N-methyl-2-sulfanylacetamide

• ChemBase ID: 131316
• Molecular Formular: C3H7NOS
• Molecular Mass: 105.15878
• Monoisotopic Mass: 105.02483485
• SMILES: CNC(=O)CS
• Canonical SMILES: CNC(=O)CS
• InChI: InChI=1S/C3H7NOS/c1-4-3(5)2-6/h6H,2H2,1H3,(H,4,5)
• InChIKey: NSJNRJYQQPRCLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-2-sulfanylacetamide
• IUPAC Traditional name: 2-mercapto-N-methylacetamide
• Synonyms: N-(Methyl)thioglycolamide; N-(Methyl)mercaptoacetamide

Database IDs

• CAS Number: 20938-74-3
• MDL Number: MFCD00042981
• Beilstein Number: 1740652
• PubChem SID: 24897269; 162225594; 24885400
• PubChem CID: 4047279

CALCULATED PROPERTIES

• Acid pKa: 9.450638
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -0.580092
• LogD (pH = 7.4): -0.58361673
• Log P: -0.58004683
• Molar Refractivity: 27.1918 cm^3
• Polarizability: 10.5457 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 83-85 °C/0.3 mmHg
• Density: 1.19 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.523

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (RT)
• Linear Formula: HSCH2CONHCH3

DETAILS

Sigma Aldrich - M8529

Application
Mild reducing agent for methionine sulfoxide.

Sigma Aldrich - 67787

Other Notes
Effective reducing agent for converting methionine sulfoxide to methionine under relatively mild conditions1