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497193

Sigma-Aldrich

1,4-Bis(hydroxydimethylsilyl)benzene

95%

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About This Item

Linear Formula:
C6H4[Si(CH3)2OH]2
CAS Number:
2754-32-7
Molecular Weight:
226.42
EC Number:
220-405-8
MDL number:
MFCD00039516
UNSPSC Code:
12352103
PubChem Substance ID:
24873103

Assay

95%

mp

133-136 °C (lit.)

SMILES string

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

InChI

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

InChI key

YBNBOGKRCOCJHH-UHFFFAOYSA-N

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Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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