Iminodiacetic acid
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| General | |||||||||||||||||||
| Surname | Iminodiacetic acid | ||||||||||||||||||
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| Molecular formula | C 4 H 7 NO 4 | ||||||||||||||||||
| Brief description |
white solid |
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| properties | |||||||||||||||||||
| Molar mass | 133.103 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
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| Melting point |
247.5 ° C (decomposition) |
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| solubility |
soluble in water (23.7 g l −1 at 25 ° C) |
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| Thermodynamic properties | |||||||||||||||||||
| ΔH f 0 |
−932.6 kJ mol −1 |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
Iminodiacetic acid or IDA for short is a complexing agent . In aqueous solution, IDA forms stable complex compounds with metal ions .
Presentation and extraction
IDA is formed in the catalytic dehydrogenation of N , N -diethanolamine in yields of around 95% of theory. Th. Another process route is via iminodiacetonitrile, which is accessible in yields of over 80% by reacting ammonia , formaldehyde and hydrocyanic acid .
properties
IDA is a tridentate ligand and forms stable complexes with transition metal ions such as Cu 2+ , Co 2+ , Ni 2+ and Zn 2+ . IDA is the starting material in the synthesis of N -phosphonomethyl-iminodiacetic acid (PMIDA), from which N -phosphonomethylglycine (PMG, glyphosate ) is formed by oxidative cleavage of a -CH 2 -COOH unit . Glyphosate is by far the most important non-selective systemic herbicide with a reported total capacity of 900,000 tons.
See also
Individual evidence
- ↑ Data sheet iminodiacetic acid (PDF) from Merck , accessed on January 18, 2011.
- ↑ a b Entry on iminodiacetic acid in the ChemIDplus database of the United States National Library of Medicine (NLM) .
- ↑ a b Entry on iminodiacetic acid in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-26.
- ↑ Patent EP1125633 : Process for preparing carboxylic acids by dehydrogenating alcohols. Published on January 3, 2007 , applicant: Degussa AG, inventor: Monika Berweiler, Andreas Freund, Walter Girke, Matthias Höpp, Daniel Ostgard, Jörg Sauer, Rudolf Vanheertum.
- ↑ Patent US4895971 : Process for the production of iminodiacetonitrile. Published January 23, 1990 , Applicant: WR Grace & Co., Inventor: Jow-Lih Su, Martin B. Sherwin.
- ↑ Free Online Library: The Glyphosate Yield Capacity Will Be Reached to 900 Thousand Tons in 2010 ( Memento of the original from May 11, 2013 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. .
