1, 4-Dioxane

Sandra Forbes

Product Manager

1, 4-dioxane, a heterocyclic organic ether, is a colorless liquid that emits a subtle, sweet aroma reminiscent of diethyl ether. Commonly referred to simply as dioxane due to the scarcity of its other isomers (1, 2- and 1, 3-), this compound finds widespread use as a solvent across numerous practical and laboratory applications. Additionally, it serves as a stabilizer for the safe transportation of chlorinated hydrocarbons within aluminum containers.

Recent Literature

The employment of 1,2-bis(dicyclohexylphosphino)ethane (DCyPE) as a ligand facilitated an iridium-mediated transfer hydrogenation process of alkenes, leveraging 1, 4-dioxane as the hydrogen source. A polystyrene-based cross-linked bisphosphine, PS-DPPBz, was synthesized to create a reusable heterogeneous catalyst for this transformation. Notably, the reaction displayed compatibility with various potentially reducible functional groups, including carbonyl, nitro, cyano, and imino moieties.

D. Zhang, T. Iwai, M. Sawamura, Org. Lett., 2019, 21, 5867-5872.

DOI: 10.1021/acs.orglett.9b01989

The incorporation of 1,2-bis(dicyclohexylphosphino)ethane (DCyPE) as a ligand facilitated an efficient iridium-catalyzed transfer hydrogenation reaction of alkenes, utilizing 1, 4-dioxane as the hydrogen donor. Furthermore, the synthesis of a polystyrene-cross-linked bisphosphine, PS-DPPBz, resulted in the creation of a reusable heterogeneous catalyst that demonstrated robustness towards various potentially reducible functional groups, including carbonyl, nitro, cyano, and imino groups.

D. Zhang, T. Iwai, M. Sawamura, Org. Lett., 2019, 21, 5867-5872.

DOI: 10.1021/acs.orglett.9b01989

Quoted from: 

https://www.organic-chemistry.org/chemicals/reductions/1,4-dioxane.shtm

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