Benzene → HCID 19896162, compound

HRID 354529

Reaction equation

HRID 354529 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.C=CC1C=CC=CC=1.C1C=CC=CC=1.N(C(C)(C)C#N)=NC(C)(C)C#N>C(O)C>[CH2:7]=[CH:6][C:5]1[CH:8]=[CH:9][CH:2]=[CH:3][CH:4]=1.[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 241Benzene2×HCID 6547AzobisisobutyronitrileHCID 7501StyreneHCID 140854-Chlorostyrene

Product 1

HCID 19896162HCID 19896162, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 13.9 g. 4-chlorostyrene and 10.4 g. styrene in 120 ml. dry benzene containing 0.24 g. azobisisobutyronitrile (Vazo® 64, du Pont) was stirred under nitrogen at 58°-64° C. for 24 hours. The solution was solvent stripped to a colorless syrupy residue which was dissolved in 50 ml. benzene and the solution added slowly with stirring to 300 ml. absolute ethanol. The precipitated polymer was filtered, washed with ethanol, and dried. The yield was 15.2 g. Analysis of the polymer showed presence of 15.83% chlorine, equivalent to a copolymer containing 47 mole % styrene and 53 mole % 4-chlorostyrene units in the repeat unit.

Workup

  1. dissolutionwas dissolved in 50 ml
  2. filtrationThe precipitated polymer was filtered
  3. washwashed with ethanol
  4. customdried
  5. additioncontaining 47 mole % styrene and 53 mole % 4-chlorostyrene units in the repeat unit

Sources & evidence

ORD record
ord-6598418db32d4962aeed2923ab4eb26b
Source dataset
uspto-grants-1983_03
Patent number
US04375461

Linked notes

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