tert-Butyldiphenylphosphine

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Catalog Number
ACM6002342-2
Product Name
tert-Butyldiphenylphosphine
Structure
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CAS
6002-34-2
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Synonyms
6002-34-2; DB-009818; NSC-244302; Phosphine, (1,1-dimethylethyl)diphenyl-; KS-00000W5P; Diphenyl(tert-butyl)phosphine; tert-Butyldiphenylphosphine, 97%; ZINC1765042; tert-butyl(diphenyl)phosphine; 4CH-022549;
IUPAC Name
tert-butyl(diphenyl)phosphane;
Molecular Weight
242.302g/mol
Molecular Formula
C16H19P;
Canonical SMILES
CC(C)(C)P(C1=CC=CC=C1)C2=CC=CC=C2;
InChI
InChI=1S/C16H19P/c1-16(2,3)17(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13H,1-3H3;
InChI Key
QZUPHAGRBBOLTB-UHFFFAOYSA-N;
Complexity
198
Covalently-Bonded Unit Count
1
EC Number
227-848-6
Exact Mass
242.122g/mol
Heavy Atom Count
17
Monoisotopic Mass
242.122g/mol
NSC Number
244302
Rotatable Bond Count
3
Topological Polar Surface Area
0A^2
Application
Tert-Butyldiphenylphosphine is developed as an integral component of the new family of Ph2(t-Bu)P phosphines, specifically designed to enhance the efficiency of several catalytic transformations. It serves as a key catalyst in Silyl-Heck transformations and plays a crucial role in various reaction processes. This includes acting as a catalyst in nickel/Lewis acid-catalyzed carbocyanation of alkynes with acetonitrile or its derivatives, facilitating palladium-catalyzed hydrocarboxylation of acetylene with carbon monoxide to produce acrylic acid under mild conditions, and forming a palladium-based catalyst for methoxycarbonylation reactions. Additionally, it is utilized in Ru-catalyzed transfer hydrogenation during the reductive coupling of disubstituted allenes with aldehydes and aids in stereoselective silylation through dehydrogenative Si-O coupling with Si-stereogenic silanes. As a phosphine ligand in nickel-catalyzed carbocyanation of alkynes and a monodentate P-donor ligand, tert-Butyldiphenylphosphine significantly contributes to advancing the field of catalyst design and application.
March 25, 2025

Versatile Catalyst for Advanced Synthesis

This tert-Butyldiphenylphosphine is indispensable for our lab's Silyl-Heck transformations. It excels in promoting efficient nickel-catalyzed carbocyanation, significantly enhancing our research outcomes. Highly recommend for any chemistry research requiring reliable catalytic performance.

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