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Merck

902489

Sigma-Aldrich

Tris(trimethylsilyl)silanol

≥95%

Sinónimos:

(Hydroxy-bis(trimethylsilyl)silyl)-trimethylsilane, (TMS)3SiOH, 1,1,1,3,3,3-Hexamethyl-2-(trimethylsilyl)trisilan-2-ol, Supersilanol

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About This Item

Fórmula empírica (notación de Hill):
C9H28OSi4
Número de CAS:
Peso molecular:
264.66
MDL number:
UNSPSC Code:
12161700
NACRES:
NA.22

assay

≥95%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n/D 1.496

density

0.859 g/mL

InChI

1S/C9H28OSi4/c1-11(2,3)14(10,12(4,5)6)13(7,8)9/h10H,1-9H3

InChI key

ABTWCNHNRLMBFR-UHFFFAOYSA-N

Application

Under a dual catalytic copper/photoredox manifold, this supersilanol has been demonstrated by the MacMillan lab to be an excellent reagent for the trifluoromethylation of alkyl halides and aryl halides to yield alkyl-CF3 and aryl-CF3 in high yields. In both cases, these reactions exhibit wide substrate scope with good functional group tolerance. More specifically, a variety of 5-membered and 6-membered heteroaryl halides can be readily converted to the corresponding trifluoromethylheteroarenes under mild conditions. To be use in conjunction with dMesSCF3 (901466) and Ir photocatalyst (902217 or 902225).

Related product

Referencia del producto
Descripción
Precios

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

200.3 °F

flash_point_c

93.5 °C


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Timothy J Boyle et al.
Inorganic chemistry, 57(15), 8806-8820 (2018-07-07)
In an effort to generate single-source precursors for the production of metal-siloxide (MSiO x) materials, the tris(trimethylsilyl)silanol (H-SST or H-OSi(SiMe3)3 (1) ligand was reacted with a series of group 4 and 5 metal alkoxides. The group 4 products were crystallographically
Annie J Jiang et al.
Journal of the American Chemical Society, 131(46), 16630-16631 (2009-11-19)
Mo and W MonoAryloxide-Pyrrolide (MAP) olefin metathesis catalysts can couple terminal olefins to give as high as >98% Z-products in moderate to high yields with as little as 0.2% catalyst. Results are reported for 1-hexene, 1-octene, allylbenzene, allyltrimethylsilane, methyl-10-undecenoate, methyl-9-decenoate
Chip Le et al.
Science (New York, N.Y.), 360(6392), 1010-1014 (2018-06-02)
Transition metal-catalyzed arene functionalization has been widely used for molecular synthesis over the past century. In this arena, copper catalysis has long been considered a privileged platform due to the propensity of high-valent copper to undergo reductive elimination with a

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