Diazepam
- Formula: C16H13ClN2O
- Molecular weight: 284.740
- IUPAC Standard InChIKey: AAOVKJBEBIDNHE-UHFFFAOYSA-N
- CAS Registry Number: 439-14-5
- 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: 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-1-methyl-5-phenyl-; Ansiolisina; Apaurin; Apozepam; Assival; Atensine; Atilen; Bialzepam; Calmocitene; Calmpose; Cercine; Ceregulart; Diacepan; Diapam; Duksen; Duxen; Eridan; Faustan; Lembrol; Levium; LA 111; Methyldiazepinone; Morosan; Noan; Paxate; Paxel; Quievita; Relaminal; Relanium; Ro 5-2807; Saromet; Seduksen; Seduxen; Setonil; Sibazon; Stesolid; Stesolin; Tranimul; Valeo; Valium; Vival; Vivol; Wy 3467; D-Pam; Alboral; Aliseum; Amiprol; Ansiolin; Armonil; Bensedin; Condition; CB 4261; Dialag; Diazemuls; Diazepan; Diazetard; Dienpax; Dipam; Dipezona; Domalium; Eurosan; Freudal; Frustan; Gihitan; Horizon; Kiatrium; LA-III; Lamra; Liberetas; Methyldiazepinone, pharmaceutical; Neurolytril; Pacitran; Paranten; Plidan; Quetinil; Quiatril; Relax; Renborin; Ruhsitus; S.A.R.L.; Sedipam; Serenack; Serenamin; Serenzin; Solis; Sonacon; Tensopam; Tranqdyn; Tranquirit; Umbrium; Unisedil; Usempax AP; Valitran; Vatran; Velium; Zipan; 1-Methyl-5-phenyl-7-chloro-1,3-dihydro-2H-1,4-benzodiazepin-2-one; 7-Chloro-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepine; 7-Chloro-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one; 7-Chloro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one; 7-Chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-one; 7-Chloro-1-methyl-5-3H-1,4-benzodiazepin-2(1H)-one; 7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one; Kabivitrum; NSC-77518; Valrelease; An-Ding; Alupram; Dialar; Evacalm; Gewacalm; Mandrozep; Novazam; Paceum; Pro pam; Q-pam; Sedapam; Servizepam; Tranquase; Tranquo-Puren; Tranquo-Tablinen; Valaxona; Valiquid; Vazen; Zepaxid; Tensium; Anlin; Antenex; Arzepam; Diapax; Simasedan; Sipam; Doval; Drenian; Ducene; Jinpanfan; Kratium; Nellium; Nerozen; Paxum; Placidox 5; 53320-84-6; 11100-37-1; 7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one (diazepam)
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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
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference |
---|---|---|---|
5.90 | 404.8 | DSC | Wassvik, Holmén, et al., 2006 |
6.092 | 403.6 | DSC | Verheyen, Augustijns, et al., 2001 |
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 | BP-1 | 250. | 2477. | Japp, Garthwaite, et al., 1988 | 25. m/0.22 mm/0.25 μm, N2 |
Capillary | DB-1 | 250. | 2440. | Japp, Garthwaite, et al., 1988 | 30. m/0.53 mm/1.5 μm, N2 |
Capillary | BP-1 | 275. | 2475. | Japp, Gill, et al., 1987 | 25. m/0.22 mm/0.25 μm, N2 |
Capillary | DB-1 | 275. | 2464. | Japp, Gill, et al., 1987 | 30. m/0.53 mm/1.5 μm, N2 |
Packed | SE-30 | 240. | 2415. | Musumarra, Scarlata, et al., 1987 | N2, 1% se-30 on Anachrom ABS(80-100mesh); Column length: 2. m |
Capillary | SPB-1 | 250. | 2461. | Lora-Tamayo, Rams, et al., 1986 | He; Column length: 25. m; Column diameter: 0.20 mm |
Packed | OV-1 | 250. | 2460. | Berninger and Möller, 1977 |
Kovats' RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | SE-30 | 2439. | Schepers, Wijsbeek, et al., 1982 | 12. m/0.22 mm/0.45 μm, He, 120. C @ 2. min, 8. K/min, 300. C @ 12. min |
Capillary | SE-30 | 2426. | Schepers, Wijsbeek, et al., 1982 | 25. m/0.49 mm/1.14 μm, 100. C @ 2. min, 8. K/min, 275. C @ 15. min |
Kovats' RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Packed | OV-101 | 2440. | McLinden and Stenhouse, 1979 | N2, Chromosorb W; Column length: 2. m; Program: not specified |
Packed | OV-1 | 2480. | Berninger, Grunnagel, et al., 1975 | N2, Chromosorb G, AW-DMCS; Column length: 2. m; Program: not specified |
Packed | OV-1 | 2485. | Berninger, Grunnagel, et al., 1975 | N2, Chromosorb G, AW-DMCS; Column length: 2. m; Program: not specified |
Packed | SE-30 | 2407. | Moffat, Stead, et al., 1974 | Column length: 2. m; Program: not specified |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | VF-5MS | 2525.8 | Tretyakov, 2014 | 30. m/0.25 mm/0.25 μm, He; Tstart: 60. C; Tend: 270. C |
Capillary | SPB-1 | 2460. | Christ, Noomano, et al., 1988 | 30. m/0.75 mm/1.0 μm, He, 10. K/min, 280. C @ 12. min; Tstart: 160. C |
Capillary | DB-1 | 2404. | Perrigo, Peel, et al., 1985 | 15. m/0.32 mm/0.25 μm, He, 8. K/min, 280. C @ 5. min; Tstart: 120. C |
Capillary | Methyl Silicone | 2407.0 | Newton and Foery, 1984 | 12. m/0.2 mm/0.33 μm, He, 50. C @ 1. min, 20. K/min, 300. C @ 3. min |
Capillary | DB-1 | 2404. | Perrigo, Ballantyne, et al., 1984 | 15. m/0.25 mm/0.25 μm, He, 8. K/min, 280. C @ 5. min; Tstart: 120. C |
Packed | SE-30 | 2405. | Perrigo and Peel, 1981 | N2, Chromosorb W, 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 1.8 m |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | CP Sil 5 CB | 2436. | Aderjan and Bogusz, 1988 | 10. m/0.53 mm/5.0 μm, He; Program: 100 0C (2 min ) 15 0C/min -> 200 0C 10 0C/min -> 300 0C (8 min hold) |
Capillary | CP Sil 5 CB | 2425. | Aderjan and Bogusz, 1988 | 10. m/0.53 mm/5.0 μm, He; Program: not specified |
Capillary | BP-1 | 2409. | Stowell and Wilson, 1987 | 12. m/0.22 mm/0.25 μm, He; Program: 120C => 8C/min => 270C => 25C/min => 300C |
Normal alkane RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | OV-1 | 240. | 2439. | Courtot, 1976 | Supelcoport (100-120 mesh); Column length: 2. m |
Packed | OV-1 | 260. | 2474. | Courtot, 1976 | Supelcoport (100-120 mesh); Column length: 2. m |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Packed | Polydimethyl siloxane | 2425. | MHA, 9999 | Nitrogen; Column length: 2. m; Tstart: 100. C; Tend: 300. C |
Packed | SE-30 | 2425. | MHA, 9999 | Nitrogen, Chromosorb G AW DMCS (80-100 mesh); Column length: 2. m; Tstart: 100. C; Tend: 300. C |
Capillary | BP-1 | 2471. | MHA, 9999 | Tstart: 100. C; Tend: 300. C |
Capillary | DB-5 | 2477. | Zamechnik, Ethier, et al., 1989 | 15. m/0.25 mm/0.25 μm, He, 150. C @ 1. min, 10. K/min; Tend: 260. C |
Packed | SE-30 | 2448. | Chiarotti, de Giovanni, et al., 1986 | He, Chromosorb W(100-120 mesh), 200. C @ 2. min, 4. K/min, 285. C @ 10. min; Column length: 2. m |
Capillary | BP-1 | 2404. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He, 8. K/min; Tstart: 120. C; Tend: 280. C |
Capillary | BP-1 | 2407. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He, 20. K/min; Tstart: 50. C; Tend: 300. C |
Packed | SE-30 | 2415. | Marozzi, Gambaro, et al., 1982 | Gas Chrom P, 5. K/min; Column length: 2. m; Tstart: 150. C; Tend: 300. C |
Packed | SE-30 | 2405. | Peel and Perrigo, 1976 | Nitrogen, Chromosorb W AW DMS (80-100 mesh), 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 2. m |
Packed | SE-30 | 2405. | Peel and Perrigo, 1975 | N2, Chromosorb W AW DMS, 130. C @ 2. min, 8. K/min, 290. C @ 8. min; Column length: 2. m |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | CP Sil 5 CB | 2430. | Bogusz, Bialka, et al., 1986 | 10. m/0.53 mm/5.2 μm; Program: 100 0C (2 min) 20 0C/min -> 180 0C 7.5 0C/min -> 280 0C (6 min) |
Capillary | CP Sil 5 CB | 2425. | Bogusz, Bialka, et al., 1986 | 10. m/0.53 mm/5.2 μm; Program: not specified |
Capillary | SPB-1 | 2434. | Chiarotti, de Giovanni, et al., 1986 | He, Chromosorb W(100-120 mesh); Column length: 25. m; Phase thickness: 0.4 μm |
Capillary | BP-1 | 2408. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: 120 0X 8 0C/min -> 270 0C 25 0C/min -> 300 0C (5 min) |
Capillary | BP-1 | 2408. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: 120 0X 8 0C/min -> 270 0C 25 0C/min -> 300 0C (5 min) |
Capillary | BP-1 | 2410. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: 120 0X 8 0C/min -> 270 0C 25 0C/min -> 300 0C (5 min) |
Capillary | BP-1 | 2410. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: 120 0X 8 0C/min -> 270 0C 25 0C/min -> 300 0C (5 min) |
Capillary | BP-1 | 2410. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: not specified |
Capillary | BP-1 | 2410. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: not specified |
Capillary | BP-1 | 2415. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: not specified |
Capillary | BP-1 | 2417. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: not specified |
Capillary | BP-1 | 2408. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: 120 0X 8 0C/min -> 270 0C 25 0C/min -> 300 0C (5 min) |
Capillary | BP-1 | 2410. | Stowell and Wilson, 1985 | 12. m/0.22 mm/0.25 μm, He; Program: not specified |
Capillary | OV-1 | 2419. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 2425. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
Capillary | CP Sil 5 CB | 2436. | Bogusz, Wijsbeek, et al., 1983 | 25. m/0.32 mm/0.48 μm, Helium; Program: 60 0C (2.5 min) 30 0C/min -> 190 0C 7 0C/min -> 295 9C (7 min) |
Packed | SE-30 | 2410. | Bogusz, Wijsbeek, et al., 1983 | Program: not specified |
Other | Methyl Silicone | 2425. | Ardrey and Moffat, 1981 | 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.
Wassvik, Holmén, et al., 2006
Wassvik, Carola M.; Holmén, Anders G.; Bergström, Christel A.S.; Zamora, Ismael; Artursson, Per,
Contribution of solid-state properties to the aqueous solubility of drugs,
European Journal of Pharmaceutical Sciences, 2006, 29, 3-4, 294-305, https://doi.org/10.1016/j.ejps.2006.05.013
. [all data]
Verheyen, Augustijns, et al., 2001
Verheyen, S.; Augustijns, P.; Kinget, R.; Van den Mooter, G.,
Determination of partial solubility parameters of five benzodiazepines in individual solvents,
International Journal of Pharmaceutics, 2001, 228, 1-2, 199-207, https://doi.org/10.1016/S0378-5173(01)00838-9
. [all data]
Japp, Garthwaite, et al., 1988
Japp, M.; Garthwaite, K.; Geeson, A.V.; Osselton, M.D.,
Collection of Analytical Data for Benzodiazepines and Benzophenones,
J. Chromatogr., 1988, 439, 2, 317-339, https://doi.org/10.1016/S0021-9673(01)83844-9
. [all data]
Japp, Gill, et al., 1987
Japp, M.; Gill, R.; Osselton, M.D.,
Comparison of drug retention indices determined on packed, wide bore capillary and narrow bore capillary columns,
J. Forensic Sci., 1987, 32, 6, 1574-1586. [all data]
Musumarra, Scarlata, et al., 1987
Musumarra, G.; Scarlata, G.; Romano, G.; Cappello, G.; Clementi, S.; Giulietti, G.,
Qualitative organic analysis. Part 2. Identification of drugs by principal components analysis of standardized TLC data in four eluent systems and of retention indices on SE 30,
J. Anal. Toxicol., 1987, 11, 4, 154-163, https://doi.org/10.1093/jat/11.4.154
. [all data]
Lora-Tamayo, Rams, et al., 1986
Lora-Tamayo, C.; Rams, M.A.; Chacon, J.M.R.,
Gas Chromatographic Data for 187 Nitrogen- or Phosphorus-Containing Drugs and Metabolites of Toxicological Interest Analysed on Methyl Silicone Capillary Columns,
J. Chromatogr., 1986, 374, 73-85, https://doi.org/10.1016/S0378-4347(00)83254-5
. [all data]
Berninger and Möller, 1977
Berninger, H.; Möller, M.R.,
Retentionsindices zur gaschromatographischen Identifizierung von Arzneimitteln,
Arch. Toxicol., 1977, 37, 4, 295-305, https://doi.org/10.1007/BF00330821
. [all data]
Schepers, Wijsbeek, et al., 1982
Schepers, P.; Wijsbeek, J.; Franke, J.P.; de Zeeuw, R.A.,
Applicability of capillary gas chromatography to substance identification in toxicology by means of retention indices,
J. Forensic Sci., 1982, 27, 1, 49-60. [all data]
McLinden and Stenhouse, 1979
McLinden, V.J.; Stenhouse, A.M.,
A chromatography system for drug identification,
Forensic Sci. Int., 1979, 13, 71-79, https://doi.org/10.1016/0379-0738(79)90265-2
. [all data]
Berninger, Grunnagel, et al., 1975
Berninger, H.; Grunnagel, R.; Mall, S.; Moller, M.R.,
Gas chromatographic identification of unknown substances from body fluids by menas of retention indices,
Beitr. Gerichtl. Med., 1975, 33, 185-191. [all data]
Moffat, Stead, et al., 1974
Moffat, A.C.; Stead, A.H.; Smalldon, K.W.,
Optimum use of paper, thin-layer and gas-liquid chromatography for the identification of basic drugs. III. Gas-liquid chromatography,
J. Chromatogr., 1974, 90, 1, 19-33, https://doi.org/10.1016/S0021-9673(01)94770-3
. [all data]
Tretyakov, 2014
Tretyakov, K.V.,
Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2014. [all data]
Christ, Noomano, et al., 1988
Christ, D.W.; Noomano, P.; Rosas, M.; Rhone, D.,
Retention indices by wide-bore capillary gas chromatography with nitrogen-phosphorus detection,
J. Anal. Toxicol., 1988, 12, 2, 84-88, https://doi.org/10.1093/jat/12.2.84
. [all data]
Perrigo, Peel, et al., 1985
Perrigo, B.J.; Peel, H.W.; Ballantyne, D.J.,
Use of Dual-Column Fused-Silica Capillary Gas Chromatography in Combination with Detector Response Factors for Analytical Toxicology.,
J. Chromatogr., 1985, 341, 81-88, https://doi.org/10.1016/S0378-4347(00)84011-6
. [all data]
Newton and Foery, 1984
Newton, B.; Foery, R.F.,
Retention indices and dual capillary gas chromatography for rapid identification of sedative hypnotic drugs in emergency toxicology,
J. Anal. Toxicol., 1984, 8, 3, 129-134, https://doi.org/10.1093/jat/8.3.129
. [all data]
Perrigo, Ballantyne, et al., 1984
Perrigo, B.J.; Ballantyne, D.J.; Peel, H.W.,
Condierations in developing a data base for drugs on a DBI capillary column,
J. Can. Soc. Forensic Sci., 1984, 17, 2, 41-49, https://doi.org/10.1080/00085030.1984.10757360
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Perrigo and Peel, 1981
Perrigo, B.J.; Peel, H.W.,
The use of retention indices and temperature-programmed gas chromatography in analytical toxicology,
J. Chromatogr. Sci., 1981, 19, 5, 219-226, https://doi.org/10.1093/chromsci/19.5.219
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Aderjan and Bogusz, 1988
Aderjan, R.; Bogusz, M.,
Nitroalkanes as a multidetector retention index scale for drug identification in gas chromatography,
J. Chromatogr., 1988, 454, 345-351, https://doi.org/10.1016/S0021-9673(00)88629-X
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Stowell and Wilson, 1987
Stowell, A.; Wilson, L.W.,
A simple approach to the interlaboratory transfer of drug retention indices determined by temperature programmed capillary gas chromatography,
J. Forensic Sci., 1987, 32, 5, 1214-1220. [all data]
Courtot, 1976
Courtot, D.,
Research and identification of tranquillizers - use of retention index,
J. Sports Med., 1976, 10, 3, 143-146, https://doi.org/10.1136/bjsm.10.3.143
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MHA, 9999
MHA, Directorate of ForensicScience.,
Forensic Toxicology, 9999. [all data]
Zamechnik, Ethier, et al., 1989
Zamechnik, J.; Ethier, J.-C.; Neville, G.A.,
Benzodiazepines- an extensive collection of mass spectra,
J. Can. Soc. Forensic Sci., 1989, 22, 3, 233-259, https://doi.org/10.1080/00085030.1989.10757437
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Chiarotti, de Giovanni, et al., 1986
Chiarotti, M.; de Giovanni, N.; Fiori, A.,
Analysis of Benzodiazepines. I. Chromatographic Identification,
J. Chromatogr., 1986, 358, 169-178, https://doi.org/10.1016/S0021-9673(01)90326-7
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Stowell and Wilson, 1985
Stowell, A.; Wilson, L.,
Use of retention indices in drug screening by capillary gas chromatography, Rep. # CD 2362, Department of Scientific and Industrial Reseach, Chemistry Division, Lower Hutt, NZ, 1985, 32. [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
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Peel and Perrigo, 1976
Peel, H.W.; Perrigo, B.,
A practical gas chromatographic screening procedure for toxicological analysis,
Can. Soc. Forens. Sci. J., 1976, 9, 2, 69-74, https://doi.org/10.1080/00085030.1976.10757247
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Peel and Perrigo, 1975
Peel, H.W.; Perrigo, B.,
A practical gas chromatographic screening procedure for toxicological analysis,
Can.Soc.Forens.Sci.J., 1975, 9, 2, 69-74, https://doi.org/10.1080/00085030.1976.10757247
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Bogusz, Bialka, et al., 1986
Bogusz, M.; Bialka, J.; Gierz, J.; Klys, M.,
Use of short, wide-bore capillary columns in GC toxicological screening,
J. Anal. Toxicol., 1986, 10, 4, 135-138, https://doi.org/10.1093/jat/10.4.135
. [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]
Bogusz, Wijsbeek, et al., 1983
Bogusz, M.; Wijsbeek, J.; Franke, J.P.; de Zeeuw, R.A.,
Applicability of capillary gas chromatography to systematic toxicological analysis: occurence of concentration-dependent retention behavior,
J. Analyt. Toxicol., 1983, 7, 4, 188-192, https://doi.org/10.1093/jat/7.4.188
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Ardrey and Moffat, 1981
Ardrey, R.E.; Moffat, A.C.,
Gas-liquid chromatographic retention indices of 1318 substances of toxicological interest on SE-30 or OV-1 stationary phase,
J. Chromatogr., 1981, 220, 3, 195-252, https://doi.org/10.1016/S0021-9673(00)81925-1
. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
ΔfusH Enthalpy of fusion - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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