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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253886Generated: November 1, 2026

Water → HCID 19099814, compound

https://huagongshe.com/reaction/2253886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHexafluoroacetoneHCID 12695—
Reactant(+)-LimoneneHCID 440917—
CatalystTetrabutylammonium BromideHCID 74236—
ProductHCID 19099814HCID 19099814779.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

2,3-Divinylethylene oxide was prepared according to E. L. Stogryn et al., J. Org. Chem., 29, 1275 (1964). This compound (60 g, 0.625 mole) was mixed with d-limonene (2 g), tetra-n-butylammonium bromide (0.6 g), water (0.6 g) and hexafluoroacetone (108 g, 0.65 mole) in a 360 ml Shaker tube. The tube was sealed and was heated at 80° C./1 h4, 100° C./1hr and 120° C./6 hrs. The product mixture unloaded from the tube was distilled to give the desired product 30 g as a clear, colorless liquid. Bp. 50° C./30 mmHg. The structure was supported by its NMR spectroscopic data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05233058
Source datasetuspto-grants-1993_08
ORD IDord-092649497cf14ab1b786e48366efada0
Source noteuspto-grants-1993_08