Acrylic Acid → HCID 46216325, compound

HRID 421005Notes

Reaction equation

HRID 421005 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].O.[PH2:7]([O-:9])=[O:8].[Na+].[CH2:11]=[CH:12][CH3:13]>[O-]S(OOS([O-])(=O)=O)(=O)=O.[Na+].[Na+].O>[CH2:11]([P:7]([OH:9])([CH2:3][CH2:2][C:1]([OH:5])=[O:4])=[O:8])[CH2:12][CH3:13]

Participants

6

Reactant 3

HCID 6581Acrylic AcidHCID 8252PropyleneHCID 178418950HCID 178418950, compound

Product 1

HCID 46216325HCID 46216325, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 62655Sodium PersulfateSolvent2×

Procedure

Using the method of Example 2, 432 g (6 mol) of acrylic acid were first admixed, at from 65 to 80° C. in the presence of 428 g of a 5% strength sodium peroxodisulfate solution (1.5 mol % based on acrylic acid) with 636 g (6 mol) of sodium hypophosphite monohydrate dissolved in 860 g of water. The resultant reaction mixture was then reacted with propylene in the presence of 428 g of a 5% strength sodium peroxodisulfate solution (1.5 mol % based on propylene). Appropriate work-up gave 655 g (61% of theory) of 3-(propylhydroxyphosphinyl)propionic acid as colorless solid; chlorine content: <0.1 ppm.

Workup

  1. customThe resultant reaction mixture

Sources & evidence

ORD record
ord-9965490134be47098653a3695d719be6
Source dataset
uspto-grants-2012_01
Patent number
US08097753B2

Reaction notes

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