| Identification | More | [Name]
2,3-Dihydroxybenzoic acid | [CAS]
303-38-8 | [Synonyms]
2,3-DIHDROXYBENZOIC ACID
2,3-DIHYDROXYBENZOIC ACID
CATECHOL-3-CARBOXYLIC ACID
DIHYDROXYBENZOIC ACID, 2,3-
O-PYROCATECHUIC ACID
PYROCATECHOL-3-CARBOXYLIC ACID
RARECHEM AL BE 0035
TIMTEC-BB SBB008367
2,3 DHB
2,3-dihydroxy-benzoicaci
2-pyrocatechuicacid
3-Hydroxysalicylic acid
3-hydroxysalicylicacid
catecholcarboxylicacid
DOBK
Pyrocatechuic acid
DIHYDROXYBENZOIC ACID, 2,3-(RG)
2,3-HYDROXY-BENZOICACID
2,3-DIHYDROXYBENZOIC ACID---PURITY 99%, CHELATING AGENT---
2,3-Dihydroxybenzoic acid, 98+% | [EINECS(EC#)]
206-139-5 | [Molecular Formula]
C7H6O4 | [MDL Number]
MFCD00002446 | [Molecular Weight]
154.12 | [MOL File]
303-38-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Brownish to Red Brownish Crystalline Powder | [Melting point ]
204-206 °C (lit.) | [Boiling point ]
95-96/0.5mm | [density ]
1,542 g/cm3 | [refractive index ]
1.6400 (estimate) | [storage temp. ]
2-8°C | [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 | [InChI]
1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11) | [InChIKey]
GLDQAMYCGOIJDV-UHFFFAOYSA-N | [SMILES]
OC(=O)c1cccc(O)c1O | [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]
303-38-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
2
| [RTECS ]
DG8576490
| [Hazard Note ]
Irritant | [HS Code ]
29182900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Brownish to Red Brownish Crystalline Powder | [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. | [Uses]
2,3-Dihydroxybenzoic Acid is a selected phenol as MMP (Matrix Metalloproteinase) inhibitor. | [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. | [Synthesis]
There are two main routes for the preparation of 2,3-dihydroxybenzoic acid (2,3-DHBA): chemical synthesis and biosynthesis. The classic chemical synthesis method is the carboxylation of catechol, similar to the Kolbe-Schmidt reaction. This method typically involves reacting catechol with an alkali metal salt (such as sodium or potassium salt) under high temperature (approximately 200°C) and high pressure (several megapascals) carbon dioxide atmosphere, resulting in the substitution of the ortho- and ortho-positions of the benzene ring with a carboxyl group (-COOH). Subsequent acidification yields the target product. Furthermore, with the development of green chemistry, biosynthesis has also become an important preparation method. For example, specific microorganisms or enzymes (such as the reverse reaction of 2,3-dihydroxybenzoic acid decarboxylase) can be used to achieve the carboxylation of catechol, or 2,3-dihydroxybenzoic acid can be prepared through the 3-hydroxylation of salicylic acid. | [storage]
Store at -20°C |
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