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2,3-Dihydroxybenzoic acid

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2,3-Dihydroxybenzoic acid Basic information

Product Name:
2,3-Dihydroxybenzoic acid
Synonyms:
  • 2,3-dihydroxybenzoate
  • 3-hydroxysalicylicacid
  • catecholcarboxylicacid
  • DOBK
  • Pyrocatechuic acid
  • DIHYDROXYBENZOIC ACID, 2,3-
  • CATECHOL-3-CARBOXYLIC ACID
  • 2,3-DIHDROXYBENZOIC ACID
CAS:
303-38-8
MF:
C7H6O4
MW:
154.12
EINECS:
206-139-5
Product Categories:
  • Building Blocks
  • Carbonyl Compounds
  • C7
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • BenzoicAcidDerivative
  • Benzoic acid
  • Organic acids
  • API intermediates
  • Aromatics Compounds
  • Carbonyl Compounds
  • Carboxylic Acids
  • Acids and Derivatives
  • Alcohols and Derivatives
  • Aromatics
Mol File:
303-38-8.mol
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2,3-Dihydroxybenzoic acid Chemical Properties

Melting point:
204-206 °C (lit.)
Boiling point:
95-96/0.5mm
Density 
1,542 g/cm3
refractive index 
1.6400 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
methanol: soluble50mg/mL, clear to faintly hazy, orange
form 
Crystalline Powder
pka
pK1:2.98;pK2:10.14 (30°C)
color 
Beige to brown or pinkish-gray
Water Solubility 
Soluble in water, methanol and dimethyl sulfoxide.
BRN 
2209117
InChIKey
GLDQAMYCGOIJDV-UHFFFAOYSA-N
LogP
1.200
CAS DataBase Reference
303-38-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2,3-dihydroxy-(303-38-8)
EPA Substance Registry System
2,3-Dihydroxybenzoic acid (303-38-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
2
RTECS 
DG8576490
Hazard Note 
Irritant
HS Code 
29182900

MSDS

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2,3-Dihydroxybenzoic acid Usage And Synthesis

Chemical Properties

Pale Brownish to Red Brownish Crystalline Powder. 2,3-Dihydroxybenzoic Acid [303-38-8], C7H6O4, Mr 154.1, mp 206℃, undergoes decomposition to catechol and carbon dioxide. The acid crystallizes from water as a dihydrate. Among other uses, it serves as an iron-complexing agent in drugs.

Uses

2,3-Dihydroxybenzoic Acid is a selected phenol as MMP (Matrix Metalloproteinase) inhibitor.

Uses

2,3-Dihydroxybenzoic acid was used to study the complexes of manganese with aliphatic and aromatic polyhydroxy ligands in basic media by electrochemical, spectrophotometric and magnetic methods. It was used in isolation of new siderophore named vulnibactin from low iron cultures of Vibrio vulnificus, a human pathogen. It was used as cocrystal former to study the influence of position isomerism on the co-crystals formation and physicochemical properties of piracetam.

Definition

ChEBI: A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.

Biochem/physiol Actions

2,3-Dihydroxybenzoic acid was found to be orally effective iron-chelating drug in hypertransfused rat model. It is monocatechol siderophore produced by Brucella abortus.

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