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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400117Generated: November 3, 2026

Hydroquinone → Ethylene Oxide

https://huagongshe.com/reaction/2400117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
ReactantSulfuric AcidHCID 1118—
ReactantTolueneHCID 1140—
ReactantAcrylic AcidHCID 6581—
ProductEthylene OxideHCID 6354—
Product(1,1'-Biphenyl)-2-olHCID 7017—

Reaction Steps

258 parts of a compound represented by formula ##STR8## (produced by Sanyo Chemical Industries, Ltd., reaction product of 1 mol of o-phenylphenol and 2 mol of ethylene oxide, trade name: Newpol OPE-20, OK value 217.5), 86.5 parts of acrylic acid, 300 parts of toluene, 21 parts of sulfuric acid and 5 parts of hydroquinone were charged and the mixture was heated. The produced water was distilled out together with the solvent, condensed and collected in a separator. When 18 parts of water was collected at the separator, the reaction mixture was cooled. The reaction temperature was 130°-140° C. The reaction mixture was solved in 500 parts of toluene, neutralized by 20% NaOH aqueous solution, and washed three times with 100 parts of 20% NaCl aqueous solution. By distilling off the solvent under reduced pressure, 303 parts of and acrylate represented by formula (7) was obtained. ##STR9## The viscosity (25° C.) was 204 CPS and refractive index (23° C.) was 1.567. The product was almost odorless. The results of high resolution NMR measurement of the product are shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05453452
Source datasetuspto-grants-1995_09
ORD IDord-47fe1d285f074985a418b18f3d0aa169
Source noteuspto-grants-1995_09