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D12600

Sigma-Aldrich

3,4-Diaminobenzoic acid

97%

Synonym(s):

4-Carboxy-o-phenylenediamine

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About This Item

Linear Formula:
(H2N)2C6H3CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein:
775892
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

208-210 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Nc1ccc(cc1N)C(O)=O

InChI

1S/C7H8N2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,8-9H2,(H,10,11)

InChI key

HEMGYNNCNNODNX-UHFFFAOYSA-N

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Application

3,4-Diaminobenzoic acid can be used to prepare:
  • Schiff base derivatives by reacting with substituted aldehydes and their corresponding metal complexes.
  • Poly(2,5-benzimidazole) (ABPBI) polymer by reacting with methanesulfonic acid and P2O5.
  • Pt-based Schiff base complexes applicable in H2O splitting reactions.

3,4-Diaminobenzoic acid undergoes cyclocondensations to form, for example, quinoxalines and benzimidazoles.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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S Ram et al.
Journal of medicinal chemistry, 35(3), 539-547 (1992-02-07)
A series of methyl and ethyl 5-(alkoxycarbonyl)-1H-benzimidazole-2-carbamates (7-19) and methyl 5-carbamoyl-1H-benzimidazole-2-carbamates (24-34) have been synthesized via the reaction of an appropriate alcohol or amine with the acid chloride derivatives 6a or 6b at room temperature. Reaction of an alcohol with
L A Cooper et al.
Antonie van Leeuwenhoek, 50(1), 53-62 (1984-01-01)
The effect of various compounds on growth, melanin biosynthesis and cell differentiation was studied in a hyaline (SH25) and a pigmented (SH25B) strain of Microdochium bolleyi. Dark pigment production by the hyaline strain was induced by the presence of DOPA
Tetrahedron, 49, 9823-9823 (1993)
New 3, 4-diaminobenzoic acid Schiff base compounds and their complexes: Synthesis, characterization and thermodynamics
Mohammadi K, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 122, 179-185 (2014)
Synthesis of poly (2, 5-benzimidazole) for use as a fuel-cell membrane
Kim H, et al.
Macromolecular Rapid Communications, 25(8), 894-897 (2004)

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