Anthranilamide
Chemical compound
From Wikipedia, the free encyclopedia
Anthranilamide is a chemical compound of the group of amides.
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| Names | |
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| Preferred IUPAC name
2-Aminobenzamide | |
| Systematic IUPAC name
2-Aminobenzamide | |
Other names
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| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.001.683 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C7H8N2O | |
| Molar mass | 136.154 g·mol−1 |
| Appearance | white or yellow solid |
| Odor | odorless |
| Density | 1.17 g/cm3 |
| Melting point | 111 to 113 °C (232 to 235 °F; 384 to 386 K)[1] |
| Boiling point | 300 °C (572 °F; 573 K) |
| 5 g/L (20 °C) | |
| Solubility | very soluble in ethyl acetate soluble in hot water, ethanol slightly soluble in diethyl ether, benzene |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H318 | |
| P280, P305+P351+P338, P310 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis and production
Anthranilamide can be obtained by reacting ammonia, ammonium carbonate and ammonium chloride with isatoic anhydride.[2]
Properties
Anthranilamide is a flammable, flame-retardant, crystalline, colorless to yellowish, odorless solid that is poorly soluble in water.[1]
Use
Anthranilamide is used as an acetaldehyde scavenger in PET bottles for water. It is not required for sweet beverages, juices and beer, as the concentration of acetaldehyde in the bevereage is higher than what might migrate from the PET.[3] Anthranilamide is also for non-selective, efficient fluorescence labeling of glycans.[4] It is also used as an intermediate for dyes, pharmaceuticals, blowing agents and other chemicals. In lubricating oils for engines, it prevents copper and magnesium corrosion.[5]
1-Naphthaldehyde [66-77-3] is reacted with anthranilamide to give a 75% yield of U-29409 [31785-60-1]. This antispermatogenic agent also has antiarthritic properties.[6][7]