Benzothiazole
- Formula: C7H5NS
- Molecular weight: 135.186
- IUPAC Standard InChIKey: IOJUPLGTWVMSFF-UHFFFAOYSA-N
- CAS Registry Number: 95-16-9
- 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: Benzosulfonazole; Vangard BT; 1-Thia-3-azaindene; o-2857; USAF ek-4812; Benzothiazol; 1,3-Benzothiazole
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 48.798 ± 0.088 | kcal/mol | Ccr | Steele, Chirico, et al., 1992 | DSC |
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 |
---|---|---|---|---|---|
ΔfH°liquid | 34.42 ± 0.17 | kcal/mol | Ccr | Steele, Chirico, et al., 1992 | DSC; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1007.45 ± 0.13 | kcal/mol | Ccr | Steele, Chirico, et al., 1992 | DSC; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 50.163 | cal/mol*K | N/A | Steele, Chirico, et al., 1992, 2 | DH |
S°liquid | 50.151 | cal/mol*K | N/A | Goursot and Westrum, 1969 | DH |
S°liquid | 50.151 | cal/mol*K | N/A | Goursot and Westrum, 1968 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
45.232 | 298.15 | Steele, Chirico, et al., 1992, 2 | T = 5 to 445 K.; DH |
45.301 | 298.15 | Goursot and Westrum, 1969 | T = 5 to 325 K.; DH |
45.301 | 298.15 | Goursot and Westrum, 1968 | T = 25 to 325 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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 504.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 496. to 498. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 275.29 | K | N/A | Witschonke, 1954 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.35 K; TRC |
Tfus | 276.05 | K | N/A | Witschonke, 1954 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 273.88 | K | N/A | Witschonke, 1954 | Metastable crystal phase; Uncertainty assigned by TRC = 0.35 K; TRC |
Tfus | 274.95 | K | N/A | Witschonke, 1954 | Metastable crystal phase; Uncertainty assigned by TRC = 0.25 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 275.650 | K | N/A | Steele, Chirico, et al., 1992, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.003 K; TRC |
Ttriple | 275.60 | K | N/A | Goursot and Westrum, 1969, 2 | Uncertainty assigned by TRC = 0.01 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.37 | kcal/mol | V | Steele, Chirico, et al., 1992 | DSC; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 17.4 ± 0.1 | kcal/mol | B | Sabbah and Hevia, 1998 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
392. to 393. | 0.033 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.0 | 320. | EB | Steele, Chirico, et al., 1992, 2 | AC |
13.4 | 360. | EB | Steele, Chirico, et al., 1992, 2 | AC |
12.8 | 400. | EB | Steele, Chirico, et al., 1992, 2 | AC |
12.2 | 440. | EB | Steele, Chirico, et al., 1992, 2 | AC |
11.6 | 480. | EB | Steele, Chirico, et al., 1992, 2 | AC |
10.9 | 520. | EB | Steele, Chirico, et al., 1992, 2 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
3.0550 | 275.60 | N/A | Goursot and Westrum, 1969 | DH |
3.0550 | 275.596 | N/A | Goursot and Westrum, 1968 | DH |
2.856 | 275.5 | DTA | Sabbah and Hevia, 1998 | AC |
3.06 | 275.6 | N/A | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.09 | 275.60 | Goursot and Westrum, 1969 | DH |
11.09 | 275.596 | Goursot and Westrum, 1968 | DH |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.00894 | 245.0 | crystaline, II | crystaline, I | Steele, Chirico, et al., 1992, 2 | DH |
3.0093 | 275.651 | crystaline, I | liquid | Steele, Chirico, et al., 1992, 2 | DH |
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
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.72 ± 0.05 | PE | Eland, 1969 | RDSH |
8.65 | CTS | Collin and Nagels, 1961 | RDSH |
8.85 | PE | Salmona, Faure, et al., 1975 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, 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.
Steele, Chirico, et al., 1992
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of benzothiazole and benzoxazole,
J. Chem. Thermodyn., 1992, 24, 449-529. [all data]
Steele, Chirico, et al., 1992, 2
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of benzothiazole and benzoxazole,
J. Chem. Thermodynam., 1992, 24, 499-529. [all data]
Goursot and Westrum, 1969
Goursot, P.; Westrum, E.F., Jr.,
Heat capacity and thermodynamic properties of benzothiazole from 5° to 320°K,
J. Chem. Eng. Data, 1969, 14, 1-3. [all data]
Goursot and Westrum, 1968
Goursot, P.; Westrum,
E.F., Measure de la capacite calorifique du benzothiazole de 4 a 320K, C.R. Acad. Sc. Paris,
Ser., 1968, C 266, 1267-1268. [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]
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]
Goursot and Westrum, 1969, 2
Goursot, P.; Westrum, E.F.,
Heat capacity and thermodynamic properties of benzothiazole from 5 to 320 K,
J. Chem. Eng. Data, 1969, 14, 1. [all data]
Sabbah and Hevia, 1998
Sabbah, R.; Hevia, R.,
Energetique des liaisons intermoleculaires dans les molecules de benzoxazole et de benzothiazole,
Thermochim. Acta, 1998, 313, 131-136. [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]
Eland, 1969
Eland, J.H.D.,
Photoelectron spectra of conjugated hydrocarbons and heteromolecules,
Intern. J. Mass Spectrom. Ion Phys., 1969, 2, 471. [all data]
Collin and Nagels, 1961
Collin, J.; Nagels, M.,
Ionization potential and molecular complex of benzothiazol with iodine,
Nature, 1961, 190, 82. [all data]
Salmona, Faure, et al., 1975
Salmona, G.; Faure, R.; Vincent, E.-J.,
Structure electronique en serie benzothiazolique: Spectres photoelectroniques et calculs C.N.D.O.,
C.R. Acad. Sci. Ser. 3:, 1975, 280, 605. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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