(IODOMETHYL)TRIMETHYLSILANE

Synonym(s):(Trimethylsilyl)methyl iodide

CAS NO.：4206-67-1
Empirical Formula: C4H11ISi
Molecular Weight: 214.12
MDL number: MFCD00001077
EINECS: 224-123-6
SAFETY DATA SHEET (SDS)
Update Date: 2026-01-13 11:24:15

What is (IODOMETHYL)TRIMETHYLSILANE?

Chemical properties

CLEAR YELLOW TO BROWN LIQUID

Physical properties

bp 140–142 °C; d 1.442 g cm?3.

The Uses of (IODOMETHYL)TRIMETHYLSILANE

(Iodomethyl)trimethylsilane can be used as electrophile for the preparation of allylsilanes and propargylsilanes; forms carbon alkylation adducts useful for alkene synthesis; alkylation adducts are frequently a source of fluorideinduced reactive intermediates, forming nitrogen and sulfur alkylation adducts that function as ylide precursors; readily undergoes metal–halogen exchange to generate a reagent for Peterson methylenation.

The Uses of (IODOMETHYL)TRIMETHYLSILANE

(Iodomethyl)trimethylsilane is used for the N-alkylation of amides, in a reaction sequence to prepare unstabilized ylides for [2+3]-cycloadditions. It can react with acetoacetic acid ethyl ester to get 3-trimethylsilanyl-proπonic acid ethyl ester.

Purification Methods

If slightly violet in colour, wash it with aqueous 1% sodium metabisulfite, H2O, dry (Na2SO4) it and fractionally distil it at 760mm. [Whitmore & Sommer J Am Chem Soc 68 481 1946, Beilstein 4 IV 3878.]

Properties of (IODOMETHYL)TRIMETHYLSILANE

Melting point:	137-141 °C
Boiling point:	139-141 °C (lit.)
Density	1.443 g/mL at 25 °C (lit.)
refractive index	n20/D 1.491(lit.)
Flash point:	89 °F
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
solubility	Difficult to mix.
form	clear liquid
Specific Gravity	1.441
color	Colorless to Light orange to Yellow
Sensitive	Light Sensitive
Hydrolytic Sensitivity	3: reacts with aqueous base
BRN	1731485
CAS DataBase Reference	4206-67-1(CAS DataBase Reference)

Safety information for (IODOMETHYL)TRIMETHYLSILANE

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H226:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.