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A89855

Sigma-Aldrich

Anthranilic acid

reagent grade, ≥98%

Synonym(s):

2-AA, 2-Aminobenzoic acid

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About This Item

Linear Formula:
2-(H2N)C6H4CO2H
CAS Number:
118-92-3
Molecular Weight:
137.14
Beilstein:
471803
EC Number:
204-287-5
MDL number:
MFCD00007712
UNSPSC Code:
12352100
PubChem Substance ID:
57653893
NACRES:
NA.21

grade

reagent grade

Quality Level

100

vapor density

4.7 (vs air)

Assay

≥98%

form

powder

mp

144-148 °C (lit.)

SMILES string

Nc1ccccc1C(O)=O

InChI

1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)

InChI key

RWZYAGGXGHYGMB-UHFFFAOYSA-N

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General description

Anthranilic acid (2-AA) is an aromatic acid having amino group. It is of medical importance as it plays an important part in generating quinolinic acid in the brain. The crystalline structure of 2-AA has been studied by neutron diffraction. The chemisorption of 2-AA on silver nano-particles have been investigated by Raman and surface-enhanced Raman scattering (SERS) studies.

Application

Anthranilic acid may be used to synthesize 3-imino-2,3-dihydro-4,1-benzoxazepin-5(1H)-one and 9(10H)-acridone.
Used for non-selective, efficient fluorescent labeling of glycans.

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Description
Pricing

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Anthranilic acid, C7H7NO2, by neutron diffraction.
Brown CJ and Ehrenberg M.
Acta Crystallographica Section C, Crystal Structure Communications, 41(3), 441-443 (1985)
Generation of 9(10H)-Acridone from Anthranilic Acid.
Ho TL and Jou DG.
J. Chin. Chem. Soc., 48(1), 81-82 (2001)
Interaction of anthranilic acid with silver nanoparticles: A Raman, surface-enhanced Raman scattering and density functional theoretical study.
Chadha R, et al.
Journal of Molecular Structure, 1076, 35-41 (2014)
Anna Marzec et al.
Molecules (Basel, Switzerland), 24(5) (2019-03-06)
In this study, novel organic⁻inorganic composites were prepared by the complexation of dicarboxylic azo dye (AD) with aluminum⁻magnesium hydroxycarbonate (AlMg⁻LH). This procedure provides an effective method for the stabilization of dicarboxylic organic chromophores on an AlMg-LH host. The structures of
Cyanomethylation of anthranilic acid.
Mitchell MO and Hurley AR.
Journal of Heterocyclic Chemistry, 40(3), 553-554 (2003)
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Protocols

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

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