3-aminobenzoic acid

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Structural formula
Structural formal of 3-aminobenzoic acid
General
Surname 3-aminobenzoic acid
other names
  • m -aminobenzoic acid
  • meta- aminobenzoic acid
  • 3-carboxyaniline
Molecular formula C 7 H 7 NO 2
Brief description

beige solid

External identifiers / databases
CAS number 99-05-8
EC number 202-724-4
ECHA InfoCard 100.002.477
PubChem 7419
ChemSpider 7141
DrugBank DB02054
Wikidata Q223045
properties
Molar mass 137.14 g mol −1
Physical state

firmly

density

1.51 g cm −3

Melting point

174 ° C

pK s value

3.07; 4.79

solubility

poor in water (5.9 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-280-302 + 352-305 + 351 + 338
Toxicological data

6300 mg kg −1 ( LD 50 ,  mouse ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

3-aminobenzoic acid is an organic carboxylic acid that is used to make azo dyes . In addition to the 3-aminobenzoic acid, two further position exist isomeric forms: the anthranilic acid ( o -aminobenzoic acid) and the 4-aminobenzoic acid ( p -aminobenzoic acid ).

Extraction and presentation

3-aminobenzoic acid can be obtained by the reduction of 3-nitrobenzoic acid . Elemental zinc in hydrochloric acid or hydrazine , for example, are suitable as reducing agents .

toxicology

3-aminobenzoic acid shows low toxicity. In addition, no indications of reproductive toxicity, mutagenicity or carcinogenicity were found.

Web links

Individual evidence

  1. ↑ a b c d e f g Entry on 3-aminobenzoic acid in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. ^ CRC Handbook of Chemistry and Physics , 85th Edition, CRC Press, Boca Raton, 2004.
  3. ↑ Data sheet 3-aminobenzoic acid from Sigma-Aldrich , accessed on November 8, 2008 ( PDF ).Template: Sigma-Aldrich / name not given
  4. ↑ J. Wilbrand , FK Beilstein : About a new series of isomeric compounds of the Benzoë group. - Nitrodracylic acid and its derivatives , in: J. Liebigs Ann. Chem. , 1863, 128 , pp. 257-273; doi : 10.1002 / jlac.18631280302 , ( PDF ).
  5. ^ T. Curtius : The action of hydrazine hydrate on nitro compounds. In: J. für Prakt. Chemie 184, 233-237 (1907), digitized version on Gallica .