Acetonitrile → HCID 131726456, compound

HRID 1353019Notes

Reaction equation

HRID 1353019 reaction equation
[CH3:1][C:2]([N:6]=[N:7][C:8]([C:11]#[N:12])([CH3:10])[CH3:9])([C:4]#[N:5])[CH3:3].C(#N)C.[I:16][C:17]([C:20]([C:23]([C:26]([I:29])([F:28])[F:27])([F:25])[F:24])([F:22])[F:21])([F:19])[F:18].C[SiH](C)CCC(F)(C=C)C(F)F>C(Cl)Cl>[CH3:10][C:8]([N:7]=[N:6][C:2]([C:4]#[N:5])([CH3:3])[CH3:1])([C:11]#[N:12])[CH3:9].[I:16][C:17]([C:20]([C:23]([C:26]([I:29])([F:27])[F:28])([F:25])[F:24])([F:22])[F:21])([F:19])[F:18]

Participants

6

Reactant 4

HCID 6342Acetonitrile2×HCID 6547Azobisisobutyronitrile2×HCID 78993Perfluoro-1,4-diiodobutaneHCID 123367077HCID 123367077, compound

Product 1

HCID 131726456HCID 131726456, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 6 was followed, except solvent and initiator were varied. Due to the well-known unsuitability of CH2Cl2 as a solvent in regular free radical polymerization systems, including AIBN case, the solvent was changed to acetonitrile. After adding 0.3 g of AIBN, 0.8 g of I(CF2)4I, 3.0 g of CF2═CFCH2CH2Si(CH3)2H, and 30 ml of acetonitrile in a 70 ml stainless autoclave equipped with a magnetic stirrer, 20 ml of VDF and 5 ml of HFP were introduced into the reactor under vacuum by condensing the monomers at liquid nitrogen temperatures. The autoclave was warmed to room temperature gradually and then immersed in an oil bath at 70° C. for 20 hours. After recovering the unreacted monomers, clear solution was observed, and only trace amount (<0.1 g) of white powder was obtained after removing the volatiles.

Workup

  1. customequipped with a magnetic stirrer
  2. addition20 ml of VDF and 5 ml of HFP were introduced into the reactor under vacuum by condensing the monomers at liquid nitrogen temperatures
  3. customAfter recovering the unreacted monomers, clear solution

Sources & evidence

ORD record
ord-1534e5732ebb4fdb8bcc873e34ca8165
Source dataset
uspto-grants-2007_05
Patent number
US07220807B2

Reaction notes

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