Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098442Generated: November 1, 2026

Dicyclopentadiene → Dicyclopentadiene

https://huagongshe.com/reaction/2098442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclopentadieneHCID 6492—
ReactantCyclopentadieneHCID 7612—
ProductDicyclopentadieneHCID 6492—
ProductOctahydro-exo-4,7-methano-1H-indeneHCID 11159354—

Reaction Steps

In the prior art, JP-10 is prepared by first completely hydrogenating extra-high purity cyclopentadiene (CPD) dimer, namely dicyclopentadiene (DCPD, freezing point of 33.6° C.), as a precursor to yield the solid endo-isomer of the hydrogenated derivative, namely endo-THDCPD (freezing point of 77° C.), wherein the hydrogenation of DCPD is carried out in two stages (the first stage and the second stage). In the first stage, the dihydro derivative, namely dihydrodicyclopentadiene (DHDCPD, freezing point of 51° C.) was obtained by selective hydrogenation of DCPD in the presence of nickel or palladium catalyst at the temperature of 50-120° C. In the second stage, the solid endo-THDCPD (freezing point of 77° C.) was obtained by hydrogenation of DHDCPD in the presence of metal catalyst at the temperature of 130-220° C. Finally, the solid endo-THDCPD is isomerized to the liquid exo-THDCPD, namely JP-10 (freezing point <−79° C.), in an amount of more than 98.5% of the total product weight in the presence of an acidic catalyst. JP-10 is very expensive because it is obtained by chemical synthesis from extra-high purity DCPD using a batch reactor (referring to U.S. Pat. Nos. 3,381,046, 4,086,284, 4,107,223, and 4,270,014).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450544B2
Source datasetuspto-grants-2013_05
ORD IDord-d5596b9932fc426a829877546970da16
Source noteuspto-grants-2013_05