Cyclopentadiene → 826-62-0

HRID 1836922Notes

Reaction equation

HRID 1836922 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH:8]1[CH2:12][CH:11]=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[CH:10]12[CH2:11][CH:12]([CH:8]=[CH:9]1)[CH:2]1[C:1]([O:6][C:4](=[O:5])[CH:3]21)=[O:7]

Participants

4

Reactant 2

HCID 7612CyclopentadieneHCID 7923Maleic Anhydride

Product 1

HCID 13223826-62-0Yield 95.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

12.5 g of maleic anhydride and 8 g of cyclopentadiene were dissolved in 100 ml of toluene, and the mixture was heated while stirring at 120° C. for 2 hours in an autoclave. Toluene was distilled off to obtain 18 g (0.116 mol) of a 5-norbornene-2,3-dicarboxylic acid anhydride. To this was added 125 g of a 3.7 wt % sodium hydroxide aqueous solution to control the pH value to 7.1, giving a deodorant base agent 2 which was evaluated (first acid dissociation index 4.16, second acid dissociation index 6.23).

Workup

  1. temperaturethe mixture was heated
  2. distillationToluene was distilled off

Sources & evidence

ORD record
ord-878eec55c6414771be8535349888496f
Source dataset
uspto-grants-2004_08
Patent number
US06780403B1

Reaction notes

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