N-Acetylanthranilic acid CAS#: 89-52-1

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N-Acetylanthranilic acid

Basic information Safety Supplier Related

N-Acetylanthranilic acid Basic information

Product Name:

N-Acetylanthranilic acid

Synonyms:

2-(acetylamino)-benzoicaci
2-carboxyacetanilide
acetylanthranilicacid
Lappaconiticacid
n-acetylaminobenzoicacid
n-acetyl-anthranilicaci
N-Acetylanthranilic acid~2-Carboxyacetanilide
N-Acetylanthranilic acid;2-Acetamidobenzoic acid

CAS:

89-52-1

MF:

C9H9NO3

MW:

179.17

EINECS:

201-914-4

Product Categories:

Pharmaceutical Intermediate
Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
API intermediates

Mol File:

89-52-1.mol

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N-Acetylanthranilic acid Chemical Properties

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)

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Safety Information

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
Safety Statements: 36-37/39-26
WGK Germany: 3
RTECS: CB2455000
Hazard Note: Irritant
TSCA: Yes
HS Code: 29242300
Toxicity: LD50 orl-mus: 1114 mg/kg FRPSAX 38,847,83

MSDS

Language:English Provider:N-Acetylanthranilic acid
Language:English Provider:SigmaAldrich
Language:English Provider:ALFA

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N-Acetylanthranilic acid Usage And Synthesis

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.]