Acrylic Acid → HCID 178460501, compound

HRID 1253147Notes

Reaction equation

HRID 1253147 reaction equation
[CH3:1][CH:2]([CH3:4])[O-:3].[Ti+4:5].[CH3:6][CH:7]([CH3:9])[O-:8].CC(C)[O-].CC(C)[O-].[C:18]([OH:22])(=[O:21])[CH:19]=[CH2:20]>>[C:18]([O-:22])(=[O:21])[CH:19]=[CH2:20].[C:18]([O-:22])(=[O:21])[CH:19]=[CH2:20].[CH:2]([O:3][Ti+2:5][O:8][CH:7]([CH3:9])[CH3:6])([CH3:4])[CH3:1]

Participants

3

Reactant 2

HCID 6581Acrylic AcidHCID 11026Titanium isopropoxide

Product 1

HCID 178460501HCID 178460501, compound

Procedure

To ice cold tetra-iso-propyltitanate (titanium (IV) isopropoxide) (9.55 g; 0.033M) in a distillation flask, acrylic acid (4.8 g; 0.066M) was added. The mixture was subjected to vacuum distillation ca. 1 mm Hg (133 Pa) at 37° C. on a rotary evaporator to remove iso-propanol ca. 4.4 g. The product is the distillation flask was 10.1 g (97% of theory) of a yellow liquid. The results of NMR spectral analysis are summarised in Table S3 below. It was not possible to obtain useful IR spectra because the product hydrolysed rapidly. These results are consistent with the product being the title compound as such but we think it probable that the product is in fact a statistical mixture of the possible acrylate products and possibly unreacted starting material, the product having the `average` composition corresponding to the title compound.

Workup

  1. distillationThe mixture was subjected to vacuum distillation ca. 1 mm Hg (133 Pa) at 37° C. on a rotary evaporator
  2. customto remove iso-propanol ca. 4.4 g
  3. customThe results of NMR spectral analysis
  4. customto obtain useful IR spectra because the product hydrolysed rapidly

Sources & evidence

ORD record
ord-8895f7781a9942068f915dd10e8f2c16
Source dataset
uspto-grants-1988_05
Patent number
US04748087

Reaction notes

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