2-hydroxy-3-methoxybenzaldehyde

• ChemBase ID: 69631
• Molecular Formular: C8H8O3
• Molecular Mass: 152.14732
• Monoisotopic Mass: 152.04734412
• SMILES: C(=O)c1c(O)c(ccc1)OC
• Canonical SMILES: COc1cccc(c1O)C=O
• InChI: InChI=1S/C8H8O3/c1-11-7-4-2-3-6(5-9)8(7)10/h2-5,10H,1H3
• InChIKey: JJVNINGBHGBWJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-methoxybenzaldehyde
• IUPAC Traditional name: O-vanillin
• Synonyms: o-Vanillin; 2-Vanillin; 3-Methoxy-2-hydroxybenzaldehyde; 3-Methoxysalicyladehyde; 6-Formyl-2-methoxyphenol; 6-Formylguaiacol; NC 005; NSC 2150; 2-Vanillin; 2-HYDROXY-3-METHOXYBENZALDEHYDE; 2-Hydroxy-m-anisaldehyde; o-Vanillin; o-Vanillin; 3-Methoxysalicylaldehyde; Ortho-Vanillin; 2-Hydroxy-3-methoxybenzaldehyde; o-VANILLIN; 3-Methoxysalicylaldehyde; 2-Hydroxy-3-methoxybenzaldehyde; 2-羟基-3-甲氧基苯甲醛; 2-香草醛; 3-甲氧基水杨醛; 邻香草醛; 2-羟基-3-甲氧基苯甲醛

Database IDs

• CAS Number: 148-53-8
• EC Number: 205-715-3
• MDL Number: MFCD00003322
• Beilstein Number: 471913
• PubChem SID: 24847429; 162035357; 24890053; 24890054
• PubChem CID: 8991
• CHEMBL: 13859
• Chemspider ID: 21105848
• Wikipedia Title: Ortho-Vanillin

CALCULATED PROPERTIES

• Acid pKa: 8.935504
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8743535
• LogD (pH = 7.4): 1.8621377
• Log P: 1.8745116
• Molar Refractivity: 41.0861 cm^3
• Polarizability: 15.365694 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow, fibrous solid
• Melting Point: 40°C; 40–42 °C (313–315 K); 40-42 °C(lit.); 40-42°C; 40-42°C; 41-45 °C; 43-45 °C
• Boiling Point: 265°C; 265–266 °C (458–459 K); 265-266 °C(lit.); 265-266°C; 265-266°C
• Flash Point: >110 °C; 113 °C; 235.4 °F

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Air Sensitive; IRRITANT
• RTECS: CU6530000
• European Hazard Symbols: X; Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R:36/37/38; R20 R21 R22 R36 R37 R38
• Safety Statements: 23-36; 26-36/37; S:20-25-26-37/39; S26 S36 S37 S39
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: May cause irritation to skin,; eyes, and respiratory tract
• GHS Hazard statements: H302-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: ≥97.0% (HPLC); ≥98.5% (HPLC); 95+%; 98%; 99%
• Grade: puriss.; purum
• Linear Formula: CH3OC6H3-2-(OH)CHO
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02158286

Crystalline

MP Biomedicals - 05202206

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 120804

Packaging
10, 100, 500 g in glass bottle

Toronto Research Chemicals - V097400

A positional isomer of Vanillin. o-Vanillin is a more potent antioxidant than Vanillin. Used in the synthesis of Veralipride (V122500).

REFERENCES

• Davies, M., et al.: Biochem. J., 255, 513 (1988)
• Tamai, K., et al.: Mutat. Res., 268, 231 (1988)
• Wang, M., et al.: J. Agric. Food Chem., 47, 3974 (1988)