Basic information Safety Supplier Related

((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE

Basic information Safety Supplier Related

((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE Basic information

Product Name:
((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE
Synonyms:
  • ((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE
  • 4-Iodobut-3-en-2-yl(trimethyl)silane
  • Silane, [(1E)-3-iodo-1-methyl-1-propen-1-yl]trimethyl-
CAS:
52685-51-5
MF:
C7H15ISi
MW:
254.18
Mol File:
52685-51-5.mol
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((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE Chemical Properties

Boiling point:
188.9±23.0 °C(Predicted)
Density 
1.323±0.06 g/cm3(Predicted)
solubility 
freely sol organic solvents.
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((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE Usage And Synthesis

Physical properties

bp 60 °C/20 mmHg.

Uses

(E)-1-Iodo-3-trimethylsilyl-2-butene can be used as annulation reagent; alkylative equivalent of 3-buten-2-one; 3-ketobutyl synthon.

Preparation

the first reported preparation of this reagent lacked full experimental details. The preparation given is a compilation of thework of several groups; the various steps have been selected to give optimum yields. 2-Propyn-1-ol is converted3 into its 3-(trimethylsilyl) derivative (1), which is then reduced4 using sodium bis(2-methoxyethoxy)aluminum hydride (Red-Al). The intermediate vinylaluminum is reacted with iodine to produce the (Z)-iodoalkene (2). Treatment of this with lithium dimethylcuprate gives the allylic alcohol (3);. transformation into (E)-(3-chloro-1-methyl-1-propenyl)trimethylsilane (4) followed by halogen exchange with sodium iodide then gives reagent (5).

((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANESupplier

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((E)-3-IODO-1-METHYLPROPENYL)-TRIMETHYLSILANE(52685-51-5)Related Product Information