lithiobis(trimethylsilyl)amine

• ChemBase ID: 148357
• Molecular Formular: C6H18LiNSi2
• Molecular Mass: 167.32582
• Monoisotopic Mass: 167.1137822
• SMILES: [Li]N([Si](C)(C)C)[Si](C)(C)C
• Canonical SMILES: [Li]N([Si](C)(C)C)[Si](C)(C)C
• InChI: InChI=1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
• InChIKey: YNESATAKKCNGOF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: lithiobis(trimethylsilyl)amine
• IUPAC Traditional name: lithiobis(trimethylsilyl)amine
• Synonyms: Hexamethyldisilazane lithium salt; Lithium bis(trimethylsilyl)amide solution; Lithium bis(trimethylsilyl)amide; 六甲基二硅氮烷 锂盐; 双三甲基硅基胺基锂 溶液; 双三甲基硅基胺基锂

Database IDs

• CAS Number: 4039-32-1
• EC Number: 223-725-6
• MDL Number: MFCD00008261
• Beilstein Number: 3567910
• PubChem SID: 24853520; 24853431; 162242533; 24880548; 24880899; 24859455
• PubChem CID: 2733832

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.51918745
• LogD (pH = 7.4): -0.0771049
• Log P: -0.0074
• Molar Refractivity: 38.699 cm^3
• Polarizability: 20.319605 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 55-56 °C
• Flash Point: 1 °F; 1.4 °F; -13 °F; -17 °C; -22 °F; -23.8 °F; -25 °C; -30 °C; -31 °C; 46.4 °F; 8 °C
• Density: 0.707 g/mL at 25 °C; 0.860 g/mL at 25 °C; 0.860 g/mL at 25 °C(lit.); 0.891 g/mL at 25 °C
• Refractive Index: n20/D 1.425(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F); Nature polluting (N)
• UN Number: 2924; 2925
• German water hazard class: 3
• Hazard Class: 3; 4.1
• Packing Group: 2
• Risk Statements: 11-14-19-34-37; 11-14-34; 11-14-34-48/20-51/53-62-65-67; 63-11-14-34-48/20-65-67
• Safety Statements: 16-26-36/37/39-43.4-45; 16-26-36/37/39-43-45; 16-26-36/37/39-45; 16-26-36/37/39-45-61-62; 16-26-36/37/39-45-62; 9-16-26-29-33-36/37/39-45-61-62
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H314-H336-H361d-H373; H225-H304-H314-H336-H361f-H373-H411; H225-H314; H225-H314-H335; H228-H314
• GHS Precautionary statements: P210-P261-P273-P280-P301 + P310-P305 + P351 + P338; P210-P261-P280-P301 + P310-P305 + P351 + P338-P310; P210-P261-P280-P305 + P351 + P338-P310; P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US); Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2; UN 2925 4.1/PG 2
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.; Reacts violently with water.

Product Information

• Purity: 97%
• Concentration: ~1 M in hexane; ~1 M in THF; 1 M in tert-butyl methyl ether; 1 M in toluene; 1.0 M in hexanes; 1.0 M in THF
• Grade: technical
• Linear Formula: [(CH3)3Si]2NLi

DETAILS

Sigma Aldrich - 577928

Packaging
100, 800 mL in Sure/Seal™

Sigma Aldrich - 577014

Packaging
100, 800 mL in Sure/Seal™

Sigma Aldrich - 224367

Application
Significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis.1
Packaging
100, 800 mL in Sure/Seal™
8 L in Kilo-Lab™
View returnable container options.

Sigma Aldrich - 324620

Packaging
10, 50, 250 g in glass bottle
Application
Base employed in generating enolates for the preparation of lactone precursors,1 pyranones,2 and cyclohexanes.3Used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines.4 Also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles.5

Sigma Aldrich - 225770

Application
Significantly accelerated the polymerization of phenylacetylene in conjunction with rhodium(I) catalysis.1
Packaging
1 L in Sure/Seal™
8, 18 L in Kilo-Lab™
View returnable container options.
100, 200 L in steel drum
4×25, 100, 800 mL in Sure/Seal™