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Merck
CN

D12600

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
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-577-2
Beilstein/REAXYS Number:
775892
MDL number:
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Product Name

3,4-Diaminobenzoic acid, 97%

InChI key

HEMGYNNCNNODNX-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1ccc(cc1N)C(O)=O

assay

97%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

208-210 °C (dec.) (lit.)

application(s)

peptide synthesis

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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

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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New platinum and ruthenium Schiff base complexes for water splitting reactions
Wang C, et al.
Dalton Transactions, 44(32), 14483-14493 (2015)
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
Osmar Calderon Sanchez et al.
Nuclear medicine and biology, 33(3), 381-390 (2006-04-25)
Preformed (99m)Tc chelates with an activated ester function are useful for the gentle labeling of proteins (precomplexation route). In this context, new heterobifunctional ligands derived from 2,3,5,6-tetrafluorophenyl (TFP) 3,4-diamino-benzoates (OC1, OC3, OC4) were synthesized. Their corresponding (99m)Tc-complexation and protein-conjugation characteristics
Santosh K Mahto et al.
Chembiochem : a European journal of chemical biology, 12(16), 2488-2494 (2011-09-13)
C-terminal peptide thioesters are an essential component of the native chemical ligation approach for the preparation of fully or semisynthetic proteins. However, the efficient generation of C-terminal thioesters by Fmoc solid-phase peptide synthesis remains a challenge. The recent N-acylurea approach
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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