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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 567930Generated: October 27, 2026

Sulfuric Acid → Propanoic acid, 3-(nitrooxy)-2,2-bis[(nitrooxy)methyl]-

https://huagongshe.com/reaction/567930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantPentaerythritol, trinitrateHCID 15353—
ReactantBisulfiteHCID 104748—
ReactantPotassium PermanganateHCID 516875—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
ProductPropanoic acid, 3-(nitrooxy)-2,2-bis[(nitrooxy)methyl]-HCID 988229172%

Reaction Steps

0.0074 mol of KMnO4 is added in portions, with vigorous stirring, to a solution of 0.0037 mol of pentaerythrityl trinitrate (PETriN), 5.5 ml of benzene, 9 ml of water and 0.15 ml of Aliquat® 336. When the addition has ended, the temperature is kept at 15° C. for 2 hours. Aqueous hydrogensulfite solution is then added, the mixture is acidified with H2SO4 and the benzene layer is separated off. After removal of the solvent, 3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid (Tri-PA) is obtained as a solid residue, which is recrystallized several times from methylene chloride. Yield: 72%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180664B2
Source datasetuspto-grants-2001_01
ORD IDord-d523d9157cc143ec9dc001aaf4db2333
Source noteuspto-grants-2001_01