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Key Documents

A9878

Sigma-Aldrich

4-Aminobenzoic acid

≥99%, for peptide synthesis, ReagentPlus®

Synonym(s):

para-Aminobenzoic acid, PABA, Vitamin Bx, Vitamin H1

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About This Item

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

product name

4-Aminobenzoic acid, ReagentPlus®, ≥99%

biological source

synthetic (organic)

Quality Level

100
200

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

Precautionary Statements

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

339.8 °F - closed cup

Flash Point(C)

171 °C - closed cup

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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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

Articles

Importance and uses of folic acid in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures. Folic acid and its reduced derivative(s), such as folinic acid, are an essential water soluble vitamins added to virtually all cell culture media.

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