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4-(Dimethylamino)phenyldiphenylphosphine

4-(Dimethylamino)phenyldiphenylphosphine

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Catalog Number

ACM739582

Product Name

Structure

CAS

739-58-2

Product Overview
Usage

Synonyms

4-(Diphenylphosphino)-N,N-Dimethylaniline;
Diphenyl[4-(N,N-Dimethylamino)Phenyl]Phosphine

IUPAC Name

4-diphenylphosphanyl-N,N-dimethylaniline

Molecular Weight

305.35

Molecular Formula

C20H20NP

Canonical SMILES

CN(C)C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3;

InChI

GOEGBJDTWXTPHP-UHFFFAOYSA-N

InChI Key

InChI=1S/C20H20NP/c1-21(2)17-13-15-20(16-14-17)22(18-9-5-3-6-10-18)19-11-7-4-8-12-19/h3-16H,1-2H3

Boiling Point

417.5±28.0 °C(Predicted)

Melting Point

151-154 °C(lit.)

Purity

98%

Appearance

Solid

Complexity

292

Covalently-Bonded Unit Count

Exact Mass

305.133g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

CN(C)C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3

Monoisotopic Mass

305.133g/mol

Rotatable Bond Count

Topological Polar Surface Area

3.2A^2

Application

4-(Dimethylamino)phenyldiphenylphosphine serves as a versatile catalyst and reducing agent with applications across multiple chemical processes. It facilitates the regioselective annulation for preparing dicyano(aryl)cyclohexenecarboxylic acid esters and aids in the diastereoselective cycloaddition of styrenyl allenoates. Additionally, it enhances interfacial carbonylation of methylbenzyl bromide and is instrumental in the hydroformylation of octene. Beyond catalysis, it acts as a reducing agent, particularly valuable for achieving selective cleavage of disulfide-internally linked peptide-nucleic acids, showcasing its broad utility in various synthetic and chemical transformations.

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CAS
Size
Purity
Price
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739-58-2
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98%
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