902489
Tris(trimethylsilyl)silanol
≥95%
Synonyme(s) :
(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
Formule empirique (notation de Hill):
C9H28OSi4
Numéro CAS:
Poids moléculaire :
264.66
Numéro MDL:
Code UNSPSC :
12161700
Nomenclature NACRES :
NA.22
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Pureté
≥95%
Forme
liquid
Capacité de réaction
reaction type: C-C Bond Formation
Indice de réfraction
n/D 1.496
Densité
0.859 g/mL
InChI
1S/C9H28OSi4/c1-11(2,3)14(10,12(4,5)6)13(7,8)9/h10H,1-9H3
Clé InChI
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).
Produit(s) apparenté(s)
Réf. du produit
Description
Tarif
Code de la classe de stockage
10 - Combustible liquids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
200.3 °F
Point d'éclair (°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
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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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