Diallyl sulfide
- Formula: C6H10S
- Molecular weight: 114.209
- IUPAC Standard InChI: InChI=1S/C6H10S/c1-3-5-7-6-4-2/h3-4H,1-2,5-6H2
- IUPAC Standard InChIKey: UBJVUCKUDDKUJF-UHFFFAOYSA-N
- CAS Registry Number: 592-88-1
- 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: Allyl sulfide; 1-Propene, 3,3'-thiobis-; Allyl monosulfide; Diallyl monosulfide; Diallyl thioether; Oil garlic; Thioallyl ether; (CH2=CHCH2)2S; 2-Propenyl sulphide; 3,3-Thiobis(1-propene); Allyl sulphide; di-2-Propenyl sulfide; Diallyl sulphide; Prop-1-ene-3,3'-thiobis; NSC 20947; Diallylsulfane; 3-(Allylsulfanyl)-1-propene; 132879-26-6
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Phase change data
Go To: Top, Gas phase ion energetics 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 411.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 411. | K | N/A | American Tokyo Kasei, 1988 | BS |
| Tboil | 412. | K | N/A | Brandsma and Wijers, 1963 | Uncertainty assigned by TRC = 3. K; TRC |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 11.1 | 278. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 263. to 411. K.; AC |
| 10.3 | 278. | A | Stephenson and Malanowski, 1987 | Based on data from 263. to 412. K. See also Stull, 1947.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 263.7 to 411.8 | 4.38296 | 1634.989 | -38.588 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
| 283. to 313. | 2.70211 | 951.402 | -91.19 | Bauer and Burschkies, 1935 | Coefficents calculated by NIST from author's data. |
Gas phase ion energetics data
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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference |
|---|---|---|
| 8.52 ± 0.01 | PI | Trofimov, Mel'der, et al., 1975 |
Gas Chromatography
Go To: Top, Phase change data, Gas phase ion energetics 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 | DB-5 | 100. | 864.6 | Miller and Bruno, 2003 | 30. m/0.25 mm/0.1 μm |
| Capillary | DB-5 | 120. | 871.6 | Miller and Bruno, 2003 | 30. m/0.25 mm/0.1 μm |
| Capillary | DB-5 | 60. | 856.2 | Miller and Bruno, 2003 | 30. m/0.25 mm/0.1 μm |
| Capillary | DB-5 | 80. | 860.3 | Miller and Bruno, 2003 | 30. m/0.25 mm/0.1 μm |
| Packed | Apiezon M | 130. | 854. | Garbuzov, Misharina, et al., 1985 | He or N2, Chromosorb W, AW-DMCS; Column length: 2.1 m |
| Packed | Apiezon M | 130. | 854. | Golovnya, Misharina, et al., 1978 | Chromosorb W, AW-DMCS; Column length: 2.1 m |
Kovats' RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SE-54 | 850. | Zoghbi, Ramos, et al., 1984 | 30. m/0.25 mm/0.25 μm, He, 50. C @ 3. min, 4. K/min; Tend: 230. C |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 862. | Mahattanatawee K., Perez-Cacho P.R., et al., 2007 | 30. m/0.32 mm/0.5 μm, He, 7. K/min, 265. C @ 5. min; Tstart: 40. C |
| Capillary | DB-1 | 850. | Pino, Fuentes, et al., 2001 | He, 60. C @ 4. min, 4. K/min; Column length: 30. m; Column diameter: 0.32 mm; Tend: 250. C |
| Capillary | DB-5 | 871. | Kim, Wu, et al., 1995 | He, 40. C @ 10. min, 4. K/min; Column length: 60. m; Column diameter: 0.25 mm; Tend: 200. C |
| Capillary | DB-1 | 850. | Yu, Lin, et al., 1994 | 60. m/0.25 mm/1.0 μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 60. min |
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5MS | 858.8 | Andriamaharavo, 2014 | 30. m/0.25 mm/0.25 μm, He; Program: 60C (1 min) => 5 C/min => 210C => 10 C/min => 280C (15 min) |
| Capillary | SPB-1 | 835. | Mochizuki, Yamamoto, et al., 1998 | 30. m/0.32 mm/4.0 μm, N2; Program: 40 0C (10 min), 2 0C/min to 180 0C, 25 0C/min to 250 0C (5 min) |
Van Den Dool and Kratz RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Wax | 1148. | Mahattanatawee K., Perez-Cacho P.R., et al., 2007 | 30. m/0.32 mm/0.5 μm, He, 7. K/min, 240. C @ 5. min; Tstart: 40. C |
| Capillary | FFAP | 1145. | Calvo-Gómez, Morales-López, et al., 2004 | 30. m/0.25 mm/0.25 μm, He, 40. C @ 3. min, 5. K/min; Tend: 220. C |
| Capillary | HP-Innowax | 1177. | Storsberg, Schulz, et al., 2004 | 60. m/0.25 mm/0.5 μm, H2, 10. K/min; Tstart: 35. C; Tend: 220. C |
| Capillary | Carbowax | 1147. | Edris and Fadel, 2002 | He, 2. K/min; Column length: 60. m; Column diameter: 0.32 mm; Tstart: 50. C; Tend: 200. C |
| Capillary | DB-Wax | 1143. | Cha, Kim, et al., 1998 | 60. m/0.25 mm/0.25 μm, 40. C @ 5. min, 3. K/min, 200. C @ 60. min |
| Capillary | CP-Wax 52CB | 1151. | Kim, Wu, et al., 1995, 2 | N2, 60. C @ 4. min, 2. K/min, 200. C @ 30. min; Column length: 50. m; Column diameter: 0.25 mm |
| Capillary | CP-Wax 52CB | 1149. | Kim, Wu, et al., 1995, 2 | N2, 60. C @ 4. min, 2. K/min, 200. C @ 30. min; Column length: 50. m; Column diameter: 0.25 mm |
| Capillary | CP-Wax 52CB | 1118. | Yu, Wu, et al., 1993 | 50. m/0.32 mm/0.25 μm, H2, 40. C @ 10. min, 1.5 K/min, 200. C @ 60. min |
| Capillary | CP-Wax 52CB | 1148. | Yu, Wu, et al., 1989 | N2, 2. K/min; Column length: 50. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 200. C |
| Capillary | CP-Wax 52CB | 1148. | Yu, Wu, et al., 1989, 2 | N2, 2. K/min; Column length: 50. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 200. C |
| Capillary | CP-Wax 52CB | 1148. | Yu and Wu, 1989 | N2, 2. K/min; Column length: 50. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 200. C |
Van Den Dool and Kratz RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Supelcowax-10 | 1150. | Bianchi, Cantoni, et al., 2007 | 30. m/0.25 mm/0.25 μm; Program: 35C(8min) => 4C/min => 60C => 6C/min => 160C => 20C/min => 220C(1min) |
| Capillary | Supelcowax-10 | 1150. | Bianchi, Careri, et al., 2007 | 30. m/0.25 mm/0.25 μm, He; Program: 35C(8min) => 4C/min => 60C => 6C/min => 160C => 20C/min => 200C(1min) |
| Capillary | Supelcowax-10 | 1143. | Bianchi, Careri, et al., 2007 | 30. m/0.25 mm/0.25 μm, He; Program: 35C(8min) => 4C/min => 60C => 6C/min => 160C => 20C/min => 200C(1min) |
Normal alkane RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | Polydimethyl siloxane with 5 % Ph groups | 100. | 865. | Safa and Hadjmohannadi, 2005 | 30. m/0.25 mm/0.10 μm, Nitrogen |
| Capillary | Polydimethyl siloxane with 5 % Ph groups | 60. | 856. | Safa and Hadjmohannadi, 2005 | 30. m/0.25 mm/0.10 μm, Nitrogen |
| Capillary | Polydimethyl siloxane with 5 % Ph groups | 80. | 860. | Safa and Hadjmohannadi, 2005 | 30. m/0.25 mm/0.10 μm, Nitrogen |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | 5 % Phenyl methyl siloxane | 864. | Ramirez R. and Cava R., 2007 | 30. m/0.25 mm/1. μm, He, 40. C @ 10. min, 7. K/min, 250. C @ 5. min |
| Capillary | SPB-1 | 850. | Rao, Nagender, et al., 2007 | 30. m/0.32 mm/0.25 μm, Helium, 40. C @ 2. min, 2. K/min; Tend: 220. C |
| Capillary | HP-5 | 861. | Kubec, Velísek, et al., 1997 | 30. m/0.25 mm/0.25 μm, N2, 40. C @ 3. min, 4. K/min, 240. C @ 10. min |
| Capillary | HP-1 | 838. | Lopes, Godoy, et al., 1997 | 25. m/0.32 mm/0.17 μm, H2, 5. K/min; Tstart: 40. C; Tend: 200. C |
| Capillary | DB-1 | 872. | Hanum, Sinha, et al., 1995 | 30. m/0.25 mm/0.25 μm, He, 5. K/min; Tstart: 35. C; Tend: 150. C |
| Capillary | DB-1 | 852. | Yu, Wu, et al., 1994 | 60. m/0.25 mm/1.0 μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 60. min |
| Capillary | DB-1 | 852. | Yu, Wu, et al., 1994, 2 | 60. m/0.25 mm/1. μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 60. min |
| Capillary | DB-1 | 849. | Yu, Wu, et al., 1994, 3 | 60. m/0.25 mm/1. μm, He, 40. C @ 5. min, 2. K/min, 260. C @ 60. min |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SPB-1 | 854. | Rao, Nagender, et al., 2007 | 30. m/0.32 mm/0.25 μm, Helium; Program: not specified |
| Capillary | HP-5 MS | 831. | Pyun and Shin, 2006 | 30. m/0.25 mm/0.25 μm; Program: 40 0C (3 min) 2 0C/min -> 150 0C 20 0C/min -> 220 0C (5 min) |
| Capillary | SE-30 | 854. | Vinogradov, 2004 | Program: not specified |
| Capillary | HP-5MS | 848. | Ansorena, Gimeno, et al., 2001 | 30. m/0.25 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 120C => 10C/min => 250C (5min) |
| Capillary | HP-5 | 848. | Ansorena, Astiasarán, et al., 2000 | 30. m/0.25 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 120C => 10C/min => 250C (5min) |
| Capillary | CP Sil 5 CB | 848. | Gijs, Piraprez, et al., 2000 | 50. m/0.32 mm/1.2 μm, He; Program: 33C (16.5min) => 2C/min => 160C => 20C/min => 200C (9min) |
| Capillary | DB-5 | 867. | Mateo and Zumalacárregui, 1996 | 50. m/0.32 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 95C => 10C/min => 270C (10min) |
| Capillary | DB-5 | 865. | Mateo and Zumalacárregui, 1996 | 50. m/0.32 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 95C => 10C/min => 270C (10min) |
| Capillary | DB-5 | 863. | Mateo and Zumalacárregui, 1996 | 50. m/0.32 mm/0.25 μm, He; Program: 40C (10min) => 3C/min => 95C => 10C/min => 270C (10min) |
Normal alkane RI, polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-Wax | 1143. | Chyau and Mau, 1999 | 60. m/0.25 mm/0.25 μm, N2, 3. K/min; Tstart: 40. C; Tend: 210. C |
| Capillary | DB-Wax | 1118. | Chen and Ho, 1998 | He, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tstart: 50. C; Tend: 220. C |
| Capillary | HP-Innowax | 1164. | Kubec, Velísek, et al., 1997 | 30. m/0.25 mm/0.5 μm, N2, 40. C @ 3. min, 4. K/min; Tend: 190. C |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Carbowax 20M | 1150. | Vinogradov, 2004 | Program: not specified |
| Capillary | Supelcowax-10 | 1142. | Jung, Kim, et al., 2001 | Program: not specified |
| Capillary | DB-Wax | 1151. | Peng, Yang, et al., 1991 | Program: not specified |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
American Tokyo Kasei, 1988
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Brandsma and Wijers, 1963
Brandsma, L.; Wijers, H.,
A Simple Laboratory Scale Preparation Method for Dialkyl Sulfides, Selenides, Telluridles, Thiols and Selenols,
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Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R.,
Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [all data]
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Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
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Sattigungsdrucke einiger Senfole und Sulfide,
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Gas chromatographic retention indices for sulphur(II)-containing organic substances,
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Gas chromatographic characterization of sulfur-containing compounds. 4. The effect of unsaturated radicals on the retention indices of the vinyl, allyl, and propargyl alkyl sulfides,
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Notes
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Tboil Boiling point ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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