Phospholane

---

title: "Phospholane" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["phosphorus-heterocycles", "five-membered-rings"] topic_path: "general/phosphorus-heterocycles" source: "https://en.wikipedia.org/wiki/Phospholane" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| ImageFile = C4H8PH.png | ImageSize = 112 | ImageAlt = | PIN = Phospholane |Section1={{Chembox Identifiers | CASNo = 3466-00-0 | UNII_Ref = | UNII = 2BH587UMF9 | PubChem = 77013 | ChemSpiderID = 69459 | Beilstein = 605298 | Gmelin = 323930 | EC_number = 222-420-5 | ChEBI = 33133 | StdInChI=1S/C4H9P/c1-2-4-5-3-1/h5H,1-4H2 | StdInChIKey = GWLJTAJEHRYMCA-UHFFFAOYSA-N | SMILES = C1CPCC1}} |Section2={{Chembox Properties | C=4|H=9|P=1 | MolarMass = | Appearance = colorless liquid | Density = | MeltingPt = | BoilingPtC = 100- 103 | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}

Phospholane is the organophosphorus compound with the formula (CH2)4PH. This colorless liquid is the parent member of a family of five-membered, saturated rings containing phosphorus. Although phospholane itself is only of minor academic interest, the class of C- and P-substituted phospholanes are valued ligands in asymmetric hydrogenation and related areas of homogeneous catalysis. Phospholane is prepared by reduction of 1-chlorophospholane, which in turn is obtained by the reaction of 1-phenylphospholane and phosphorus trichloride.

::figure[src="https://upload.wikimedia.org/wikipedia/commons/2/2c/DuPhos_ligands.svg" caption="[[DuPhos]] is one of several phospholane ligands.]]{{clear}}"] ::

References

References

1. (2014). "Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)". [[Royal Society of Chemistry.
2. (2004). "Recent developments in chiral phospholane chemistry". Tetrahedron: Asymmetry.
3. K. Sommer. (1970). "Zur Spaltung tertiärer Phosphine. II". Zeitschrift für Anorganische und Allgemeine Chemie.

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::