Toluene → Styrene p-methylstyrene

HRID 1728367Notes

Reaction equation

HRID 1728367 reaction equation
C1(C)C=CC=CC=1.[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH3:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[CH2:22])=[CH:19][CH:18]=1>C(O)(C)C>[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH3:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=[CH2:22])=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 7501StyreneHCID 121611-Ethenyl-4-methylbenzene

Product 1

HCID 19702659Styrene p-methylstyreneYield 14%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
25 °C

Procedure

To a glass bottle capped with a septum and flushed with nitrogen were added: 20 cc of purified toluene, 3.0 cc of purified styrene, 2.0 cc of purified p-methylstyrene, 2.8 mmol of TMA, 0.7 cc (1.412 mmol) of [(n-C4H9)3Sn]2O, and 0.0045 mmol of C5H5TiCl3. The mixture was stirred by a magnet stirrer for 22 h at 25° C. Then the content of the bottle was mixed with excess of isopropanol and 0.66 g of amorphous styrene-p-methylstyrene copolymer (yield ca. 14%) was recovered by filtration. The copolymer had a softening point of 122° C.

Workup

  1. customTo a glass bottle capped with a septum
  2. customflushed with nitrogen
  3. additionwere added

Sources & evidence

ORD record
ord-2b9e00270ef748aeba17d422b13eacf1
Source dataset
uspto-grants-1994_07
Patent number
US05326837

Reaction notes

Loading…