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A9878

Sigma-Aldrich

4-Aminobenzoic acid

ReagentPlus®, ≥99%

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Synonym(s):
para-Aminobenzoic acid, 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
PubChem Substance ID:
24891403
NACRES:
NA.22

biological source

synthetic (organic)

Quality Level

100

product line

ReagentPlus®

Assay

≥99%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

187-189 °C (lit.)

solubility

ethanol: 50 mg/mL, clear, colorless to faintly yellow

density

1.374 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

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, also known as para-aminobenzoic acid (PABA), is utilized as a precursor in the synthesis of aromatic amines and azo dyes.

Application

4-Aminobenzoic acid is used:
  • As a building block in the synthesis of Polyamides
  • As a substrate in folic acid production
  • In the synthesis of Schiff base
  • As an organic ligand in metal-organic framework (MOFs) synthesis

Legal Information

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

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

339.8 °F

Flash Point(C)

171 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis and antibacterial activity of some Schiff bases derived from 4-aminobenzoic acid.
Parekh J, et al.
J. Serb. Chem. Soc., 70(10), 1155-1155 (2005)
Oxidation of thiols to disulfides by oxygen in presence of cobalt (II) and manganese (II) salts of 4-aminobenzoic acid supported on silica gel.
Hashemi MM and Karimi JZ
Monatshefte fur Chemie / Chemical Monthly, 135(1), 41-43 (2004)
Rosin-derived imide-diacids as epoxy curing agents for enhanced performance.
Liu X, et al
Bioresource Technology, 101(7), 2520-2524 (2010)
Regioselective, photochemical bromination of aromatic compounds using N-bromosuccinimide.
Chhattise PK, et al.
Tetrahedron Letters, 49(1), 189-194 (2008)
Joachim Michael Matz et al.
Cell reports, 26(2), 356-363 (2019-01-10)
Folate metabolism is essential for DNA synthesis and a validated drug target in fast-growing cell populations, including tumors and malaria parasites. Genome data suggest that Plasmodium has retained its capacity to generate folates de novo. However, the metabolic plasticity of
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Folic Acid and Tetrahydrofolates in Cell Culture

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