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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881808Generated: October 25, 2026

Toluene → Limonene diepoxide

https://huagongshe.com/reaction/1881808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhthalic AnhydrideHCID 6811—
ReactantSodium percarbonateHCID 159762—
Reactant(+)-LimoneneHCID 440917—
ProductLimonene diepoxideHCID 23270399%

Reaction Conditions

Temperature60 °C

Reaction Steps

Limonene (1.36 g, 10 mmol) was dissolved in toluene (25 ml), and a composition containing sodium percarbonate (10.5 g, 66.7 mmol) and phthalic anhydride (14.8 g, 100 mmol) was added thereto. The mixture was stirred at 60° C. After 12 hours, the reaction solution was washed with water to thereby completely remove phthalic acid, sodium phthalate, and disodium phthalate, which were generated as by-products, and the remaining H2O2. Toluene was distilled off from the organic phase by distillation, and as a result, 1.66 g (99% yields) of limonene diepoxide with a GC purity of 100% was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318958B2
Source datasetuspto-grants-2012_11
ORD IDord-8e5798d827c14d6aa5c2a1d2210861c0
Source noteuspto-grants-2012_11