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Chemical compound From Wikipedia, the free encyclopedia
DIPAMP is an organophosphorus compound that is used as a ligand in homogeneous catalysis. It is a white solid that dissolves in organic solvents. Work on this compound by W. S. Knowles was recognized with the Nobel Prize in Chemistry.[1] DIPAMP was the basis for one of the first industrial scale asymmetric hydrogenation, the synthesis of the drug L-DOPA.[2]
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Preferred IUPAC name
(Ethane-1,2-diyl)bis[(2-methoxyphenyl)(phenyl)phosphane] | |
Identifiers | |
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3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.203.286 |
PubChem CID |
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UNII |
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CompTox Dashboard (EPA) |
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Properties | |
C28H28O2P2 | |
Molar mass | 458.478 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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DIPAMP is a C2-symmetric diphosphine. Each phosphorus centre, which is pyramidal, bears three different substituents - anisyl, phenyl, and the ethylene group. The ligand therefore exists as the enantiomeric (R,R) and (S,S) pair, as well as the achiral meso isomer.
DIPAMP was originally prepared by an oxidative coupling, starting from anisyl(phenyl)(methyl)phosphine.
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