ethyl 3,4-dihydroxybenzoate

• ChemBase ID: 78381
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: Oc1c(cc(cc1)C(=O)OCC)O
• Canonical SMILES: CCOC(=O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3
• InChIKey: KBPUBCVJHFXPOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3,4-dihydroxybenzoate
• IUPAC Traditional name: ethyl protocatechuate; ethyl 3,4-dihydroxybenzoate
• Synonyms: Ethyl 3,4-dihydroxybenzoate; Protocatechuic Acid Ethyl Ester; Ethyl Protocatechuate; NSC 619681; NSC 86130; Ethyl 3,4-dihydroxybenzoate; Protocatechuic acid ethyl ester; Ethyl ester of 3,4-dihydroxybenzoic acid; EDHB; Ethyl-3,4-dihydroxybenzoate; Ethyl protocatechuate; 3,4-Dihydroxybenzoic acid ethyl ester; Ethyl 3,4-dihydroxybenzoate; 3,4-二羟基苯甲酸乙酯; 3,4-二羟基苯甲酸乙酯; 原儿茶酸乙酯

Database IDs

• CAS Number: 3943-89-3
• EC Number: 223-529-0
• MDL Number: MFCD00002199
• Beilstein Number: 2097435
• PubChem SID: 24894472; 162043150
• PubChem CID: 77547
• Chemspider ID: 69954
• Wikipedia Title: Ethyl_protocatechuate

CALCULATED PROPERTIES

• Acid pKa: 8.561117
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.7260258
• LogD (pH = 7.4): 1.6976454
• Log P: 1.7264001
• Molar Refractivity: 46.7937 cm^3
• Polarizability: 17.847933 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Insoluble in water; soluble in ethanol
• Apperance: White or pale brownish yellow, crystalline powder; odourless or has a faint phenol-like odour
• Melting Point: 132-134 °C(lit.); 132-135°C; 132-135°C
• Boiling Point: 357-358°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Linear Formula: (HO)2C6H3CO2C2H5

DETAILS

MP Biomedicals - 05208189

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E24859

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - E678500

An antioxidant compound found in Sicilian virgin olive oils and red wines.

REFERENCES

• Rayman, M., et al.: Lancet, 356, 233 (2000)
• Stadlober, M., et al.: Food Chem., 73, 357 (2000)