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Acrylic Acid → 2-Propenoic acid, aluminum salt (3:1)

HRID 550048
Notes
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Reaction equation

HRID 550048 reaction equation
C([O-])(C)C.C([O-])(C)C.C([O-])(C)C.[Al+3:13].C(OCCOCCO)CCC.COC1C=CC(O)=CC=1.[C:34]([OH:38])(=[O:37])[CH:35]=[CH2:36]>C(O)(C)C>[C:34]([O-:38])(=[O:37])[CH:35]=[CH2:36].[C:34]([O-:38])(=[O:37])[CH:35]=[CH2:36].[C:34]([O-:38])(=[O:37])[CH:35]=[CH2:36].[Al+3:13]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6581Acrylic AcidHCID 8177Diethylene Glycol Monobutyl EtherHCID 90154-MethoxyphenolHCID 11143Aluminum isopropoxide

Product 1

HCID 1673532-Propenoic acid, aluminum salt (3:1)

Reagents, catalysts & solvents 1

HCID 3776Isopropanol
Solvent

Conditions

Temperature
53 °C

Procedure

Into the flask described hereinabove there were placed 102.1 g of aluminium triisopropanolate, 120.1 g of diethylene glycol monobutyl ether, and 0.7 g of 4-methoxyphenol. To this mixture there were added in drops using a dropping funnel 108 grams of acrylic acid. The acid was added during 15 minutes at room temperature (25° C.). Owing to the reaction heat, the temperature increased to 53° C. The mixture was cooled to 39° C. using a water bath. The product remained liquid and stable so that it could be further treated as follows, namely it was heated to 60° C. during 30 minutes and the co-product isopropanol was expelled during 2 hours using a continuous vacuum up to 243 mbar.

Workup

  1. additionTo this mixture there were added in drops
  2. additionThe acid was added during 15 minutes at room temperature (25° C.)
  3. temperatureOwing to the reaction heat
  4. temperatureThe mixture was cooled to 39° C.
  5. additionstable so that it could be further treated
  6. temperaturenamely it was heated to 60° C. during 30 minutes

Sources & evidence

ORD record
ord-7f35474210cf4f5fbe703518d4699f1b
Source dataset
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07943798B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes