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(IODOMETHYL)TRIMETHYLSILANE

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(IODOMETHYL)TRIMETHYLSILANE Basic information
(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.)
  • Flash point:89 °F
  • storage temp. Keep in dark place,Inert atmosphere,2-8°C
  • solubility Difficult to mix.
  • Specific Gravity1.441
  • Hydrolytic Sensitivity3: reacts with aqueous base
  • Sensitive Light Sensitive
  • 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
(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 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.
  • 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.
  • 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(4206-67-1)Related Product Information
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