(IODOMETHYL)TRIMETHYLSILANE

(IODOMETHYL)TRIMETHYLSILANE Basic information
Product Name:(IODOMETHYL)TRIMETHYLSILANE
Synonyms:(IODOMETHYL)TRIMETHYLSILANE;Silane, (iodomethyl)trimethyl-;(IODOMETHYL)TRIMETHYLSILANE 99%;(TRIMETHYLSILYL)METHYL IODIDE;(Trimethylsilyl)iodomethane;Trimethyl(iodomethyl)silane;(Iodomethyl)trimethylsilane,99%;(IodoMethyl)triMethylsilane, 99% 5ML
CAS:4206-67-1
MF:C4H11ISi
MW:214.12
EINECS:224-123-6
Product Categories:Synthetic Organic Chemistry;Chemical Synthesis;Organometallic Reagents;Organosilicon;Others;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis)
Mol File:4206-67-1.mol
(IODOMETHYL)TRIMETHYLSILANE Structure
(IODOMETHYL)TRIMETHYLSILANE Chemical Properties
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.)
Fp 89 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Difficult to mix.
form clear liquid
color Colorless to Light orange to Yellow
Specific Gravity1.441
Sensitive Light Sensitive
Hydrolytic Sensitivity3: reacts with aqueous base
BRN 1731485
InChIKeyVZNYXGQMDSRJAL-UHFFFAOYSA-N
CAS DataBase Reference4206-67-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 26-36-24/25-16
RIDADR UN 2924 3/PG 3
WGK Germany 3
8-10-21
TSCA No
HazardClass 3.2
PackingGroup III
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(IODOMETHYL)TRIMETHYLSILANE Usage And Synthesis
Chemical PropertiesCLEAR YELLOW TO BROWN LIQUID
Physical propertiesbp 140–142 °C; d 1.442 g cm?3.
Uses(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.
Uses(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 MethodsIf 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.]
(IODOMETHYL)TRIMETHYLSILANE Preparation Products And Raw materials
Preparation Products2,6-DICHLOROBENZYL METHYL ETHER-->PHENYL-(4-TRIMETHYLSILANYLMETHYL-PHENYL)-METHANONE-->ETHYL 2-(TRIMETHYLSILYMETHYL)-ACETOACETATE
BIS(TRIMETHYLSILYL) SULFIDE Clotrimazole Iodomethane TRIMETHYLSILANE 3-IODO-3-TRIMETHYLSILANYL-PROP-2-EN-1-OL IODOMETHYLTRIMETHYLSILANE = (IODOMETHYL)-TRIMETHYLSILANE (IODOMETHYL)TRIMETHYLSILANE Tetramethylsilane

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