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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899720Generated: October 25, 2026

3-Hexene → 1-Hexene

https://huagongshe.com/reaction/899720

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HexeneHCID 11601—
Reactanttrans-3-HexeneHCID 638066—
Reactantcis-3-HexeneHCID 643783—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-HexeneHCID 11597—
Product3-HexeneHCID 11601—

Reaction Steps

The 3-hexene feedstock was assumed to have a composition of 33 wt % cis-3-hexene and 67 wt % trans-3-hexene. The normal boiling points for 1-, 2-, and 3-hexene are listed in Example 2. The normal boiling for NMP, the extraction solvent in this example, is 204° C. (400° F.). The isomerization reaction was assumed to occur at the bottom of the column. The column was assumed to have 150 theoretical stages, a kettle reboiler, and a total condenser. The operating conditions for the column consisted of a pressure of 5 atm, condenser temperature of 124° C. (255° F.), and reboiler temperature of 279° C. (533° F.). In addition, 500 lb/hr of NMP was added to the 10th theoretical stage of the column (near the top). This resulted in a column with a diameter of 11.4 ft and a reflux ratio of 455. For this case, the 1000 lb/hr 3-hexene feed resulted in 980 lb/hr of 99 wt % 1-hexene product. The column bottoms contained 98 wt % NMP, which can be recycled back to the column. A detailed material balance is shown in the following table. RXFEED is the distillation column feed stream, SOLVENT is the NMP extractive distillation solvent stream, BOTTOMS is the distillation column bottoms stream, and 1-HEXENE is the product stream, which is obtained from the top of the column.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07355087B2
Source datasetuspto-grants-2008_04
ORD IDord-c24d16434ae540438ee13caf7d9f4af4
Source noteuspto-grants-2008_04