Bis(trimethylsilyl)amine

Bis(trimethylsilyl)amine
Structural formula of bis(trimethylsilyl)amine
Structural formula of bis(trimethylsilyl)amine
Spacefill model of bis(trimethylsilyl)amine
Spacefill model of bis(trimethylsilyl)amine
Names
Preferred IUPAC name
1,1,1-Trimethyl-N-(trimethylsilyl)silanamine[1]
Other names
Bis(trimethylsilyl)azane
Bis(trimethylsilyl)amine
1,1,1,3,3,3-Hexamethyldisilazane
Hexamethyldisilazane
Identifiers
3D model (JSmol)
Abbreviations HMDS
635752
ChEBI
ChemSpider
ECHA InfoCard 100.012.425 Edit this at Wikidata
EC Number
  • 213-668-5
MeSH Hexamethylsilazane
RTECS number
  • JM9230000
UNII
UN number 2924, 3286
  • InChI=1S/C6H19NSi2/c1-8(2,3)7-9(4,5)6/h7H,1-6H3 checkY
    Key: FFUAGWLWBBFQJT-UHFFFAOYSA-N checkY
  • InChI=1/C6H19NSi2/c1-8(2,3)7-9(4,5)6/h7H,1-6H3
    Key: FFUAGWLWBBFQJT-UHFFFAOYAF
  • C[Si](C)(C)N[Si](C)(C)C
  • N([Si](C)(C)C)[Si](C)(C)C
Properties
C6H19NSi2
Molar mass 161.395 g·mol−1
Appearance Colorless liquid
Density 0.77 g cm−3
Melting point −78 °C (−108 °F; 195 K)
Boiling point 126 °C (259 °F; 399 K)
Slow hydrolysis
1.4090
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
3
1
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Bis(trimethylsilyl)amine (also known as hexamethyldisilazane and HMDS) is an organosilicon compound with the molecular formula [(CH3)3Si]2NH. The molecule is a derivative of ammonia with trimethylsilyl groups in place of two hydrogen atoms. An electron diffraction study shows that silicon-nitrogen bond length (173.5 pm) and Si-N-Si bond angle (125.5°) to be similar to disilazane (in which methyl groups are replaced by hydrogen atoms) suggesting that steric factors are not a factor in regulating angles in this case.[2] This colorless liquid is a reagent and a precursor to bases that are popular in organic synthesis and organometallic chemistry. Additionally, HMDS is also increasingly used as molecular precursor in chemical vapor deposition techniques to deposit silicon carbonitride thin films or coatings.

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 135. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ D.A. Armitage (1982). "9.1 - Organosilanes". Organosilicon - an overview. Comprehensive Organometallic Chemistry. pp. 1–203. doi:10.1016/B978-008046518-0.00014-3. ISBN 9780080465180.