Water → Dicyclopentadiene

HRID 964703Notes

Reaction equation

[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=O.[CH2:9]1[CH:13]2[CH:14]3[CH:18]=[CH:17][CH:16]([CH:12]2[CH:11]=[CH:10]1)[CH2:15]3.O>>[CH2:9]1[CH:13]2[CH:14]3[CH:18]=[CH:17][CH:16]([CH:12]2[CH:11]=[CH:10]1)[CH2:15]3.[C:4]1(=[O:6])[O:8][C:1](=[O:7])[CH:2]=[CH:3]1

Participants

Reactant 3

HCID 962Water

HCID 6492Dicyclopentadiene

HCID 444266Maleic Acid

Product 2

HCID 6492Dicyclopentadiene

HCID 7923Maleic Anhydride

Procedure

The following example is for a case where an addition product of maleic acid to dicyclopentadiene produced from 1 mol (132 g) dicyclopentadiene, 1 mol (98 g) maleic anhydride and 1 mol (18 g) water is dehydrated and condensed with 0.6 mol (37.2 g) ethylene glycol. First, since the theoretic amount of the produced addition product of maleic acid to dicyclopentadiene is 1 mol, the weight is given by the equation: 132 g+98 g+18 g=248 g. Since there are 1.2 mol hydroxyl groups and 1 mol carboxyl groups, 1 mol water is eliminated with the condensation, and its weight is: 18×1=18 g. Therefore, the ratio of the dicyclopentenyl groups is given by the following equation: [133 g/(248 g+37.2 g-18 g)]×100=49.8 percent by weight.

Sources & evidence

ORD record: ord-984837f6dc7e449fb3456873c971ec3e
Source dataset: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05770653

Reaction notes

Loading…