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100536

Sigma-Aldrich

4-Aminobenzoic acid

99%, for peptide synthesis, ReagentPlus®

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Synonym(s):
PABA, Vitamin Bx, Vitamin H1
Linear Formula:
H2NC6H4CO2H
CAS Number:
150-13-0
Molecular Weight:
137.14
Beilstein:
471605
EC Number:
205-753-0
MDL number:
MFCD00007894
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
22435039
NACRES:
NA.22

Quality Level

200

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

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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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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)
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)
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
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)
The utility of 4-aminobenzoic acid in promotion of hydrogen bonding in crystallization processes.
Smith G, et al.
Journal of Chemical Crystallography, 27(5), 307-317 (1997)
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