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667897

Sigma-Aldrich

1,2-Diethoxy-1,1,2,2-tetramethyldisilane

97%

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About This Item

Linear Formula:
((CH3CH2O)(CH3)2Si)2
CAS Number:
18419-84-6
Molecular Weight:
206.43
MDL number:
MFCD08276886
UNSPSC Code:
12352103
PubChem Substance ID:
24884946
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.423

bp

84 °C/50 mmHg

density

0.836 g/mL at 25 °C

SMILES string

CCO[Si](C)(C)[Si](C)(C)OCC

InChI

1S/C8H22O2Si2/c1-7-9-11(3,4)12(5,6)10-8-2/h7-8H2,1-6H3

InChI key

GWIVSKPSMYHUAK-UHFFFAOYSA-N

Application

Disilane reagent used to prepare dimethylsilanol cross-coupling partners.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

107.6 °F

Flash Point(C)

42 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Scott E Denmark et al.
Organic letters, 5(19), 3483-3486 (2003-09-12)
[reaction: see text] A mild and general palladium-catalyzed insertion of 1,2-diethoxy-1,1,2,2-tetramethyldisilane into a variety of aryl bromides affords the aryldimethylsilyl ethers in high yields. Hydrolysis of the ethers under pH-optimized conditions results in the exclusive formation of the desired aryldimethylsilanols.

Articles

Organosilanols

Over the past several years, the Pd-catalyzed cross-coupling of silicon compounds (Hiyama coupling) has rapidly gained acceptance as a suitable alternative to more commonly used methods such as Stille (Sn), Kumada (Mg), Suzuki (B), and Negishi cross-couplings (Zn).

Organosilanes for Cross-coupling

Organosilanes for Cross-coupling

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