Potassium bis(trimethylsilyl)amide

• Catalog No.: L15022
• CAS Number: 40949-94-8
• M. F.: C6H18KNSi2
• M. W.: 199.48312
• Purity: 15% w/w in toluene

SYNONYMS

• Title: 双(三甲基硅基)氨基钾
• IUPAC name: potassium bis(trimethylsilyl)azanide
• IUPAC Traditional name: potassium bis(trimethylsilyl)azanide
• Synonyms: Potassium hexamethyldisilazide; KHMDS

DATABASE IDS

• EC Number: 424-100-2
• Beilstein Number: 4006754
• CAS Number: 40949-94-8
• MDL Number: MFCD00010330

PROPERTIES

• Purity: 15% w/w in toluene
• Density: 0.881
• Flash Point: 7°C(44°F)
• Refractive Index: 1.4900
• GHS Hazard statements: H225-H314-H318-H361-H373-H336
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P280-P301+P310-P305+P351+P338-P315-P402
• Risk Statements: 11-14-34-48/20-63-67
• Safety Statements: 8-16-26-36/37/39-46
• Storage Warning: Air & Moisture Sensitive
• TSCA Listed: 否
• Hazard Class: 3
• UN Number: UN2924
• Packing Group: II

REFERENCES

• Sterically hindered strong base, compare Sodium bis(trimethylsilyl)amide, L13352 and Lithium bis(trimethylsilyl)amide, L15012. Used in the generation of K enolates, preferred to their Li or Na counterparts in some reactions, see e.g.: Tetrahedron Lett., 32, 1779 (1991); J. Am. Chem. Soc., 109, 6881 (1987); 111, 1063 (1989).
• Also used in the Wittig reaction, to give Li salt-free product distribution for selective (Z)-alkene formation: J. Org. Chem., 45, 4260 (1980). Has also been used with 18-crown-6 for selective formation of (Z)-ɑ?-unsaturated esters from phosphonates: Tetrahedron Lett., 24, 4405 (1983).