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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 258638Generated: October 25, 2026

O-Xylene → 5-Ortho-tolylpentene

https://huagongshe.com/reaction/258638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
Reactant1,3-ButadieneHCID 7845—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantSodiumHCID 5360545—
ReactantPotassiumHCID 5462222—
SolventWaterHCID 962—
Product5-Ortho-tolylpenteneHCID 1087742559.7%

Reaction Steps

Using the equipment and procedure described in Example I a run was made using an alloy of 0.1% sodium and 0.1% potassium based on the weight of the xylene and another run with the same alloy was made adding 0.09% TMEDA. Both runs were made using butadiene having 155 ppm water which decreased activity but the effect of the amine cocatalyst is indicated by a trans:cis ratio 2.11 compared to 1.35 for the alloy alone, and by cumulative yield of 59.7% 5-OTP compared to 40% for the alloy alone. Other examples are listed in Table I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04034052
Source datasetuspto-grants-1977_07
ORD IDord-70032d0228f64b2584c66eaf46f1e85e
Source noteuspto-grants-1977_07