Benzilic acid
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| General | |||||||||||||||||||
| Surname | Benzilic acid | ||||||||||||||||||
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| Molecular formula | C 14 H 12 O 3 | ||||||||||||||||||
| Brief description |
yellowish solid |
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| properties | |||||||||||||||||||
| Molar mass | 228.25 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
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| Melting point |
150-152 ° C |
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| boiling point |
180 ° C (at 17.3 h Pa ) |
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| solubility |
1.4 g l −1 in water at 25 ° C |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
Benzilic acid is a white crystalline powder that chemically belongs to the group of organic carboxylic acids . It is a phenyl derivative of mandelic acid .
Extraction and presentation
Benzilic acid can be obtained by reacting benzil with potassium hydroxide in aqueous ethanol . This reaction, known as benzilic acid rearrangement , was first described by Liebig in 1838 and represents an internal disproportionation .
It can also be prepared from benzoin , which in turn is produced from benzaldehyde and sodium cyanide .
use
Benzilic acid is used for the synthesis of organic compounds e.g. B. used by pharmaceuticals.
Legal status
Since benzilic acid can be used as a raw material for the manufacture of chemical warfare agents , it is on the corresponding control lists.
See also
Individual evidence
- ↑ a b c d e f Entry for CAS no. 76-93-7 in the GESTIS substance database of the IFA , accessed on July 10, 2012(JavaScript required) .
- ^ Günter Hommel: Handbook of dangerous goods. Transport - hazard classes , leaflet 2296, 2002, Springer-Verlag , ISBN 3-540-20348-6
- ↑ J. Liebig: "Ueber Laurent's Theory of Organic Compounds" in Annalen der Pharmacie 1838 , 25 (1), p. 27. doi : 10.1002 / jlac.18380250102
- ^ DA Ballard and WM Dehn: Benzilic Acid In: Organic Syntheses . 1, 1921, p. 29, doi : 10.15227 / orgsyn.001.0029 ; Coll. Vol. 1, 1941, p. 89 ( PDF ).
- ^ R. Adams and CS Marvel: Benzoin In: Organic Syntheses . 1, 1921, p. 33, doi : 10.15227 / orgsyn.001.0033 ; Coll. Vol. 1, 1941, p. 94 ( PDF ).
- ↑ Chemical list of the Federal Ministry of Justice ( Memento from December 20, 2012 in the Internet Archive )
- ↑ Official Journal of the European Union ( Memento of the original from September 28, 2007 in the Internet Archive ) Info: The archive link has been inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. (PDF; 209 kB)
