lithium bis(trimethylsilyl)azanide
An organic compound, C6H18LiNSi2, 167.33 g/mol. Appears in 6 documented reactions.
Identifiers
- Molecular formula
- C₆H₁₈LiNSi₂
- Molecular weight
- 167.33 g/mol
- Exact mass
- 167.113782 g/mol
- IUPAC name
- lithium bis(trimethylsilyl)azanide
- C[Si](C)(C)[N-][Si](C)(C)C.[Li+]
- InChI=1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
- YNESATAKKCNGOF-UHFFFAOYSA-N
Calculated properties
- Molecular weight
- 167.4 g/mol
- Exact mass
- 167.11378108 Da
- Polar surface area
- 1 Ų
- Complexity
- 76
- H-bond donors
- 0
- H-bond acceptors
- 1
- logP
- 0.0339
- Topological polar surface area
- 14.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Rotatable bonds
- 2
- Molar refractivity
- 50.051 cm³/mol
- Fraction sp³ carbons
- 1
- QED drug-likeness
- 0.5155
What it is made of
Structure
- Heavy atoms, hydrogen excluded
- 10
- Total atoms, hydrogen included
- 28
- Rings
- 0
- Aromatic rings
- 0
- Stereocentres
- 0
- Formal charge
- 0
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
6 documented reactions involve lithium bis(trimethylsilyl)azanide, each with a written procedure and a source, and all of them are buchwald–hartwig amination. A few are shown.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reagent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reagent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reagent
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is lithium bis(trimethylsilyl)azanide.
The sources also call it Lithium Hexamethyldisilazide, LiHMDS, LHMDS, Lithium hexamethyldisilazane, Hexamethyldisilazane lithium salt, N-Lithiohexamethyldisilazane, lithium;bis(trimethylsilyl)azanide, Lithium tris(trimethylsilyl)amine, LiN(SiMe3)2, lithiohexamethyldisilazane, Silanamine, 1,1,1-trimethyl-N-(trimethylsilyl)-, lithium salt, lithium hexamethyldisilazanide.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as lithium bis(trimethylsilyl)azanide. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
C₂₁H₂₅ClN₂, 340.898 g/mol.
1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate
C₂₇H₃₇BF₄N₂, 476.411 g/mol.
1,3-dicyclohexyl-1H-imidazol-3-ium chloride
C₁₅H₂₅ClN₂, 268.832 g/mol.
1,3-BIS(4-CHLOROPHENYL)IMIDAZOLIUM CHLORIDE
C₁₅H₁₁Cl₃N₂, 325.626 g/mol.
1,3-bis(3,5-di-tert-butylphenyl)-3a,4,5,6,7,7a-hexahydro-1H-benzo[d]imidazol-3-ium tetrafluoroborate
C₃₅H₅₃BF₄N₂, 588.627 g/mol.
1,3-DICYCLOHEXYLIMIDAZOLIUM TETRAFLUOROBORATE
C₁₅H₂₅BF₄N₂, 320.183 g/mol.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under L
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C6H18LiNSi2 in a calculation, with every element's contribution shown.
Molarity calculator
Grams of lithium bis(trimethylsilyl)azanide for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.