6-methoxynaphthalene-2-carboxylic acid

• ChemBase ID: 92843
• Molecular Formular: C12H10O3
• Molecular Mass: 202.206
• Monoisotopic Mass: 202.06299418
• SMILES: OC(=O)c1cc2c(cc1)cc(cc2)OC
• Canonical SMILES: COc1ccc2c(c1)ccc(c2)C(=O)O
• InChI: InChI=1S/C12H10O3/c1-15-11-5-4-8-6-10(12(13)14)3-2-9(8)7-11/h2-7H,1H3,(H,13,14)
• InChIKey: YZBILXXOZFORFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methoxynaphthalene-2-carboxylic acid
• IUPAC Traditional name: 6-methoxynaphthalene-2-carboxylic acid
• Synonyms: 6-Methoxy-2-naphthoic acid; 6-Methoxy-2-naphthoic acid; 2-Methoxy-6-naphthalenecarboxylic Acid; 6-Methoxy-2-naphthalenecarboxylic Acid; NSC 408786; 6-甲氧基-2-萘甲酸

Database IDs

• CAS Number: 2471-70-7
• EC Number: 000-000-0
• MDL Number: MFCD00092750
• Beilstein Number: 2211233
• PubChem SID: 162079541; 24878206
• PubChem CID: 349181

CALCULATED PROPERTIES

• Acid pKa: 3.9899466
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.9434979
• LogD (pH = 7.4): -0.7021738
• Log P: 2.4626343
• Molar Refractivity: 56.2276 cm^3
• Polarizability: 22.674803 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 192-194°C; 201-206 °C(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 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: CH3OC10H6CO2H

DETAILS

Sigma Aldrich - 537268

Other Notes
Used for preparation of arylamide inhibitors (HIV-1 integrase)
Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - M264755

An impurity of Naproxen (N377525) with bactericidal and fungicidal activity. A metabolite of Nabumetone (N200500).

REFERENCES

• Khorana, M.L. et al.: J. Pharmac. Sci., 56, 993 (1967)
• Ray, J.E. et al.: J. Chrom. Biomed. Appl., 336, 234 (1967)