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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:
619-05-6
Molecular Weight:
152.15
Beilstein/REAXYS Number:
775892
EC Number:
210-577-2
MDL number:
MFCD00007726
UNSPSC Code:
12352200
PubChem Substance ID:
24893391
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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
Tetrahedron, 49, 9823-9823 (1993)
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
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
N Sundaraganesan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 70(2), 376-383 (2007-12-28)
The Fourier Transform Raman and Fourier Transform infrared spectra of 3,4-diaminobenzoic acid (3,4-DABA) were recorded in the solid phase. Geometry optimizations were done without any constraint and harmonic-vibrational wave numbers and several thermodynamic parameters were calculated for the minimum energy
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