N-Acetylanthranilic acid Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

N-Acetylanthranilic acid Chemical Properties,Usage,Production

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.]