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Di-tert-butylchlorophosphine
PRICE INQUIRYCatalog Number
ACM13716104-2
Product Name
Di-tert-butylchlorophosphine
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/13716-10-4.gif)
CAS
13716-10-4
Synonyms
(tert-C4H9)2PCl; ZINC95719226; PubChem6477; 716D104; AKOS015910830; di-t-Butylchlorophosphine; (t-Bu)2PCl; DTXSID70160089; Jsp002238; Di-tert-butylchlorophosphanec;
IUPAC Name
ditert-butyl(chloro)phosphane;
Molecular Weight
180.656g/mol
Molecular Formula
C8H18ClP;
Canonical SMILES
CC(C)(C)P(C(C)(C)C)Cl;
InChI
InChI=1S/C8H18ClP/c1-7(2,3)10(9)8(4,5)6/h1-6H3;
InChI Key
MCRSZLVSRGTMIH-UHFFFAOYSA-N;
Complexity
93.4
Covalently-Bonded Unit Count
1
EC Number
604-003-3
Exact Mass
180.083g/mol
Heavy Atom Count
10
Monoisotopic Mass
180.083g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
0A^2
Application
Di-tert-butylchlorophosphine is a colorless to light yellow liquid that serves a pivotal role in organic synthesis, particularly in the formation of catalysts and ligands. It functions as a bulky ligand when paired with palladium(II) acetate to enhance the efficiency of Suzuki-Miyaura cross-couplings between arylboronic acids and aryl bromides or chlorides. Additionally, it is instrumental in creating mono- and bidentate phosphine ligands within metal complexes, which are crucial for catalytic chiral asymmetric hydrogenations. Beyond these applications, Di-tert-butylchlorophosphine is utilized in both asymmetric and transition metal coupling reactions and plays a significant role in the synthesis of other phosphines required for catalytic polymerization processes.
February 10, 2025
Essential Catalyst for Efficient Cross-Couplings
Di-tert-butylchlorophosphine is invaluable in my lab's Suzuki-Miyaura reactions. As a ligand with Pd(OAc)2, it boosts efficiency and yields, making complex organic synthesis tasks remarkably smoother. A must-have for advanced chemical research!
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