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667110

Sigma-Aldrich

Dimethylphenylsilanol

95%

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About This Item

Linear Formula:
(C6H5)Si(OH)(CH3)2
CAS Number:
5272-18-4
Molecular Weight:
152.27
MDL number:
MFCD08276879
UNSPSC Code:
12352103
PubChem Substance ID:
24884882
NACRES:
NA.22

Assay

95%

form

solid

refractive index

n20/D 1.514

density

0.975 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

C[Si](C)(O)c1ccccc1

InChI

1S/C8H12OSi/c1-10(2,9)8-6-4-3-5-7-8/h3-7,9H,1-2H3

InChI key

FDTBETCIPGWBHK-UHFFFAOYSA-N

Application

Dimethylphenylsilanol is an organosilanol that can be used:
  • As a coupling partner in the Pd(II) catalyzed Hiyama reaction for C5 C-H bond functionalization of 2,3-dihydropyridin-4(1H)-ones.
  • To introduce dimethylphenylsilyl end group on highly branched poly(dimethylsiloxane) polymers.
  • As a substrate in the Ru(0) catalyzed germasiloxanes synthesis by reacting with vinylgermanes.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

197.1 °F

Flash Point(C)

91.7 °C

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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Direct Hiyama cross-coupling of enaminones with triethoxy (aryl) silanes and dimethylphenylsilanol
Bi L and Georg GI
Organic Letters, 13(20), 5413-5415 (2011)
A new catalytic approach to germasiloxanes
Hreczycho G, et al.
Tetrahedron Letters, 52(1), 74-76 (2011)
Preparation and properties of novel hyperbranched poly(dimethylsiloxane)s
Kim K-M, et al.
Polymer Journal, 34(4), 275-279 (2002)
Denmark, S. E.; Ober, M. H.
Aldrichimica Acta, 36, 75-75 (2003)

Articles

Organosilanols

Pd-catalyzed cross-coupling of silicon compounds offers an alternative in synthetic chemistry.

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