3-Aminobenzoic acid

3-Aminobenzoic acid^[1]^[2]
Skeletal formula	Ball-and-stick model
Names
	Preferred IUPAC name 3-Aminobenzoic acid
	Other names meta-Aminobenzoic acid; m-Aminobenzoic acid; MABA; 3-Carboxyaniline; m-Carboxyaniline
Identifiers
CAS Number	99-05-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:42682 ;
ChEMBL	ChEMBL307782 ;
ChemSpider	7141 ;
DrugBank	DB02054 ;
ECHA InfoCard	100.002.477
EC Number	202-724-4;
PubChem CID	7419;
UNII	G2X3B3O37U;
CompTox Dashboard (EPA)	DTXSID3059183 ;
	InChI InChI=1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) Key: XFDUHJPVQKIXHO-UHFFFAOYSA-N ; InChI=1/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) Key: XFDUHJPVQKIXHO-UHFFFAOYAM;
	SMILES O=C(O)c1cc(N)ccc1;
Properties
Chemical formula	C7H7NO2
Molar mass	137.13598
Appearance	White solid
Density	1.51 g/cm3
Melting point	178 to 180 °C (352 to 356 °F; 451 to 453 K)
Acidity (pKa)	3.07 (carboxyl; H2O); 4.79 (amino; H2O);
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

3-Aminobenzoic acid (also known as meta-aminobenzoic acid or MABA) is an organic compound with the molecular formula H₂NC₆H₄CO₂H. MABA is a white solid, although commercial samples are often colored. It is only slightly soluble in water. It is soluble in acetone, boiling water, hot alcohol, hot chloroform and ether. It consists of a benzene ring substituted with an amino group and a carboxylic acid.

It is prepared by reduction of 3-nitrobenzoic acid. It is used to prepare some dyes.^[4]

References

^ m-Carboxyaniline - Compound Summary, PubChem.
^ 3-aminobenzoic acid, Medical Subject Headings database.
^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–89. ISBN 978-1498754286.
^ Maki, Takao; Takeda, Kazuo (2000). "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_555. ISBN 978-3-527-30385-4.

[1] -Carboxyaniline - Compound Summary, PubChem.

[2] 3-aminobenzoic acid, Medical Subject Headings database.

[CRC97-3] Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–89. ISBN 978-1498754286.

[4] Maki, Takao; Takeda, Kazuo (2000). "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a03_555. ISBN 978-3-527-30385-4.

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See also

References