N-Acetylanthranilic acid
N-acetylanthranilic Acid | |
Names | |
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IUPAC name
2-Acetamidobenzoic acid
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Other names
2-Acetamidobenzoic acid; 2-Carboxyacetanilide; o-Acetoaminobenozic acid; Acetylanthranilic acid; 2-(Acetylamino)benzoic acid
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Identifiers | |
89-52-1 | |
ChEBI | CHEBI:36555 |
ChemSpider | 6705 |
Jmol 3D model | Interactive image |
PubChem | 6971 |
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Properties | |
C9H9NO3 | |
Molar mass | 179.18 g·mol−1 |
Density | 1.36 g/mL |
Melting point | 184 to 186 °C (363 to 367 °F; 457 to 459 K) |
Boiling point | 399 °C (750 °F; 672 K) |
Vapor pressure | {{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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verify (what is ?) | |
Infobox references | |
N-Acetylanthranilic acid is an organic compound with the molecular formula C9H9NO3. It is an intermediate product in catabolism of quinaldine in Arthrobacter sp., and is further metabolized to anthranilic acid.[1][2]
N-Acetylanthranilic acid can be synthesized from 2-bromoacetanilide via palladium-catalyzed carbonylation in tri-n-butylamine-water at 110-130 °C, under 3 atm of carbon monoxide.[3]
N-Acetylanthranilic acid exhibits triboluminescence when crushed.[citation needed] The fractured crystals have large electrical potentials between areas of high and low charge. When the electrons suddenly migrate to neutralize these potentials, flashes of deep blue light are created.
In the United States, it is a Drug Enforcement Administration-controlled Table I illicit drug precursor,[4] because it has been used in the synthesis of methaqualone.
See also
References
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- ↑ Title 21 Code of Federal Regulations