Dibenzothiophene, 4-methyl-
- Formula: C13H10S
- Molecular weight: 198.283
- IUPAC Standard InChI: InChI=1S/C13H10S/c1-9-5-4-7-11-10-6-2-3-8-12(10)14-13(9)11/h2-8H,1H3
- IUPAC Standard InChIKey: NICUQYHIOMMFGV-UHFFFAOYSA-N
- CAS Registry Number: 7372-88-5
- 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: 4-Methyldibenzothiophene
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Phase change data
Go To: Top, Mass spectrum (electron ionization), 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 by: William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 21.6 ± 0.2 | kcal/mol | C | Freitas, Gomes, et al., 2010 |
Mass spectrum (electron ionization)
Go To: Top, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| NIST MS number | 8816 |
Gas Chromatography
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Petro | 1932. | Lu, Wu, et al., 2004 | 50. m/0.20 mm/0.50 μm, He, 35. C @ 5. min, 2. K/min, 300. C @ 5. min |
| Capillary | PONA | 1927. | Yang, Wang, et al., 2002 | 50. m/0.20 mm/0.50 μm, 1.5 K/min, 270. C @ 10. min; Tstart: 120. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Petro | 1927. | Lu, Wu, et al., 2004 | 50. m/0.20 mm/0.50 μm, He; Program: not specified |
Lee's RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Rxi-5 MS | 312.22 | Zeigler, Schantz, et al., 2012 | 30. m/0.25 mm/0.25 μm, Helium, 60. C @ 1. min, 5. K/min, 340. C @ 0. min |
| Capillary | DB-5MS | 311.95 | Sun, Zhou, et al., 2008 | 30. m/0.25 mm/0.25 μm, 50. C @ 2. min, 6. K/min, 300. C @ 16. min |
| Capillary | DB-5MS | 311.92 | Schade and Andersson, 2006 | 30. m/0.25 mm/0.25 μm, He, 60. C @ 1. min, 10. K/min; Tend: 300. C |
| Capillary | HP-5 | 317.78 | Marynowski, Pieta, et al., 2004 | 60. m/0.25 mm/0.25 μm, He, 3. K/min; Tstart: 35. C; Tend: 300. C |
| Capillary | HP-5MS | 312.00 | Zhou, Wang, et al., 2004 | 30. m/0.25 mm/0.25 μm, 65. C @ 5. min, 3. K/min, 290. C @ 20. min |
| Capillary | DB-5 | 311.9 | Becker and Colmsjö, 1998 | 30. m/0.25 mm/0.25 μm, He, 110. C @ 1. min, 10. K/min, 325. C @ 5. min |
| Capillary | DB-5 | 312.73 | Williams and Bottrill, 1995 | He, 60. C @ 2. min, 5. K/min; Column length: 25. m; Column diameter: 0.3 mm; Tend: 270. C |
| Capillary | DB-5 | 312.22 | Wang, Fingas, et al., 1994 | 30. m/0.32 mm/0.25 μm, He, 50. C @ 2. min, 6. K/min; Tend: 300. C |
| Capillary | SE-30 | 313.17 | Wang, Xue, et al., 1994 | Nitrogen, 4. K/min; Column length: 25. m; Column diameter: 0.20 mm; Tstart: 80. C; Tend: 290. C |
| Capillary | CP Sil 8 CB | 312.4 | Bundt, Herbel, et al., 1991 | 50. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 80. C; Tend: 300. C |
| Capillary | DB-5 | 312.6 | Palmentier, Britten, et al., 1989 | 80. C @ 1. min, 3.5 K/min, 300. C @ 10. min; Column length: 30. m; Column diameter: 0.32 mm |
| Capillary | DB-5 | 312.7 | Palmentier, Britten, et al., 1989 | 80. C @ 1. min, 3.5 K/min, 300. C @ 10. min; Column length: 30. m; Column diameter: 0.32 mm |
| Capillary | OV-73 | 312.5 | Arpino, Ignatiadis, et al., 1987 | 68. m/0.28 mm/0.15 μm, 1.5 K/min |
| Capillary | DB-5 | 315.2 | Viau, Studak, et al., 1984 | Helium, 4. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tstart: 90. C; Tend: 250. C |
| Capillary | SE-52 | 312.72 | Vassilaros, Kong, et al., 1982 | 20. m/0.30 mm/0.25 μm, H2, 40. C @ 2. min, 4. K/min; Tend: 265. C |
Lee's RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 311.80 | Zhou, Wang, et al., 2004 | 30. m/0.25 mm/0.25 μm; Program: not specified |
| Capillary | DB-5 | 310.76 | Mössner, de Alda, et al., 1999 | 60. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 45 C/min => 150C (2 min) => 2 C/min => 300 C (25 min) |
| Capillary | DB-5 | 310.9 | Becker and Colmsjö, 1998 | 30. m/0.25 mm/0.25 μm, He; Program: 110C(1min) => 40C/min => 160C => 10C/min => 300C925min) |
| Capillary | DB-5 | 310.3 | Becker and Colmsjö, 1998 | 30. m/0.25 mm/0.25 μm, He; Program: 35C(2min) => 25C/min => 160C => 3C/min => 300C(25min) |
| Capillary | HP-5 | 311.8 | Becker, Nilsson, et al., 1998 | 50. m/0.32 mm/0.5 μm, He; Program: 35C => 25C/min => 160C => 3C/min => 300C(50min) |
| Capillary | DB-5 | 311.34 | Zamperlini, Silva, et al., 1997 | 30. m/0.25 mm/0.25 μm, He; Program: 90C (1min) => 10C/min => 120C => 4C/min => 310C (20min) |
| Capillary | SE-30 | 312.72 | Wang, Xue, et al., 1994 | Nitrogen; Column length: 25. m; Column diameter: 0.20 mm; Program: not specified |
| Capillary | DB-5 | 313.7 | Paschke, Herbel, et al., 1992 | 30. m/0.25 mm/0.25 μm, He; Program: 60 0C (3 min) 10 0C/min -> 100 0C (3 min) 5 0C/min -> 300 0C |
| Capillary | CP Sil 8 CB | 312.5 | Bundt, Herbel, et al., 1991 | 50. m/0.25 mm/0.25 μm, He; Program: not specified |
| Capillary | CP Sil 8 CB | 312.6 | Bundt, Herbel, et al., 1991 | 50. m/0.25 mm/0.25 μm, He; Program: not specified |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Freitas, Gomes, et al., 2010
Freitas, Vera L.S.; Gomes, José R.B.; Ribeiro da Silva, Maria D.M.C.,
Molecular energetics of 4-methyldibenzothiophene: An experimental study,
The Journal of Chemical Thermodynamics, 2010, 42, 2, 251-255, https://doi.org/10.1016/j.jct.2009.08.010
. [all data]
Lu, Wu, et al., 2004
Lu, X.; Wu, J.; Wu, J.; Kong, H.; Hua, R.; Tao, W.; Gu, J.; Xu, G.,
Characterization and quantitative determination of diesel fractions by comprehensive two-dimensional gas chromatography/time of flight mass spectrometry,
Chin. J. Chromatogr., 2004, 22, 1, 5-11. [all data]
Yang, Wang, et al., 2002
Yang, Y.-T.; Wang, H.-Y.; Lu, W.-Z.,
Determination od sulfur compounds in catalytic diesel oil by gas chromatography with atomic emission detector and its application,
Chin. J. Chromatogr., 2002, 20, 6, 493-497. [all data]
Zeigler, Schantz, et al., 2012
Zeigler, C.; Schantz, M.; Wise, S.; Robbat, A.,
Mass spectra and retention indices for polycyclic aromatic sulfur heterocycles and some alkylated analogs,
Polycyclic Aromatic Compounds, 2012, 32, 2, 154-176, https://doi.org/10.1080/10406638.2011.651679
. [all data]
Sun, Zhou, et al., 2008
Sun, P.; Zhou, Q.; Li, G.; Wang, X.; Zhao, Y.; Cao, L.,
fingerprint analysis of polycyclic aromatic hydrocarbons in crude oil by internal standard method,
J. Instrumental Anal., 2008, 27, 4, 344-348. [all data]
Schade and Andersson, 2006
Schade, T.; Andersson, J.T.,
Speciation of alkylated dibenzothiophenes through correlation of structure and gas chromatographic retention indexes,
J. Chromatogr. A, 2006, 1117, 2, 206-213, https://doi.org/10.1016/j.chroma.2006.03.079
. [all data]
Marynowski, Pieta, et al., 2004
Marynowski, L.; Pieta, M.; Janeczek, J.,
Composition and source of polycyclic aromatic compounds in deposited dust from selected sites around the Upper Silesia, Poland,
Geol. Q., 2004, 48, 2, 169-180. [all data]
Zhou, Wang, et al., 2004
Zhou, J.; Wang, T.; Shi, Q.; Huang, Y.; Mao, T.; Zhong, N.; Zhang, Y.; Zhang, X.,
Determination of sulfur and oxygen containing polycyclic aromatic hydrocarbons in inhalable particulate by gas chromatography - mass spectrometry,
J. Chin. Mass Spectrom. Soc., 2004, 25, 3, 134-140. [all data]
Becker and Colmsjö, 1998
Becker, G.; Colmsjö, A.,
Gas chromatography-atomic emission detection for quantification of polycyclic aromatic sulfur heterocycles,
Anal. Chim. Acta., 1998, 376, 3, 265-272, https://doi.org/10.1016/S0003-2670(98)00546-7
. [all data]
Williams and Bottrill, 1995
Williams, P.T.; Bottrill, R.P.,
Sulfur-polycyclic aromatic hydrocarbons in tyre pyrolysis oil,
Fuel, 1995, 74, 5, 736-742, https://doi.org/10.1016/0016-2361(94)00005-C
. [all data]
Wang, Fingas, et al., 1994
Wang, Z.; Fingas, M.; Li, K.,
Fractionation of a light crude oil and identification and quantitation of aliphatic, aromatic, and biomarker comopunds by GC-FID and GC-MS, Part II,
J. Chromatogr. Sci., 1994, 32, 9, 367-382, https://doi.org/10.1093/chromsci/32.9.367
. [all data]
Wang, Xue, et al., 1994
Wang, X.; Xue, W.; Zhu, J.; Gu, Y.; Sheng, G.; Fu, J.,
Characterization of polynuclear aromatic sulfur heterocycles in a coal,
J. Fuel Chemistry and Technology, 1994, 22, 2, 196-202. [all data]
Bundt, Herbel, et al., 1991
Bundt, J.; Herbel, W.; Steinhart, H.; Franke, S.; Francke, W.,
Structure-type separation of diesel fuels by solid phase extraction and identification of the two- and three-ring aromatics by capillary GC-mass spectrometry,
J. Hi. Res. Chromatogr., 1991, 14, 2, 91-98, https://doi.org/10.1002/jhrc.1240140205
. [all data]
Palmentier, Britten, et al., 1989
Palmentier, J.-P.F.; Britten, A.J.; Charbonneau, G.M.; Karasek, F.W.,
Determination of polycyclic aromatic hydrocarbons in lubricating oil base stocks using high-performance liquid chromatography and gas chromatography-mass spectrometry,
J. Chromatogr., 1989, 469, 241-251, https://doi.org/10.1016/S0021-9673(01)96459-3
. [all data]
Arpino, Ignatiadis, et al., 1987
Arpino, P.J.; Ignatiadis, I.; de Rycke, G.,
Sulphur-containing polynuclear aromatic hydrocarbons from petroleum. Examination of their possible statistical formation in sediments,
J. Chromatogr., 1987, 390, 2, 329-348, https://doi.org/10.1016/S0021-9673(01)94385-7
. [all data]
Viau, Studak, et al., 1984
Viau, A.C.; Studak, S.M.; Karasek, F.W.,
Comparative analysis of hazardous compounds on flu-ash from municipal waste incineration by gas chromatography / mass spectrometry,
Can. J. Chem., 1984, 62, 11, 2140-2145, https://doi.org/10.1139/v84-366
. [all data]
Vassilaros, Kong, et al., 1982
Vassilaros, D.L.; Kong, R.C.; Later, D.W.; Lee, M.L.,
Linear retention index system for polycyclic aromatic compounds. Critical evaluation and additional indices,
J. Chromatogr., 1982, 252, 1-20, https://doi.org/10.1016/S0021-9673(01)88394-1
. [all data]
Mössner, de Alda, et al., 1999
Mössner, S.G.; de Alda, M.J.L.; Sander, L.C.; Lee, M.L.; Wise, S.A.,
Gas chromatographic retention behavior of polycyclic aromatic sulfur heterocyclic compounds, (dibenzothiophene, naphtho[b]thiophenes, benzo[b]naphthothiophenes and alkyl-substituted derivatives) on stationary phases of different selectivity,
J. Chromatogr. A, 1999, 841, 2, 207-228, https://doi.org/10.1016/S0021-9673(99)00363-5
. [all data]
Becker, Nilsson, et al., 1998
Becker, G.; Nilsson, U.; Colmsjö, A.; Östman, C.,
Determination of polycyclic aromatic sulfur heterocyclic compounds in airborne particulate by gas chromatography with atomic emission and mass spectrometric detection,
J. Chromatogr. A, 1998, 826, 1, 57-66, https://doi.org/10.1016/S0021-9673(98)00729-8
. [all data]
Zamperlini, Silva, et al., 1997
Zamperlini, G.C.M.; Silva, M.R.S.; Vilegas, W.,
Identification of polycyclic aromatic hydrocarbons in sugar cane soot by gas chromatography-mass spectrometry,
Chromatographia, 1997, 46, 11/12, 655-663, https://doi.org/10.1007/BF02490527
. [all data]
Paschke, Herbel, et al., 1992
Paschke, A.; Herbel, W.; Steinhart, H.; Franke, S.; Francke, W.,
Determination of mono- to tetracyclic aromatic hydrocarbons in lubricating oil,
J. Hi. Res. Chromatogr., 1992, 15, 12, 827-833, https://doi.org/10.1002/jhrc.1240151211
. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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