2-methoxybenzoic acid

• ChemBase ID: 89759
• Molecular Formular: C8H8O3
• Molecular Mass: 152.14732
• Monoisotopic Mass: 152.04734412
• SMILES: O=C(c1c(cccc1)OC)O
• Canonical SMILES: COc1ccccc1C(=O)O
• InChI: InChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)
• InChIKey: ILUJQPXNXACGAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxybenzoic acid
• IUPAC Traditional name: o-anisic acid
• Synonyms: 2-Methoxybenzoic acid; 2-Methoxybenzoic Acid; o-Anisic acid; 2-Carboxyanisole; o-Methylsalicylic acid; 2-Methoxybenzoic acid 98%; 2-Methoxybenzoic acid; o-Anisic acid; o-Anisic acid; O-Anisic acid; 2-甲氧基苯甲酸; 2-甲氧基苯甲酸; O-甲基水杨酸; 邻茴香酸; 邻茴香酸

Database IDs

• CAS Number: 579-75-9
• EC Number: 209-447-8
• MDL Number: MFCD00002431
• Beilstein Number: 509929
• PubChem SID: 24901944; 24883555; 24850281; 162076615
• PubChem CID: 11370
• Chemspider ID: 10892
• FEMA ID: 3943
• Wikipedia Title: O-Anisic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.7270813
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.29948485
• LogD (pH = 7.4): -1.8212019
• Log P: 1.4731574
• Molar Refractivity: 39.7774 cm^3
• Polarizability: 15.196165 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 101–103 °C; 98-100 °C(lit.); 98-100°C; 99-102 °C; 99-103°C
• Boiling Point: 200°C

Safety Information

• Storage Warning: Irritant
• RTECS: BZ4385000
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99%; ≥99.0% (T); 97%; 98%; 98+%; 99%
• Grade: purum; ReagentPlus®
• Linear Formula: CH3OC6H4CO2H

DETAILS

Sigma Aldrich - 169978

Packaging
25, 100 g in poly bottle
Application
Employed in the synthesis of phthalides.1
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Birch reduction followed by in situ alkylation of the resulting anion provides an efficient synthesis of 2-alkyl-2-cyclohexenones: J. Org. Chem., 41, 2649 (1976); Org. Synth. Coll., 7, 249 (1990):