Simetryn
- Formula: C8H15N5S
- Molecular weight: 213.303
- IUPAC Standard InChIKey: MGLWZSOBALDPEK-UHFFFAOYSA-N
- CAS Registry Number: 1014-70-6
- 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: 1,3,5-Triazine-2,4-diamine, N,N'-diethyl-6-(methylthio)-; s-Triazine, 2,4-bis(ethylamino)-6-(methylthio)-; G 32911; Simetryne; Cymetrin; Gy-Bon; Symetryne; 2-(Methylmercapto)-4,6-bis(ethylamino)-s-triazine; 2-(Methylthio)-4,6-bis(ethylamino)-s-triazine; 2,4-Bis(ethylamino)-6-(methylmercapto)-s-triazine; 2,4-Bis(ethylamino)-6-(methylthio)-s-triazine; 4,6-Bis(ethylamino)-2-(methylthio)-1,3,5-triazine; N,N'-Diethyl-6-(methylthio)-1,3,5-triazine-2,4-diamine; 2-Methylthio-4,6-bis(monoethylamino)-2-triazine; 2-Methylthio-4,6-bis(ethylamino)-1,3,5-triazine; 2,4-Bis(ethylamino)-6-methylthio-1,3,5-triazine; NSC 163051; 2-Methylthio-4,6-bis(ethylamino)-1,3,5-triazine (simetryn)
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Phase change data
Go To: Top, 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 |
---|---|---|---|---|---|
ΔvapH° | 120. ± 6. | kJ/mol | DSC | Vecchio and Brunetti, 2007 | |
ΔvapH° | 115. ± 4. | kJ/mol | DSC | Vecchio and Brunetti, 2007 |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference |
---|---|---|---|
88. ± 4. | 461. | DSC | Vecchio and Brunetti, 2007 |
83.7 ± 1.3 | 453. | TGA | Vecchio and Brunetti, 2007 |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
101.3 | 338. | GS-GC | Stephenson and Malanowski, 1987 | Based on data from 323. to 355. K. See also Friedrich and Stammbach, 1964. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference |
---|---|---|
24.0 | 353.2 | Vecchio and Brunetti, 2007 |
Gas Chromatography
Go To: Top, Phase change data, 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
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | OV-101 | 190. | 1878. | Valko and Lopata, 1982 | |
Capillary | OV-101 | 190. | 1878. | Matisová, Krupcík, et al., 1979 | N2; Column length: 69.7 m; Column diameter: 0.24 mm |
Kovats' RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-5 | 1902. | Tanabe, Mitobe, et al., 2000 | 30. m/0.32 mm/0.25 μm; Program: 50C(1min) => 20C/min => 150C => 10C/min => 280C(4min) |
Capillary | DB-5MS | 1910. | Tanabe, Mitobe, et al., 1996 | 30. m/0.32 mm/0.25 μm; Program: 50 C(1min)->20C/min->200C->10C/min->280C (1.5min) |
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | Carbowax 20M | 215. | 2915. | Leclercq and Pacáková, 1979 | N2, Chromosorb W |
Packed | Carbowax 20M | 190. | 2937. | Matisová, Krupcík, et al., 1979 | N2, Chromosorb W AW (80-100 mesh); Column length: 1.3 m |
Packed | Carbowax 20M | 215. | 2915. | Pacáková and Nemec, 1978 | N2, Chromosorb W; Column length: 1.4 m |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 1843. | Yasuhara, Shiraishi, et al., 1997 | 15. m/0.25 mm/0.25 μm, He; Program: 50C(2min) => (20C/min) => 120C => (7C/min) => 310C(10min) |
Capillary | 5 % Phenyl methyl siloxane | 1899. | Yasuhara, Shiraishi, et al., 1997 | 25. m/0.31 mm/0.52 μm, He; Program: 50C(2min) => (20C/min) => 120C => (7C/min) => 310C(10min) |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | 5 % Phenyl methyl siloxane | 1906. | Department of Food Safety and Welfare, 2006 | 30. m/0.25 mm/0.25 μm, Helium; Program: 50 0C(1 min) 25 0C/min -> 125 0C 10 0C/min -> 300 0C (10 min) |
Capillary | HP-5 | 1902. | Kawara, Asada, et al., 2005 | 30. m/0.25 mm/0.25 μm; Program: 50 0C (1 min) 20 0C/min -> 150 0C 10 0C/min -> 280 0C |
Capillary | Ultra-1 | 1844. | Tameo and Kiyos, 1991 | Program: not specified |
Normal alkane RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Carbowax 400, Carbowax 20M, Carbowax 1540, Carbowax 4000, Superox 06, PEG 20M, etc. | 2915. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
References
Go To: Top, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Vecchio and Brunetti, 2007
Vecchio, Stefano; Brunetti, Bruno,
Vapor Pressures and Standard Molar Sublimation Enthalpies of Three 6-Methylthio-2,4-di(alkylamino)-1,3,5-triazine Derivatives: Simetryn, Ametryn, and Terbutryn,
J. Chem. Eng. Data, 2007, 52, 5, 1585-1594, https://doi.org/10.1021/je600580r
. [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]
Friedrich and Stammbach, 1964
Friedrich, K.; Stammbach, K.,
Gas chromatographic determination of small vapour pressures determination of the vapour pressures of some triazine herbicides,
Journal of Chromatography A, 1964, 16, 22-28, https://doi.org/10.1016/S0021-9673(01)82436-5
. [all data]
Valko and Lopata, 1982
Valko, K.; Lopata, A.,
Applicability of Gas-Liquid Chromatography in Determining Liquid-Liquid Partition Data,
J. Chromatogr., 1982, 252, 77-90, https://doi.org/10.1016/S0021-9673(01)88399-0
. [all data]
Matisová, Krupcík, et al., 1979
Matisová, E.; Krupcík, J.; Líska, O.; Szentiványi, N.,
Qualitative analysis of multi-component s-triazine herbicides by gas-liquid chromatography,
J. Chromatogr., 1979, 169, 261-269, https://doi.org/10.1016/0021-9673(75)85049-7
. [all data]
Tanabe, Mitobe, et al., 2000
Tanabe, A.; Mitobe, H.; Kawata, K.; Sakai, M.; Yasuhara, A.,
New monitoring system for ninety pesticides and related compounds in river water by solid-phase extraction with determination by gas chromatography/mass spectrometry,
J. AOAC Int., 2000, 83, 1, 61-77. [all data]
Tanabe, Mitobe, et al., 1996
Tanabe, A.; Mitobe, H.; Kawata, K.; Sakai, M.,
Monitoring of herbicides in river water by gas chromatography-mass spectrometry and solid-phase extraction,
J. Chromatogr. A, 1996, 754, 1-2, 159-168, https://doi.org/10.1016/S0021-9673(96)00221-X
. [all data]
Leclercq and Pacáková, 1979
Leclercq, P.A.; Pacáková, V.,
Gas Chromatography and Mass Spectrometry of Bis(alkylamino)-s-triazines,
J. Chromatogr., 1979, 178, 1, 193-207, https://doi.org/10.1016/S0021-9673(00)89708-3
. [all data]
Pacáková and Nemec, 1978
Pacáková, V.; Nemec, I.,
Gas chromatographic, spectrophotometric and electrochemical behaviour of subsitituted s-triazines,
J. Chromatogr., 1978, 148, 1, 273-281, https://doi.org/10.1016/S0021-9673(00)99348-8
. [all data]
Yasuhara, Shiraishi, et al., 1997
Yasuhara, A.; Shiraishi, H.; Nishikawa, M.; Yamamoto, T.; Uehiro, T.; Nakasugi, O.; Okumura, T.; Kenmotsu, K.; Fukui, H.; Nagase, M.; Ono, Y.; Kawagoshi, Y.; Baba, K.; Noma, Y.,
Determination of organic components in leachates from hazardous waste disposal sites in Japan by gas chromatography-mass spectrometry,
J. Chromatogr. A, 1997, 774, 1-2, 321-332, https://doi.org/10.1016/S0021-9673(97)00078-2
. [all data]
Department of Food Safety and Welfare, 2006
Department of Food Safety, Ministry of Health; Welfare,
Analytical methods for residual compositional substances of agricultural chemicals, feed aadditives, and veterinary drugs in foods, 2006, retrieved from http://www.mhlw.go.jp/english/topics/foodsafety/positivelist060228/de/060526-1a.pdf. [all data]
Kawara, Asada, et al., 2005
Kawara, K.; Asada, T.; Oikawa, K.; Tanabe, A.,
Multiresidue determination of pesticides in sediments by ultrasonically assisted extraction and gas chromatography/mass spectrometry,
J. AOAC International, 2005, 88, 5, 1440-1451. [all data]
Tameo and Kiyos, 1991
Tameo, O.; Kiyos, I.,
Simultaneous determination of pesticides by capillary gas chromatography,
Cannot be traslated (in Japan), 1991, 14, 2, 109-122. [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
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation 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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