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Diphenylmethoxyphosphine
Catalog Number
ACM4020999
Product Name
Diphenylmethoxyphosphine
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/4020-99-9.gif)
CAS
4020-99-9
Synonyms
Methyl diphenylphosphinite; Methoxydiphenylphosphine
IUPAC Name
methoxy(diphenyl)phosphane
Molecular Weight
216.22
Molecular Formula
C13H13OP
Canonical SMILES
COP(C1=CC=CC=C1)C2=CC=CC=C2;
InChI
OAADXJFIBNEPLY-UHFFFAOYSA-N
InChI Key
InChI=1S/C13H13OP/c1-14-15(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3
Boiling Point
149 °C at 6 mmHg(lit.)
Flash Point
>230 °F
Purity
98%
Density
1.078 g/mL at 25 °C(lit.)
Appearance
Liquid
Storage
0-6°C
Complexity
153
Covalently-Bonded Unit Count
1
EC Number
223-683-9
Exact Mass
216.07g/mol
H-Bond Acceptor
1
Heavy Atom Count
15
Isomeric SMILES
COP(C1=CC=CC=C1)C2=CC=CC=C2
Monoisotopic Mass
216.07g/mol
NSC Number
171167
Rotatable Bond Count
3
Topological Polar Surface Area
9.2A^2
Application
Diphenylmethoxyphosphine serves as a versatile chemical agent, primarily functioning as a catalyst and ligand in various organic synthesis reactions. It is instrumental in the hydroformylative desymmetrization of bisalkenyl and bishomoallylic carbinols and plays a crucial role in rhodium-catalyzed hydroformylation of bishomoallylic alcohols. Additionally, it aids in the preparation of γ-lactones through branched-regioselective hydroformylation reactions and serves as a ligand for nickel-catalyzed hydrocyanation reactions. Moreover, it acts as a catalyst in annulation reactions. This compound is typically observed as a colorless to light yellow liquid.
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