
Acree, William E., Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation, Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H . [all data]

Poltorakov, Pirnazarova, et al., 1973
Poltorakov, A.P.; Pirnazarova, F.N.; But, P.G.; Piruzyan, L.A.; Chibrikin, V.M.; Vikjlyaev, Yu.I.; Ul'yanova, O.V., Ionization potentials of phenothiazine derivatives and their correlation with the parmacologic effect, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1973, 22, 2050, In original 2106. [all data]

Pozharskii, Kashparov, et al., 1971
Pozharskii, A.F.; Kashparov, I.S.; Holls, P.J.; Zaletov, V.G., Hetrocyclic pleiadiene analogs. VI. Electronic properties of perimidine, Chem. Heterocycl. Compd., 1971, 4, 503, In original 543. [all data]

Kitagawa, 1968
Kitagawa, T., Absorption spectra and photoionization of polycyclic aromatics in vacuum ultraviolet region, J. Mol. Spectry., 1968, 26, 1. [all data]

Fulton and Lyons, 1968
Fulton, A.; Lyons, L.E., The ionization energies of some phenothiazine tranquillizers and molecules of similar structure, Australian J. Chem., 1968, 21, 873. [all data]

Domelsmith, Munchausen, et al., 1977
Domelsmith, L.N.; Munchausen, L.L.; Houk, K.N., Photoelectron spectra of psychotropic drugs. 2. Phenothiazine and related tranquilizers, J. Am. Chem. Soc., 1977, 99, 6506. [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
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

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