642629

Di-tert-butylmethylphosphine

97%

• Synonym(s): (t-Bu)2PMe, Bis(tert-butyl)methylphosphine
• Linear Formula: [(CH₃)₃C]₂PCH₃
• CAS Number: 6002-40-0
• Molecular Weight: 160.24
• UNSPSC Code: 12352001
• PubChem Substance ID: 24883212
• MDL number: MFCD11869304

Properties

• Quality Segment: 100
• assay: 97%
• reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand; reaction type: Cross Couplings
• bp: 58 °C/12 mmHg (lit.)
• density: 0.824 g/mL at 25 °C (lit.)
• functional group: phosphine
• SMILES string: CP(C(C)(C)C)C(C)(C)C
• InChI: 1S/C9H21P/c1-8(2,3)10(7)9(4,5)6/h1-7H3
• InChI key: JURBTQKVGNFPRJ-UHFFFAOYSA-N

Description

Application

Bulky phosphine used with various palladium complexes in cross-coupling catalysis.

Di-tert-butylmethylphosphine (P^tBu₂Me) when added as HBF₄ salt, enhances the reactivity of palladium-catalyzed direct arylation of heterocylic arenes with aryl chlorides, bromides and azine N-oxides with aryl triflates to form the corresponding biaryl and 2-aryl azine N-oxides, respectively. It may be used in the preparation of CoCl₂(PtBu₂Me)₂, a cobalt phosphine complex, which in combination with methylaluminoxane (MAO) catalyzes the butadiene polymerization to form predominantly the cis-1,4 polymer.

Safety Information

• pictograms: GHS02,GHS05
• signalword: Danger
• hcodes: H250,H314
• pcodes: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
• Hazard Classifications: Pyr. Liq. 1 - Skin Corr. 1B
• Storage Class: 4.2 - Pyrophoric and self-heating hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter