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| Anthranilic acid | |
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| IUPAC name | 2-aminobenzoic acid |
| Other names | vitamin L1, Anthranilate |
| Identifiers | |
| CAS number | [118-92-3] |
| Properties | |
| Molecular formula | C7H7NO2 |
| Molar mass | 137.136 g/mol |
| Density | 1.4 g/cm3 |
| Melting point |
146-148 °C |
| Boiling point |
Sublimes[1] |
| Solubility in water | 5.7 g/L (25 ºC) |
| Solubility | Hot water |
| Hazards | |
| MSDS | External (html) |
| R-phrases | R36 R37 |
| S-phrases | S26 S39 |
| Flash point | >150 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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Anthranilic acid is the organic compound with the formula C6H4(NH2)CO2H. This amino acid is white solid when pure, although commercial samples may appear yellow. The molecule consists of a benzene ring with two adjacent functional groups, a carboxylic acid and an amine. Because these two groups are polar, this organic compound is highly soluble in water. It is sometimes referred to as vitamin L.
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Biological role
Anthranilic acid is biosynthesized from chorismic acid. It is the precursor to the amino acid tryptophan via the attachment of phosphoribosyl pyrophosphate to the amine group.
Uses
Anthranilic acid is used as an intermediate for production of dyes, pigments, and saccharin. It and its esters are used in preparing perfumes to imitate jasmine and orange, pharmaceuticals ( loop diuretics eg. furosemide) and UV-absorber as well as corrosion inhibitors for metals and mold inhibitors in soya sauce.
Anthranilic acid can be used in organic synthesis to generate the benzyne intermediate.[2]
See also
References
- ^ IPCS
- ^ Logullo, F. M.; Seitz, A. H.; Friedman, L. (1973). "Benzenediazonium-2-carboxy- and Biphenylene". Org. Synth.; Coll. Vol. 5: 54.
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