Maleic Anhydride → HCID 86735950, compound

HRID 2419979Notes

Reaction equation

HRID 2419979 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH:8]([OH:14])([OH:13])[CH2:9][CH2:10][CH2:11][CH3:12]>>[C:1]([OH:6])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:13])=[O:5].[CH2:12]([OH:5])[CH2:11][CH2:10][CH2:9][CH2:8][OH:14]

Participants

3

Reactant 2

HCID 7923Maleic Anhydride2×HCID 17775877Pentane-1,1-diol2×

Product 1

HCID 86735950HCID 86735950, compound

Conditions

Temperature
160 °C

Procedure

Ninety-eight grams (1 mol) of maleic anhydride were weighed into a 500 ml. round-bottom flask fitted with a separatory funnel, thermometer and reflux condenser. One hundred and two grams (1 mol) of 1, 5 - pentanediol were introduced into the separatory funnel. The maleic anhydride was heated to 140° C by means of a heating mantle and the pentanediol was added dropwise over a period of 60 minutes. The reactants were stirred with a magnetic stirrer. The temperature was raised gradually to 160° C. After the addition of the pentanediol was complete, the mixtures was heated an additional 30 minutes, then allowed to cool. The monoester was a moderately viscous liquid of 1400 - 1500 centipoise and an acid value of 216.

Workup

  1. customround-bottom flask fitted with a separatory funnel
  2. temperaturethermometer and reflux condenser
  3. temperaturethe mixtures was heated an additional 30 minutes
  4. temperatureto cool

Sources & evidence

ORD record
ord-33acf9101d054945b38f35c7650f62e6
Source dataset
uspto-grants-1978_08
Patent number
US04108671

Reaction notes

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