Ethyldiphenylphosphine

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Catalog Number
ACM607012
Product Name
Ethyldiphenylphosphine
Structure
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CAS
607-01-2
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Synonyms
Diphenylphosphinoethyl; (Diphenylphosphino)Ethane
IUPAC Name
ethyl(diphenyl)phosphane
Molecular Weight
214.24
Molecular Formula
C14H15P
Canonical SMILES
CCP(C1=CC=CC=C1)C2=CC=CC=C2;
InChI
WUOIAOOSKMHJOV-UHFFFAOYSA-N
InChI Key
InChI=1S/C14H15P/c1-2-15(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,2H2,1H3
Boiling Point
293 °C(lit.)
Flash Point
>230 °F
Purity
98%
Density
1.048 g/mL at 25 °C(lit.)
Appearance
Liquid
Complexity
148
Covalently-Bonded Unit Count
1
Exact Mass
214.091g/mol
Heavy Atom Count
15
Isomeric SMILES
CCP(C1=CC=CC=C1)C2=CC=CC=C2
Monoisotopic Mass
214.091g/mol
NSC Number
151254
Rotatable Bond Count
3
Topological Polar Surface Area
0A^2
Application
Ethyldiphenylphosphine serves as a versatile catalyst with applications across various advanced chemical reactions. It facilitates three-component coupling reactions involving arylaldehydes, methyl vinyl ketone, and phthalimide, exhibiting efficiency in regio- and stereoselective hydroalkynylation of methylenecyclopropanes. Additionally, it plays a crucial role in synthesizing oxazolidines, thiazolidines, pyrrolidines, and indoles, and is instrumental in the conversion of dimers to monomers. Its catalytic capabilities extend to tandem Morita-Baylis-Hillman/Michael addition reactions, platinum-catalyzed cyclization processes, and regioselective and stereoselective [3+2] cycloadditions. The compound is also utilized in platinum-catalyzed intermolecular hydroamination and hydroformylation reactions, marking it as an essential tool in the field of chemical synthesis.
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