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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Amino Acids and Derivatives >  Other amino acid derivatives >  3,4-Diaminobenzoic acid

3,4-Diaminobenzoic acid

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3,4-Diaminobenzoic acid Basic information

Product Name:
3,4-Diaminobenzoic acid
Synonyms:
  • 3,4-DIAMINOBENZOIC ACID
  • 4-Carboxy-o-phenylenediamine
  • 3,4-DIAMINOBENZOIC ACID GRAY TO BROWNPOW DER
  • 3,4-diaminebenzoic acid
  • 3,4-Diaminobenzoesure
  • 3,4-DIAMINOBENZOIC ACID 98%
  • 3,4-Diaminobenzoic acid, 97%,
  • 4-Carboxybenzene-1,2-diamine, 4-Carboxyphenylene-1,2-diamine
CAS:
619-05-6
MF:
C7H8N2O2
MW:
152.15
EINECS:
210-577-2
Product Categories:
  • Organic acids
  • Aromatic Amino Acids
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • 619-05-6
  • bc0001
Mol File:
619-05-6.mol
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3,4-Diaminobenzoic acid Chemical Properties

Melting point:
208-210 °C (dec.) (lit.)
Boiling point:
274.61°C (rough estimate)
Density 
1.2804 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
Powder
pka
5.02±0.10(Predicted)
color 
Brown
Water Solubility 
Soluble in water (2.2 mg/ml at 20°C), DMF, and methanol (10 mg/ml).
BRN 
775892
InChI
InChI=1S/C7H8N2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,8-9H2,(H,10,11)
InChIKey
HEMGYNNCNNODNX-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC=C(N)C(N)=C1
LogP
0.130
CAS DataBase Reference
619-05-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
1
Hazard Note 
Irritant
HS Code 
29163990

MSDS

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3,4-Diaminobenzoic acid Usage And Synthesis

Chemical Properties

brown powder

Physical properties

The 3,4-diaminobenzoic acid (3,4DAB) crystallizes in the monoclinic C2/c space group with a = 22.564(5), b = 3.940(1), c = 15.176(3) Å and β = 103.99(3)°. As can be seen in Fig.1 the acid appears in the solid state in the zwitterion form like natural existing amino acids. The proton of carboxylate group is moved to the amino group in the meta position of benzene ring.

Uses

3,4-Diaminobenzoic acid undergoes cyclocondensations to form, for example, quinoxalines1 and benzimidazoles. It acts as a redox label for electrochemical detection of single base mismatches.

reaction suitability

reaction type: solution phase peptide synthesis

Purification Methods

Crystallise it from H2O or toluene. [Beilstein 15 IV 1503.]

3,4-Diaminobenzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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