Toluene → 2-Methylbuta-1,3-diene;styrene

HRID 468221Notes

Reaction equation

HRID 468221 reaction equation
[C:1]1([CH3:7])[CH:6]=CC=[CH:3][CH:2]=1.[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C=CC(=C)C>CO>[CH2:3]=[CH:2][C:1](=[CH2:6])[CH3:7].[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6557IsopreneHCID 7501Styrene

Product 1

HCID 1599892-Methylbuta-1,3-diene;styrene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a 100 ml-flask in a glove box, (C5Me4SiMe3) Sc(CH2SiMe3)2 (THF) (10 mg, 21 μmol) and [Ph3C][B(C6F5)4](19 mg, 21 μmol) were added, and toluene (30 ml) was further added. To the obtained solution a mixture of styrene (2.148 g, 21 mmol) and isoprene (1.431 g, 21 mmol) was added, and the whole was subjected to a polymerization reaction at 25° C. After 12 hours, methanol was added to stop the polymerization reaction. The reaction mixture was poured into methanol (200 ml) to precipitate a polymer. The precipitated polymer was filtrated, and dried at 60° C. under reduced pressure, to thereby obtain 1.64 g of isoprene-styrene copolymer.

Workup

  1. additionwas added
  2. customthe whole was subjected to a polymerization reaction at 25° C
  3. customthe polymerization reaction
  4. customto precipitate a polymer
  5. filtrationThe precipitated polymer was filtrated
  6. customdried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-326adda1d04e4a0f8076b661107fc9e6
Source dataset
uspto-grants-2014_01
Patent number
US08623976B2

Reaction notes

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