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Merck
CN

497193

1,4-Bis(hydroxydimethylsilyl)benzene

95%

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About This Item

Linear Formula:
C6H4[Si(CH3)2OH]2
CAS Number:
Molecular Weight:
226.42
UNSPSC Code:
12352103
PubChem Substance ID:
EC Number:
220-405-8
MDL number:
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InChI key

YBNBOGKRCOCJHH-UHFFFAOYSA-N

InChI

1S/C10H18O2Si2/c1-13(2,11)9-5-7-10(8-6-9)14(3,4)12/h5-8,11-12H,1-4H3

SMILES string

C[Si](C)(O)c1ccc(cc1)[Si](C)(C)O

assay

95%

mp

133-136 °C (lit.)

Application

A useful silicon nucleophile for Pd-catalyzed cross-coupling.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Scott E Denmark et al.
Journal of the American Chemical Society, 130(48), 16382-16393 (2008-11-13)
The sodium salts of allyldimethylsilanol and 2-butenyldimethylsilanol undergo palladium-catalyzed cross-coupling with a wide variety of aryl bromides to afford allylated and crotylated arenes. The coupling of both silanolates required extensive optimization to deliver the expected products in high yields. The
Denmark, S. E.; Ober, M. H.
Aldrichimica Acta, 36, 75-75 (2003)

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