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3-(Diphenylphosphino)propionic acid

Catalog Number
ACM2848013
Product Name
3-(Diphenylphosphino)propionic acid
Structure
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CAS
2848-01-3
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Synonyms
(2-Carboxyethyl)diphenylphosphine
IUPAC Name
3-diphenylphosphanylpropanoic acid;
Molecular Weight
258.25
Molecular Formula
C₁₅H₁₅O₂P
Canonical SMILES
C1=CC=C(C=C1)P(CCC(=O)O)C2=CC=CC=C2;
InChI
InChI=1S/C15H15O2P/c16-15(17)11-12-18(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,16,17);
InChI Key
OTSIFUHGOBFOTH-UHFFFAOYSA-N;
Melting Point
130-134° C
Purity
≥97%
Storage
room temperature
Complexity
237
Covalently-Bonded Unit Count
1
Exact Mass
258.081g/mol
H-Bond Acceptor
2
H-Bond Donor
1
Heavy Atom Count
18
Monoisotopic Mass
258.081g/mol
Rotatable Bond Count
5
Topological Polar Surface Area
37.3A^2
Application
3-(Diphenylphosphino)propionic acid serves a crucial role in various chemical processes, acting as a reactant in the organocatalytic asymmetric aziridination of imines and diazo compounds. It is instrumental in the phosphine-mediated conversion of azides into diazo compounds, and is also vital in the preparation of rhodium catalysts used in hydroformylation. Additionally, this compound is essential for the synthesis of reagents employed in the Mitsunobu reaction, highlighting its versatility and importance in facilitating complex chemical transformations.
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