1,4-Butanedithiol
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| Identifiers | |
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3D model (
JSmol ) |
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| ChemSpider | |
ECHA InfoCard
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100.013.390 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C4H10S2 | |
| Molar mass | 122.24 g·mol−1 |
| Appearance | colorless liquid |
| Melting point | −53.9 °C (−65.0 °F; 219.2 K) |
| Boiling point | 195.5 °C (383.9 °F; 468.6 K) |
| Hazards | |
| GHS labelling:[1] | |
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| Warning | |
| H315, H319, H335 | |
| P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1,4-Butanedithiol is an
organosulfur compound with the formula HSCH2CH2CH2CH2SH. It is a malodorous, colorless liquid that is highly soluble in organic solvents. The compound has found applications in biodegradable polymers.[2]
Reactions
Alkylation with geminal dihalides gives 1,3-dithiepanes. Oxidation gives the cyclic disulfide 1,2-dithiane:[3]
- HSCH2CH2CH2CH2SH + O → S2(CH2)4 + H2O
It forms self-assembled monolayers on gold.[4]
It is also used in
biodegradable and many of their components are sourced from non-petroleum oils.[8]
Related compounds
- Dithiothreitol
- 1,3-Propanedithiol
References
- ^ "1,4-Butanedithiol". pubchem.ncbi.nlm.nih.gov.
- ISSN 1463-9262.
- PMID 21480642.
- PMID 24422457.
- S2CID 218528107.
- S2CID 260597152.
- ISBN 978-3-319-61287-4, retrieved 2023-12-05
- ISSN 0014-3057.