Sodium trimethylsiloxide is an
organosilicon compound
Organosilicon compounds are organometallic compounds containing carbon–silicon bonds. Organosilicon chemistry is the corresponding science of their preparation and properties. Most organosilicon compounds are similar to the ordinary organic co ...
with the formula NaOSi(CH
3)
3. It is the
sodium
Sodium is a chemical element with the symbol Na (from Latin ''natrium'') and atomic number 11. It is a soft, silvery-white, highly reactive metal. Sodium is an alkali metal, being in group 1 of the periodic table. Its only stable ...
salt of the conjugate base derived from
trimethylsilanol
Trimethylsilanol (TMS) is an organosilicon compound with the formula (CH3)3SiOH. The Si centre bears three methyl groups and one hydroxyl group. It is a colourless volatile liquid.Paul D. Lickiss: ''The Synthesis and Structure of Organosilanols'', ...
. A white solid, its molecular structure consists of a cluster with Na-O-Na linkages on the basis of closely related compounds.
The salt is used to prepare trimethylsiloxide complexes by salt metathesis. Trimethylsiloxide is a lipophilic
pseudohalide
Pseudohalogens are polyatomic analogues of halogens, whose chemistry, resembling that of the true halogens, allows them to substitute for halogens in several classes of chemical compounds. Pseudohalogens occur in pseudohalogen molecules, inorganic ...
.
It is a source of oxide dianion.
Related compounds
*
Sodium silox
Sodium silox is the name for an organosilicon compound that serves as a source of the siloxide anion CH3)3Csub>3SiO−. Complexes of this bulky anionic ligand often adopt with low coordination numbers. Examples include Ti(silox)3, Nb(silox)3(PMe ...
, NaOSi(CMe
3)
3 (Me = CH
3)
*Potassium trimethylsilanolate
[{{cite journal , doi=10.15227/orgsyn.097.0245, title=Anhydrous, Homogeneous, Suzuki-Miyaura Cross-Coupling of Boronic Esters using Potassium Trimethylsilanolate, year=2020, last1= Delaney, first1=Connor P., last2=Heyboer, first2=E. M., last3=Denmark, first3=S. E., journal=Organic Syntheses, volume=97, pages=245–261, pmid=33456091, pmc=7808858]
References
Trimethylsilyl compounds
Sodium compounds