Basic information
- Standard SMILES
O=C(O)c1cccc(O)c1O- InChIKey
GLDQAMYCGOIJDV-UHFFFAOYSA-N- Molecular formula
- C7H6O4
- Average molar mass
- 154.12 g/mol
- Monoisotopic mass
- 154.02660867
Names & identifiers
- Preferred name
- 2,3-Dihydroxybenzoic Acid
- IUPAC
- 2,3-dihydroxybenzoic acid
- English name
- 2,3-Dihydroxybenzoic acid
- Molecular formula
- C7H6O4
- Molecular weight
- 154.12
Names & synonyms
2,3-Dihydroxybenzoic acid303-38-8Pyrocatechuic acido-Pyrocatechuic acidBenzoic acid, 2,3-dihydroxy-3-Hydroxysalicylic acid2-Pyrocatechuic acidDHBADOBKCatecholcarboxylic acid2,3-DIHYDROXY-BENZOIC ACID2,3 DHB
Show more names
2,3-dihydroxybenzoate2,3-DihydroxybenzoicNSC 27435TIMTEC-BB SBB008367RARECHEM AL BE 00352-pyrocatechuicacid
2,3-dihydroxy benzoic acid70D5FBB392NSC-27435CHEBI:18026DTXSID70858712RefChem:908646DTXCID608094552-carboxy-6-hydroxybenzen-1-olate
Database identifiers
- CAS
27138-57-4、303-38-8- PubChem CID
- 19
- DTXSID
DTXSID70858712- ChEMBL
CHEMBL1432- ChEBI
CHEBI:18026- UNII
- 70D5FBB392
- EC Number
- 206-139-5
- Nikkaji
- J79.590I
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 77.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 157
Physicochemical properties
- Melting point
- 204 · 204-206 °C (lit.)
- Boiling point
- 95 · 95-96/0.5mm
- Density
- 1 · 1,542 g/cm3
- refractive index
- 1.64 · 1.6400 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 50 mg/mL, · methanol: soluble50mg/mL, clear to faintly hazy, orange
- pka
- 1 · pK1:2.98;pK2:10.14 (30°C)
- form
- Crystalline Powder
- color
- Beige to brown or pinkish-gray
- Water Solubility
- Soluble in water, methanol and dimethyl sulfoxide.
- BRN
- 2209117 · 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
- 1.2 · 1.200
- CAS DataBase Reference
- 303 · 303-38-8(CAS DataBase Reference)
- FDA UNII
- 70 D5FBB392 · 70D5FBB392
- NIST Chemistry Reference
- 2 · Benzoic acid, 2,3-dihydroxy-(303-38-8)
- EPA Substance Registry System
- 2 · 2,3-Dihydroxybenzoic acid (303-38-8)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 2 · 2
- RTECS
- 8576490 · DG8576490
- Hazard Note
- Irritant
- HS Code
- 29182900 · 29182900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- rtecs
- DG8576490
- hs_code
- 29182900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36-37/39
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses2,3-Dihydroxybenzoic Acid is a selected phenol as MMP (Matrix Metalloproteinase) inhibitor.
Uses2,3-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.
Upstream & downstream products
Downstream products
Suppliers1 total
HONEST JOY HOLDINGS LIMITED[email protected]
Additional notes
DefinitionChEBI: 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.
Related reactions
42 records
Linked notes
Loading…