potassium 2-isocyanoacetate

• ChemBase ID: 142472
• Molecular Formular: C3H2KNO2
• Molecular Mass: 123.15178
• Monoisotopic Mass: 122.97225999
• SMILES: [C-]#[N+]CC(=O)[O-].[K+]
• Canonical SMILES: [O-]C(=O)C[N+]#[C-].[K+]
• InChI: InChI=1S/C3H3NO2.K/c1-4-2-3(5)6;/h2H2,(H,5,6);/q;+1/p-1
• InChIKey: IWTQNSMPJLXKLL-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-isocyanoacetate
• IUPAC Traditional name: potassium 2-isocyanoacetate
• Synonyms: Isocyanoacetic acid potassium salt; Potassium 2-isocyanoacetate; 2-异氰基乙酸钾

Database IDs

• CAS Number: 58948-98-4
• PubChem SID: 162236701
• PubChem CID: 15430233

CALCULATED PROPERTIES

• Acid pKa: 0.41364756
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -5.9980135
• LogD (pH = 7.4): -6.009742
• Log P: -2.4804256
• Molar Refractivity: 38.4333 cm^3
• Polarizability: 7.084376 Å^3
• Polar Surface Area: 44.49 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-81 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H312 + H332-H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 85%
• Grade: technical grade
• Empirical Formula (Hill Notation): C3H2KNO2

DETAILS

Sigma Aldrich - 705438

Packaging
1, 5 g in glass bottle
Application
Reagent for:
• Carbene insertion reactions as a cleanup procedure to remove ruthenium carbene catalysts from metathesis reaction products1
• Preparation of carbonyl complexes of group IVB metals2
• Preparation of peptides via ammonium chloride-promoted Ugi reaction3
Citation
French, J., Diver, S.; Potassium 2-Isocyanoacetate e-EROS, 03-15-2012 Web Publication