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100536

Sigma-Aldrich

4-Aminobenzoic acid

99%, for peptide synthesis, ReagentPlus®

Synonym(s):

PABA, Vitamin Bx, Vitamin H1

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About This Item

Linear Formula:
H2NC6H4CO2H
CAS Number:
Molecular Weight:
137.14
Beilstein/REAXYS Number:
471605
EC Number:
MDL number:
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

4-Aminobenzoic acid, ReagentPlus®, 99%

Quality Level

product line

ReagentPlus®

assay

99%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

187-189 °C (lit.)

solubility

95% ethanol: soluble 5%, clear to slightly hazy, colorless to yellow

density

1.374 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

SMILES string

Nc1ccc(cc1)C(O)=O

InChI

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

InChI key

ALYNCZNDIQEVRV-UHFFFAOYSA-N

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General description

4-Aminobenzoic acid (4-ABA) acts as an bacterial cofactor and participates in the synthesis of folic acid. It is a versatile reagent for structure extension through linear hydrogen-bonding associations, involving both the carboxylic acid and amine functional groups. Formation of 4-ABA monolayer film on glassy carbon electrode (GCE) by amino cation radical method has been described. Molecular adducts of 4-ABA have been prepared and their characterization by infrared spectroscopy and X-ray diffration methods have been reported.

Application

4-Aminobenzoic acid may be used in the following studies:
  • Covalent modification of glassy carbon electrode.
  • Synthesis of 1,4-(2-chlorobenzylidene)aminobenzoic acid (Schiff base).
  • Spectrophotometric determination of the trace amounts of dopamine, methyldopa and levodopa.
  • Synthesis of 1:1 proton-transfer compound with 5-sulfosalicylic acid.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

hcodes

Hazard Classifications

Aquatic Chronic 3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

339.8 °F - closed cup

flash_point_c

171 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The 1: 1 proton-transfer compound of 5-sulfosalicylic acid with 4-aminobenzoic acid.
Smith G, et al.
Acta Crystallographica Section E, Structure Reports Online, 61(2), 313-316 (2005)
Covalent modification of a glassy carbon surface by 4-aminobenzoic acid and its application in fabrication of a polyoxometalates-consisting monolayer and multilayer films.
Liu J, et al.
Langmuir, 16(19), 7471-7476 (2000)
Spectrophotometric determination of catecholamines based on their oxidation reaction followed by coupling with 4-aminobenzoic acid.
Madrakian T, et al.
Journal of the Brazilian Chemical Society, 17(7), 1259-1265 (2006)
Layer-by-layer assembly of multilayer films consisting of silicotungstate and a cationic redox polymer on 4-aminobenzoic acid modified glassy carbon electrode and their electrocatalytic effects.
Cheng L, et al.
Analytica Chimica Acta, 34(12), 1093-1100 (1999)
Gehad G Mohamed et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(4-5), 1140-1150 (2005-06-16)
Metal complexes of Schiff base derived from 2-thiophene carboxaldehyde and 2-aminobenzoic acid (HL) are reported and characterized based on elemental analyses, IR, 1H NMR, solid reflectance, magnetic moment, molar conductance and thermal analysis (TGA). The ligand dissociation as well as

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