sodiobis(trimethylsilyl)amine

• ChemBase ID: 111640
• Molecular Formular: C6H18NNaSi2
• Molecular Mass: 183.37459
• Monoisotopic Mass: 183.08754693
• SMILES: C[Si](C)(C)N([Na])[Si](C)(C)C
• Canonical SMILES: [Na]N([Si](C)(C)C)[Si](C)(C)C
• InChI: InChI=1S/C6H18NSi2.Na/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
• InChIKey: WRIKHQLVHPKCJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodiobis(trimethylsilyl)amine
• IUPAC Systematic name: Sodiobis(trimethylsilyl)amine
• IUPAC Traditional name: sodiobis(trimethylsilyl)amine
• Synonyms: Hexamethyldisilazane sodium salt; Sodium bis(trimethylsilyl)amide; Hexamethyldisilazane sodium salt solution; Sodium bis(trimethylsilyl)amide solution; SODIUM BIS(TRIMETHYLSILYL)AMIDE; Sodium hexamethyldisilazane; Sodium hexamethyldisilazide; HMN-Na Sol; 六甲基二硅氮烷 钠盐; 双(三甲基硅基)氨基钠; 六甲基二硅氮烷 钠盐 溶液; 双(三甲基硅基)氨基钠 溶液; HMN-Na 溶液

Database IDs

• CAS Number: 1070-89-9
• EC Number: 213-983-8
• MDL Number: MFCD00009835
• Beilstein Number: 3629917
• PubChem SID: 24854742; 24854078; 24887571; 24862883; 162090804
• PubChem CID: 2724254
• Chemspider ID: 21169873
• Wikipedia Title: Sodium_bis(trimethylsilyl)amide

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.0221963
• LogD (pH = 7.4): -1.5812781
• Log P: -1.5074
• Molar Refractivity: 38.699 cm^3
• Polarizability: 20.81677 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: reacts with water; THF, benzene; toluene
• Apperance: off-white solid
• Melting Point: 171 - 175°C; 171-175 °C(lit.)
• Boiling Point: 170°C (2 mmHg)
• Flash Point: 1.4 °F; -17 °C; 42.8 °F; 6 °C
• Density: 0.87 g/mL at 25 °C; 0.9 g/cm^3, solid; 0.904 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924; 3263; UN 3263
• German water hazard class: 3
• Hazard Class: 3; 8
• Packing Group: 2
• Risk Statements: 11-14-19-34-37; 14-34; 63-11-14-34-48/20-65-67; R11 R15 R34
• Safety Statements: 16-26-36/37/39-45; 16-26-36/37/39-45-62; 26-36/37/39-45; S16 S24/25
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• Main Hazard: Highly flammable, corrosive
• GHS Hazard statements: H225-H304-H314-H336-H361d-H373; H225-H314-H335; H314
• GHS Precautionary statements: P210-P261-P280-P301 + P310-P305 + P351 + P338-P310; P210-P261-P280-P305 + P351 + P338-P310; 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), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2; UN 3263 8/PG 2
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.; Reacts violently with water.

Product Information

• Purity: ≥95.0% (T); 95%
• Concentration: ~0.6 M in toluene; ~1 M in THF; ~2 M in THF; 0.6 M in toluene; 1.0 M in THF; 40% in THF
• Grade: produced by Wacker; purum; technical
• Linear Formula: [(CH3)3Si]2NNa

DETAILS

MP Biomedicals - 05220155

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 368059

Packaging
100, 800 mL in Sure/Seal™

Sigma Aldrich - 80631

Other Notes
prices for bulk quantities on request
Packaging
500 mL in Sure/Seal™

Sigma Aldrich - 245585

Application
Significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis.1
Packaging
20 L in steel drum
4×25, 100, 800 mL in Sure/Seal™

Sigma Aldrich - 235083

Packaging
5, 25, 100 g in glass bottle
Application
Useful for the generation of carbenes,1 the amination of sulfenamides,2 and the preparation of lanthanide complexes.3

Sigma Aldrich - 71305

Other Notes
Highly versatile strong base; synthesis of primary amines1