Acetic Acid → 1,6-Bis(cyclopentadienyl)hexane

Participants

Reaction Conditions

Reaction Steps

A dispersion of 138 g of sodium in 800 g of xylene was mixed with 18 g of tertiary butanol and 436.2 g of monomeric cyclopentadiene were stirred in dropwise at 45° C. The mixture was heated for 2 hours at 45° C., then raised to the boil and 441.6 g of 1,6-dichlorohexane were dropped in. On completion of the dropwise addition 3.0 g of poly(2,2,4-trimethyl-1,2-dihydroquinoline) were added and the whole was heated for another 4 hours at the boil, then cooled, neutralized with a small quantity of glacial acetic acid, the precipitated sodium chloride was filtered off and thoroughly rinsed with xylene. After having distilled off the xylene under a vacuum of 15 mm Hg up to 130° C., there were obtained 552 g of the light-brown oligomeric 1,6-bis(cyclopentadienyl)hexane having a viscosity of 100,000 centipoises at 25° C. and a colour number (according to Gardner and Holdt) of 15. The molecular weight of the oligomer was 1125, corresponding to a polymerization degree of 5.

Provenance & Evidence