Sodium Iodide → HCID 21835977, compound

HRID 1378261Notes

Reaction equation

HRID 1378261 reaction equation
ClCCC[SiH3].[CH2:6]([Si:9]([CH2:17][CH:18]=[CH2:19])([CH2:14][CH:15]=[CH2:16])[CH2:10][CH2:11][CH2:12]Cl)[CH:7]=[CH2:8].[SiH4].[I-:21].[Na+]>CC(C)=O>[CH2:6]([Si:9]([CH2:17][CH:18]=[CH2:19])([CH2:14][CH:15]=[CH2:16])[CH2:10][CH2:11][CH2:12][I:21])[CH:7]=[CH2:8]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 23953SilaneHCID 11310748HCID 11310748, compoundHCID 71353337(3-Chloropropyl)silane

Product 1

HCID 21835977HCID 21835977, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Triallyl 3-iodopropyl silane was prepared by the Finkelstein transhalogenation reaction from chloropropyl silane prepared in Example 6. A 250 ml flask equipped with a stir bar and a reflux condenser was charged with 20 grams (90 millimoles) of triallyl (3-chloropropyl) silane (prepared as described in Example 6) and 100 ml of acetone (available commercially as Omnisolve Reagent grade from E. Merck, Gibbstown, N.J.). The silane solution was refluxed under positive nitrogen pressure with 40 grams (270 millimoles) of sodium iodide (available commercially from Aldrich Chemical Co. of Milwaukee, Wis.) for 18 hours. After cooling, the acetone solution was decanted from the insoluble iodide salts and was concentrated on a rotary evaporator to yield triallyl 3-iodopropyl silane, which was used without further purification.

Workup

  1. customA 250 ml flask equipped with a stir bar and a reflux condenser
  2. temperatureAfter cooling
  3. customthe acetone solution was decanted from the insoluble iodide salts
  4. concentrationwas concentrated on a rotary evaporator

Sources & evidence

ORD record
ord-7f12384c3136411d81190380dd40dd21
Source dataset
uspto-grants-1997_09
Patent number
US05667674

Reaction notes

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