2-propene-1-thiol
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | 2-propene-1-thiol | |||||||||||||||
other names |
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Molecular formula | C 3 H 6 S | |||||||||||||||
Brief description |
colorless to orange liquid with an unpleasant odor |
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properties | ||||||||||||||||
Molar mass | 74.15 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.898 g cm −3 |
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boiling point |
67-68 ° C |
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Vapor pressure |
150 hPa (20 ° C) |
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solubility |
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Refractive index |
1.4765 (20 ° C) |
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safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C |
2-propene-1-thiol is a chemical compound from the group of thiols .
Occurrence
2-propene-1-thiol is produced naturally in the human body as a metabolite of allicin . The compound is found in onions and garlic.
Extraction and presentation
2-propene-1-thiol can be obtained by reacting 3-iodopropene with potassium hydrogen sulfide . Other synthetic methods are also known.
properties
2-propene-1-thiol is a highly flammable, volatile, colorless to orange liquid with an unpleasant odor, which is practically insoluble in water. Its smell is noticeable from 1.5 ppb. In humans, the compound inhibits histone deacetylase (HDAC).
use
2-propene-1-thiol is used as an important raw material and intermediate product for organic syntheses, pharmaceuticals, agrochemicals and dyes.
safety instructions
The vapors of 2-propene-1-thiol can form an explosive mixture with air ( flash point 18 ° C).
Individual evidence
- ↑ a b c d e f g h i j Entry on 2-propene-1-thiol in the GESTIS substance database of the IFA , accessed on October 7, 2018(JavaScript required) .
- ↑ a b George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . CRC Press, 2001, ISBN 1-4398-6327-X , pp. 52 ( limited preview in Google Book search).
- ↑ Data sheet Allyl mercaptan, ≥90% from Sigma-Aldrich , accessed on October 7, 2018 ( PDF ).
- ^ Theo Dingermann, Rudolf Hänsel, Ilse Zündorf: Pharmaceutical Biology, Molecular Basics and Clinical Application . Springer-Verlag, 2013, ISBN 978-3-642-55943-3 , pp. 64 ( limited preview in Google Book search).
- ↑ Norman G. Gaylord: Polyethers: Polyalkylene oxides and other polydethers . Interscience Publishers, 1962, OCLC 757317775 , pp. 8 ( limited preview in Google Book search).
- ↑ Tsinghua Tongfang Knowledge Network Technology: Study on synthesis of 2-propene-1-thiol , accessed October 7, 2018
- ↑ Eula Bingham, Barbara Cohrssen: Patty's Toxicology, 6 Volume Set . John Wiley & Sons, 2012, ISBN 978-0-470-41081-3 , pp. 1054 ( limited preview in Google Book search).
- ↑ H. Nian, B. Delage, JT Pinto, RH Dashwood: Allyl mercaptan, a garlic-derived organosulfur compound, inhibits histone deacetylase and enhances Sp3 binding on the P21WAF1 promoter. In: Carcinogenesis. 29, 2008, p. 1816, doi: 10.1093 / carcin / bgn165 .
- ↑ data sheet Allyl mercaptan, tech. 70% at AlfaAesar, accessed October 7, 2018 ( PDF )(JavaScript required) .