N-Acetylanthranilic acid
Synonym(s):2-Acetamidobenzoic acid
- CAS NO.：89-52-1
- Empirical Formula: C9H9NO3
- Molecular Weight: 179.17
- MDL number: MFCD00002423
- EINECS: 201-914-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is N-Acetylanthranilic acid?
Chemical properties
solid
Definition
ChEBI: An amidobenzoic acid consisting of anthranilic acid carrying an N-acetyl group.
Synthesis Reference(s)
The Journal of Organic Chemistry, 46, p. 4614, 1981 DOI: 10.1021/jo00335a075
Tetrahedron Letters, 23, p. 4473, 1982 DOI: 10.1016/S0040-4039(00)85631-2
Safety Profile
Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx.
Purification Methods
Wash the acid with distilled H2O and recrystallise it from aqueous AcOH, dry it and recrystallise again from EtOAc. Also recrystallise it from water or EtOH. UV: max 221, 252 and 305nm (EtOH). The amide crystallises from aqueous EtOH and has m 186-187o and max 218, 252 and 301nm. [Chattaway J Chem Soc 2495 1931, Walker J Am Chem Soc 77 6698 1955, Beilstein 14 H 337, 14 I 540, 14 II 219, 14 III 922.]
Properties of N-Acetylanthranilic acid
| Melting point: | 184-187 °C(lit.) |
| Boiling point: | 311.69°C (rough estimate) |
| Density | 1.2822 (rough estimate) |
| refractive index | 1.5600 (estimate) |
| solubility | DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 0.5 mg/ml |
| form | A crystalline solid |
| pka | pK1: 3.63 (25°C) |
| Water Solubility | slightly soluble |
| BRN | 880371 |
| Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. |
| CAS DataBase Reference | 89-52-1(CAS DataBase Reference) |
| EPA Substance Registry System | Benzoic acid, 2-(acetylamino)- (89-52-1) |
Safety information for N-Acetylanthranilic acid
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P501:Dispose of contents/container to..… |
Computed Descriptors for N-Acetylanthranilic acid
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