3-butyn-2-ol
Structural formula | ||||||||||||||||
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( R ) shape (left) and ( S ) shape (right) | ||||||||||||||||
General | ||||||||||||||||
Surname | 3-butyn-2-ol | |||||||||||||||
other names |
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Molecular formula | C 4 H 6 O | |||||||||||||||
Brief description |
colorless liquid |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 70.09 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.894 g cm −3 (25 ° C) |
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Melting point |
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boiling point |
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solubility |
very soluble in water and ethanol |
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Refractive index |
1.426 (20 ° C) |
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safety instructions | ||||||||||||||||
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Toxicological data | ||||||||||||||||
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 |
3-Butyn-2-ol is a chemical compound from the group of alcohols with an additional C≡C triple bond .
Isomers
3-Butyn-2-ol is chiral , there are two enantiomers , ( S ) -3-Butyn-2-ol and ( R ) -3-Butyn-2-ol.
Extraction and presentation
3-Butyn-2-ol can be obtained by reducing derivatives of 3-Butyn-2-one . In enantiomerically pure form, the ( R ) -form can be obtained by enzymatic reduction of trimethylsilyl-3-butyn-2-one with Lactobacillus brevis alcohol dehydrogenase and the ( S ) -form by enzymatic reduction of silyldimethylphenyl-3-butyn-2-one with Candida parapsilosis carbonyl reductase.
properties
3-Butyn-2-ol is a colorless liquid that is very soluble in water and ethanol .
use
3-Butyn-2-ol is an important raw material in the pharmaceutical industry. He, on the other for the synthesis of chemical compounds, such as alkaloids , steroids , prostaglandins and monoterpenes - fragrances used.
Individual evidence
- ↑ a b c d e f g h i data sheet 3-butyn-2-ol, 97% from Sigma-Aldrich , accessed on May 7, 2016 ( PDF ).
- ^ A b c William M. Haynes: CRC Handbook of Chemistry and Physics, 94th Edition . CRC Press, 2016, ISBN 978-1-4665-7115-0 , pp. 88 ( limited preview in Google Book search).
- ^ A b Carl L. Yaws: The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals Physical Properties for More Than 54,000 Organic and Inorganic Chemical Compounds, Coverage for C1 to C100 Organics and Ac to Zr Inorganics . Gulf Professional Publishing, 2015, ISBN 978-0-12-801146-1 , pp. 46 ( limited preview in Google Book search).
- ↑ External identifiers or database links for (S) -3-butyn-2-ol : CAS number: 2914-69-4, EC number: 608-322-9, ECHA InfoCard: 100.108.931 , Wikidata : Q64027328 .
- ↑ External identifiers of or database links to (R) -3-butyn-2-ol : CAS number: 42969-65-3, EC number: 610-091-4, ECHA InfoCard: 100.126.028 , PubChem : 638102 , Wikidata : Q64027325 .
- ↑ Dieter Enders, Karl-Erich Jaeger: Asymmetric Synthesis with Chemical and Biological Methods . John Wiley & Sons, 2007, ISBN 978-3-527-31473-7 , pp. 396 ( limited preview in Google Book search).
- ^ A b Kurt Peter C. Vollhardt, Neil Eric Schore: Organic chemistry . John Wiley & Sons, 2011, ISBN 3-527-32754-1 , pp. 626 ( limited preview in Google Book search).
- ↑ E. Breitmeier: Terpene aromas, fragrances, pharmaceuticals, pheromones . Springer-Verlag, 2013, ISBN 978-3-322-94727-7 , pp. 127 ( limited preview in Google Book search).