3,3-dimethyl-2-butanone
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | 3,3-dimethyl-2-butanone | |||||||||||||||
other names |
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Molecular formula | C 6 H 12 O | |||||||||||||||
Brief description |
colorless liquid with a camphor to peppermint odor |
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properties | ||||||||||||||||
Molar mass | 100.16 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.8 g cm −3 |
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Melting point |
−50 ° C |
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boiling point |
106 ° C |
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Vapor pressure |
32.6 h Pa (20 ° C) |
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solubility |
little in water (17.7 g l −1 at 20 ° C) |
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Refractive index |
1.3960 |
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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 |
3,3-Dimethyl-2-butanone (also called pinacolone ) is a chemical compound that serves as an intermediate in the manufacture of pivalic acid and other chemical compounds. It is used, among other things, as a starting material for the manufacture of pharmaceuticals , fungicides and herbicides (via triazolylpinacolone to triadimefon or metribuzin ). It is derived from the compound pinacol (or the substance group of the same name).
history
The structure of pinacolon was clarified by Charles Friedel in the 19th century .
Extraction and presentation
Pinacolone can be made in a number of ways. One way runs through the pinacol rearrangement .
safety instructions
Pinacolon is highly flammable ( flash point at 3 ° C, self-ignition at 520 ° C) and is on the export control list because it can be used to manufacture chemical weapons.
literature
- Ullmann's Encyclopedia of Technical Chemistry , Volume 14, 4th Edition
Web links
- Manufacturing process ( Memento from February 21, 2014 in the Internet Archive )
Individual evidence
- ↑ a b c d e f g h i Entry on 3,3-dimethyl-2-butanone in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
- ↑ CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .
- ↑ Data sheet 3,3-dimethyl-2-butanone (PDF) from Merck , accessed on March 20, 2011.
- ^ Nerve Agent Precursors ( Memento of July 24, 2007 in the Internet Archive )
- ↑ Data sheet Pinacolone at chemicalland21 , accessed on March 2, 2019.
- ↑ GA Hill, EW Flosdorf: Pinacolone In: Organic Synthesis . 5, 1925, p. 91, doi : 10.15227 / orgsyn.005.0091 ; Coll. Vol. 1, 1941, p. 462 ( PDF ).
- ↑ Category 1 export control list ( Memento of December 8, 2012 in the Internet Archive ) (PDF; 296 kB).