6-methylpyridine-3-carboxylic acid

• ChemBase ID: 18908
• Molecular Formular: C7H7NO2
• Molecular Mass: 137.13598
• Monoisotopic Mass: 137.04767847
• SMILES: O=C(O)c1ccc(nc1)C
• Canonical SMILES: Cc1ccc(cn1)C(=O)O
• InChI: InChI=1S/C7H7NO2/c1-5-2-3-6(4-8-5)7(9)10/h2-4H,1H3,(H,9,10)
• InChIKey: RZOKQIPOABEQAM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methylpyridine-3-carboxylic acid
• IUPAC Traditional name: 6-methylpyridine-3-carboxylic acid
• Synonyms: 6-Methylnicotinic acid; 6-Methylpyridine-3-carboxylic acid; 6-Methylnicotinic acid; 6-Methyl-3-pyridinecarboxylic Acid; 2-Methyl-5-pyridinecarboxylic Acid; 2-Picoline-5-carboxylic Acid; 5-Carboxy-2-methylpyridine; NSC 135040; NSC 527351; 6-Methyl Nicotinic Acid; 6-Methylpyridine-3-carboxylic acid; 6-Methylnicotinic acid; 6-甲基烟酸; 6-甲基吡啶-3-甲酸; 6-甲基烟酸

Database IDs

• CAS Number: 3222-47-7
• EC Number: 000-000-0
• MDL Number: MFCD00006341
• Beilstein Number: 112049
• PubChem SID: 24857175; 160982215; 24885532
• PubChem CID: 137860

CALCULATED PROPERTIES

• Acid pKa: 1.9656993
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.1559364
• LogD (pH = 7.4): -2.4363825
• Log P: -0.99527913
• Molar Refractivity: 35.7488 cm^3
• Polarizability: 13.548291 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 210-213 °C; 210-213 °C(lit.); 210-215°C; 211 - 213°C; 214-215°C
• Hydrophobicity(logP): 1.298

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 95%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C7H7NO2

DETAILS

Sigma Aldrich - 284750

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - M323330

A degradation product of Nicotinic acid (N429250). An impurity of Nicotinic acid.

REFERENCES

• Ensign, J., et al.: Biol. Chem., 239, 2285 (1964)
• Houghton, C., et al.: Biochem. J., 130, 879 (1964)
• Dilithiation can be effected with LDA, allowing substitution at the 6-methyl group, as, for example carboxylation in the synthesis of methotrexate analogues: J. Med. Chem., 40, 370 (1997).