5-(trifluoromethyl)pyridine-2-thiol

• ChemBase ID: 8840
• Molecular Formular: C6H4F3NS
• Molecular Mass: 179.1628696
• Monoisotopic Mass: 179.00165479
• SMILES: c1(cnc(cc1)S)C(F)(F)F
• Canonical SMILES: Sc1ccc(cn1)C(F)(F)F
• InChI: InChI=1S/C6H4F3NS/c7-6(8,9)4-1-2-5(11)10-3-4/h1-3H,(H,10,11)
• InChIKey: YFSCXLSUZZXNHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(trifluoromethyl)pyridine-2-thiol
• IUPAC Traditional name: 5-(trifluoromethyl)pyridine-2-thiol
• Synonyms: 2-Mercapto-5-(trifluoromethyl)pyridine; 5-(Trifluoromethyl)-2(1H)-pyridinethione; 5-(Trifluoromethyl)pyridine-2-thione; 5-Trifluoromethylpyridine-2-thiol; 5-Trifluoromethyl-2-thio-pyridone; 2-Mercapto-5-(trifluoromethyl)pyridine; 5-(Trifluoromethyl)pyridine-2-thiol 95%; 5-(trifluoromethyl)pyridine-2-thiol; 5-(Trifluoromethyl)-2-mercaptopyridine; 5-(Trifluoromethyl)-2-pyridinethiol; 5-(Trifluoromethyl)pyridine-2-thiol; 5-(三氟甲基)-2-吡啶硫醇; 5-(三氟甲基)-2-巯基吡啶

Database IDs

• CAS Number: 76041-72-0
• MDL Number: MFCD00128893
• PubChem SID: 160972147; 24881297
• PubChem CID: 2775246

CALCULATED PROPERTIES

• Acid pKa: 6.5297446
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.2834716
• LogD (pH = 7.4): 1.5024023
• Log P: 2.3210866
• Molar Refractivity: 38.1981 cm^3
• Polarizability: 13.734337 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Crystalline Solid
• Melting Point: 154 - 159°C; 154-159 °C(lit.); 159°C
• Hydrophobicity(logP): 2.501

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C6H4F3NS

DETAILS

Sigma Aldrich - 590762

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - T791865

Reactant used to synthesize anti-tumor agents and HIV protease inhibitors.

REFERENCES

• Boyer, F., et al.: J. Med. Chem., 43, 843 (2000)
• An, H., et al.: Bioorg. Med. Chem. Lett., 16, 4826 (2000)