Sulfide, allyl methyl
- Formula: C4H8S
- Molecular weight: 88.171
- IUPAC Standard InChI: InChI=1S/C4H8S/c1-3-4-5-2/h3H,1,4H2,2H3
- IUPAC Standard InChIKey: NVLPQIPTCCLBEU-UHFFFAOYSA-N
- CAS Registry Number: 10152-76-8
- 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-Propene, 3-(methylthio)-; Allyl methyl sulfide; Methyl allyl sulfide; 3-(Methylthio)propene; CH3SCH2CH=CH2; 3-(Methylsulfanyl)-1-propene; 3-(Methylthio)-1-propene; Methyl 2-propenyl sulfide; Methyl allyl sulphide; allyl methyl sulphide
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Reaction 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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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Individual Reactions
C4H7S- + =
By formula: C4H7S- + H+ = C4H8S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1563. ± 17. | kJ/mol | G+TS | Dahlke and Kass, 1991 | gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1536. ± 17. | kJ/mol | IMRB | Dahlke and Kass, 1991 | gas phase; Between iPrOH, MeCN. Reprotonation site uncertain.; B |
=
By formula: C4H8S = C4H8S
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -13.9 ± 0.5 | kJ/mol | Eqk | Kimmelma, 1988 | liquid phase; solvent: DMSO; NMR; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Dahlke and Kass, 1991
Dahlke, G.D.; Kass, S.R.,
Substituent Effects in the Gas Phase - 1-Substituted Allyl Anions,
J. Am. Chem. Soc., 1991, 113, 15, 5566, https://doi.org/10.1021/ja00015a008
. [all data]
Kimmelma, 1988
Kimmelma, R.,
Structure-stability relationships in vinyl sulfides. III. Stabilization caused by different alkylthio and phenylthio groups attached to an olefinic double bond,
Acta Chem. Scand., 1988, 42, 550-555. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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