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545236

Sigma-Aldrich

Di-tert-butylsilane

97%

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About This Item

Linear Formula:
[(CH3)3C]2SiH2
CAS Number:
Molecular Weight:
144.33
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.42 (lit.)

bp

129-130 °C (lit.)

mp

−38 °C (lit.)

density

0.729 g/mL at 25 °C (lit.)

SMILES string

[H][Si]([H])(C(C)(C)C)C(C)(C)C

InChI

1S/C8H20Si/c1-7(2,3)9-8(4,5)6/h9H2,1-6H3

InChI key

ZLKSBZCITVUTSN-UHFFFAOYSA-N

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Application

Di-tert-butylsilane can be used as a reagent to synthesize:
  • 1,1-di-tert-butyl-N-phenylsilanamine by dehydrogenative coupling with aniline in the presence of supported gold catalyst.
  • Benzyloxy di-tert-butylsilane by dehydrocoupling of benzyl alcohol using NaOH as a catalyst.
  • Di-tert-butyl(3-cyclohexylprop-1-yn-1-yl)silane by silylation reaction with 2-propyn-1-ylcyclohexane using alkali metal hydroxide as a catalyst.

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

28.0 °F - closed cup

Flash Point(C)

-2.22 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Dehydrogenative Coupling of Hydrosilanes with Amines Using Au/HAP
Uozumi Y and Hamasaka G
Synfacts, 11(05), 0558-0558 (2015)
Alkali metal-hydroxide-catalyzed C (sp)-H bond silylation
Toutov AA, et al.
Journal of the American Chemical Society, 139(4), 1668-1674 (2017)
Sodium Hydroxide Catalyzed Dehydrocoupling of Alcohols with Hydrosilanes
Toutov AA, et al.
Organic Letters, 18(22), 5776-5779 (2016)

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