5-methylthiophene-2-carboxylic acid

• ChemBase ID: 14990
• Molecular Formular: C6H6O2S
• Molecular Mass: 142.17564
• Monoisotopic Mass: 142.00885043
• SMILES: c1(sc(cc1)C)C(=O)O
• Canonical SMILES: Cc1ccc(s1)C(=O)O
• InChI: InChI=1S/C6H6O2S/c1-4-2-3-5(9-4)6(7)8/h2-3H,1H3,(H,7,8)
• InChIKey: VCNGNQLPFHVODE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methylthiophene-2-carboxylic acid
• IUPAC Traditional name: 5-methylthiophene-2-carboxylic acid
• Synonyms: 5-methyl-2-thiophenecarboxylic acid; 5-Methylthiophene-2-carboxylic acid; 5-Methyl-2-thiophenecarboxylic acid; 5-Methylthiophene-2-carboxylic acid; 5-甲基-2-噻吩羧酸; 5-甲基噻酚-2-甲酸

Database IDs

• CAS Number: 1918-79-2; 14282-78-1
• EC Number: 217-640-3
• MDL Number: MFCD00005439
• Beilstein Number: 113857
• PubChem SID: 160978297; 24897261
• PubChem CID: 74713

CALCULATED PROPERTIES

• Acid pKa: 3.3743289
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.077469766
• LogD (pH = 7.4): -1.2196914
• Log P: 2.189571
• Molar Refractivity: 35.2604 cm^3
• Polarizability: 13.162026 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135°C; 135-138 °C; 135-138 °C(lit.); 136 - 138°C; 136-138°C; 136-138°C
• Hydrophobicity(logP): 2.148

Safety Information

• 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: ≥98.0% (T); 95%; 97%; 98%; 98+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C6H6O2S

DETAILS

Sigma Aldrich - M84429

Packaging
5, 25 g in glass bottle

REFERENCES

• Dilithiation can be effected with LDA, allowing substitution at the 5-methyl group, as, for example carboxylation in the synthesis of methotrexate analogues: J. Med. Chem., 40, 370 (1997).