2-[(cyanomethyl)sulfanyl]acetic acid

• ChemBase ID: 165118
• Molecular Formular: C4H5NO2S
• Molecular Mass: 131.153
• Monoisotopic Mass: 131.00409941
• SMILES: C(SCC(=O)O)C#N
• Canonical SMILES: N#CCSCC(=O)O
• InChI: InChI=1S/C4H5NO2S/c5-1-2-8-3-4(6)7/h2-3H2,(H,6,7)
• InChIKey: JRRFRAHROZUYJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(cyanomethyl)sulfanyl]acetic acid
• IUPAC Traditional name: [(cyanomethyl)sulfanyl]acetic acid
• Synonyms: 2-[(Cyanomethyl)thio]acetic Acid; 2-(Cyanomethylthio)acetic Acid; [(cyanomethyl)thio]acetic acid

Database IDs

• CAS Number: 55817-29-3
• MDL Number: MFCD08705779
• PubChem SID: 162259251
• PubChem CID: 12774323

CALCULATED PROPERTIES

• Acid pKa: 2.0369406
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -3.5792878
• LogD (pH = 7.4): -3.9083178
• Log P: -0.3851728
• Molar Refractivity: 30.3354 cm^3
• Polarizability: 11.6327915 Å^3
• Polar Surface Area: 61.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): -0.752

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - C981965

Cefmetazole (C242850) intermediate.

REFERENCES

• Tsuji, T., et al.: J. Antibiot., 38, 466 ( (1985)