1,3,5-Trichlorobenzene → HCID 67899299, compound

HRID 1885656Notes

Reaction equation

HRID 1885656 reaction equation
[K].[Na].[Cl-:3].[Mg+2:4].[Cl-].[Cl:6][C:7]1[CH:12]=[C:11](Cl)[CH:10]=[C:9]([Cl:14])[CH:8]=1>O1CCCC1.Cl[Ni](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl-:6].[Mg+2:4].[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:14])[CH:8]=1.[Cl-:3]

Participants

7

Reactant 4

HCID 79501,3,5-TrichlorobenzeneHCID 5360315Magnesium ChlorideHCID 5360545SodiumHCID 5462222Potassium

Product 1

HCID 67899299HCID 67899299, compound

Reagents, catalysts & solvents 2

HCID 178418751HCID 178418751, compoundCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of 5 g of potassium and sodium alloy (56:44) and 8.89 g of anhydrous magnesium chloride in 200 ml tetrahydrofuran (THF) was stirred at room temperature for one hour before refluxing for two hours. After cooling to room temperature, 13.64 g of 1,3,5-trichlorobenzene in 50 ml of THF was added over 1.5 hours during which time the reaction temperature was maintained below 35° C. The solution was then stirred for 10 hours at room temperature after which 105 mg of bis(triphenylphosphine)nickel dichloride was added, and the resulting reaction mixture refluxed for 24 hours. Most of the THF was removed under reduced pressure and the polymer product precipitated by methanol addition. After two precipitations 5.60 g of polymer was obtained: Tg=236° C.; Mn=7560; MW=17500; D=2.30.

Workup

  1. temperaturebefore refluxing for two hours
  2. temperatureAfter cooling to room temperature
  3. temperaturewas maintained below 35° C
  4. additionwas added
  5. customthe resulting reaction mixture
  6. temperaturerefluxed for 24 hours
  7. customMost of the THF was removed under reduced pressure
  8. customthe polymer product precipitated by methanol addition
  9. customAfter two precipitations 5.60 g of polymer
  10. customwas obtained

Sources & evidence

ORD record
ord-c65a3847974d45ce832413e12fa78c09
Source dataset
uspto-grants-1992_09
Patent number
US05145930

Reaction notes

Loading…