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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468582Generated: October 26, 2026

5-Nonanone → Nonan-5-ol

https://huagongshe.com/reaction/468582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-NonanoneHCID 10405—
CatalystNickelHCID 935—
CatalystIronHCID 23925—
CatalystPalladiumHCID 23938—
CatalystRutheniumHCID 23950—
ProductNonan-5-olHCID 12202—

Reaction Steps

Diesel fuels by hydrogenation combined with dehydration over a bi-functional catalyst containing metal (e.g., Fe, Co, Ni, Ru, Rh, Pd, Os, Ir, Pt, Ag, Au, and combinations thereof) and acid sites (e.g., silica-alumina, etc.) (Huber (2007), West (2008)). Alternatively, the stream of 5-nonanone can undergo hydrogenation over a Ru/C catalyst operating at 423 K to produce 5-nonanol, followed by dehydration over an acid catalyst at 423 K (e.g., ZSM-5) to produce nonene. Importantly, all of these C9 compounds spontaneously separate from water. The water may then be recycled back to the GVL stream entering the reactor containing the Pd/niobia catalyst. The liquid stream of linear nonene undergoes isomerization over a zeolite catalyst (e.g., ZSM-5 at 523 K) to produce branched C9-olefins (or alkanes upon subsequent hydrogenation) for use as gasoline components. Alternatively, nonene undergoes dimerization over an acid catalyst (e.g., “AMBERLYST”-brand catalysts at 433 K) to produce a mixture of C9 and C18 olefins (or alkanes upon subsequent hydrogenation) for use in jet and Diesel fuels. (“AMBERLYST” is a registered trademark of Rohm & Haas Company, a wholly owned subsidiary of Dow Chemical Company.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08624043B2
Source datasetuspto-grants-2014_01
ORD IDord-1678486902794984a541f6f172670299
Source noteuspto-grants-2014_01