methyl 3,5-dihydroxybenzoate

• ChemBase ID: 82180
• Molecular Formular: C8H8O4
• Molecular Mass: 168.14672
• Monoisotopic Mass: 168.04225874
• SMILES: O=C(c1cc(cc(c1)O)O)OC
• Canonical SMILES: COC(=O)c1cc(O)cc(c1)O
• InChI: InChI=1S/C8H8O4/c1-12-8(11)5-2-6(9)4-7(10)3-5/h2-4,9-10H,1H3
• InChIKey: RNVFYQUEEMZKLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3,5-dihydroxybenzoate
• IUPAC Traditional name: methyl 3,5-dihydroxybenzoate
• Synonyms: Methyl 3,5-dihydroxybenzoate; METHYL 3,4-DIMETHOXYBENZOATE; Methyl 3,5-dihydroxybenzoate; α-Resorcinol Carboxylic Acid Methyl Ester; 3,5-Dihydroxy Methyl Benzoate; 3,5-Dihydroxybenzoic Acid Methyl Ester; Methyl 3,5-dihydroxybenzoate; Methyl α-Resorcylate; NSC 146458; 3,5-Dihydroxybenzoic Acid Methyl Ester; 3,5-二羟基苯甲酸甲酯

Database IDs

• CAS Number: 2150-44-9
• EC Number: 218-426-2
• MDL Number: MFCD00002289
• Beilstein Number: 2091651
• PubChem SID: 24849826; 162069299
• PubChem CID: 75076

CALCULATED PROPERTIES

• Acid pKa: 8.875192
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3694104
• LogD (pH = 7.4): 1.355375
• Log P: 1.3695922
• Molar Refractivity: 42.0451 cm^3
• Polarizability: 16.021315 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 164-168°C; 164-170°C; 167-170 °C(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: 是
• 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: 95+%; 97%; 98%
• Linear Formula: (HO)2C6H3CO2CH3

DETAILS

MP Biomedicals - 05221973

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 159603

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - D451715

The methyl ester of 3,5-Dihydroxybenzoic Acid (D451700) with potential antifeedant activity for pine weevil, Hylobius abietis.

REFERENCES

• Sunnerheim, K. et al.: J. Agric. Food Chem., 55, 9365 (2007)
• Tung, Y.-T. et al.: Biores. Technol., 98, 1120 (2007)