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479519

Sigma-Aldrich

Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex solution

in xylene, Pt ~2 %

Synonym(s):

Karstedt′s catalyst, Platinum(0) 1,3-diethenyl-1,1,3,3-tetramethyldisiloxane complexes

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About This Item

Linear Formula:
O[Si(CH3)2CH=CH2]2Pt
CAS Number:
68478-92-2
Molecular Weight:
381.48
MDL number:
MFCD00151662
UNSPSC Code:
12161600
PubChem Substance ID:
24871623
NACRES:
NA.22

vapor pressure

7 mmHg ( 21 °C)

composition

Pt, ~2%

reaction suitability

core: platinum
reagent type: catalyst

concentration

in xylene

bp

138 °C

mp

12-13 °C

density

0.855 g/mL at 25 °C

SMILES string

[Pt].C[Si](C)(O[Si](C)(C)C=C)C=C

InChI

1S/C8H18OSi2.Pt/c1-7-10(3,4)9-11(5,6)8-2;/h7-8H,1-2H2,3-6H3;

InChI key

RCNRJBWHLARWRP-UHFFFAOYSA-N

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General description

Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex is a platinum complex, commonly known as a Karstedt′s catalyst. It is generally employed as a catalyst in hydrosilylation reactions.

Application

Hydrosilylation Catalysts
Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex solution is a powerful hydrosilylation catalyst for the preparation of trans-β-silanes.

It has also been used in the reduction of carboxamides to amines.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Central nervous system,Liver,Kidney, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

77.0 °F - closed cup

Flash Point(C)

25 °C - closed cup

Certificates of Analysis (COA)

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S E Denmark et al.
Organic letters, 3(7), 1073-1076 (2001-03-30)
[reaction: see text]. The formal addition of an aryl-H or alkenyl-H bond across a terminal alkyne has been accomplished by the combination of platinum-catalyzed hydrosilylation followed by palladium-catalyzed cross-coupling. The use of the t-Bu3P-Pt(DVDS) catalyst in combination with tetramethyldisiloxane gave
Kenichiro Itami et al.
The Journal of organic chemistry, 67(8), 2645-2652 (2002-04-13)
Metal-catalyzed hydrosilylation of alkenes and alkynes using dimethyl(pyridyl)silane is described. The hydrosilylation of alkenes using dimethyl(2-pyridyl)silane (2-PyMe(2)SiH) proceeded well in the presence of a catalytic amount of RhCl(PPh(3))(3) with virtually complete regioselectivity. By taking advantage of the phase tag property
Practical access to amines by platinum-catalyzed reduction of carboxamides with hydrosilanes: synergy of dual Si- H groups leads to high efficiency and selectivity
Hanada S, et al.
Journal of the American Chemical Society, 131, 15032-15040 (2009)
Denmark, S. E.; Wang, Z.
Organic Syntheses, 81, 54-54 (2005)
Platinum (0)-1, 3-divinyl-1, 1, 3, 3-tetramethyldisiloxane Complex as a Pt Source for Pt/SnO2 Catalyst
Martyla A, et al.
Journal of Nanomaterials, 2014 (2014)
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Articles

Hydrosilylation Catalyst

Trost group's protocol yields α-vinylsilanes from terminal acetylenes using [Cp*Ru(MeCN)3]PF6 catalyst and others for hydrosilylation.

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