6002-31-9

Basic information

• Product Name: TERT-BUTYLPHENYLPHOSPHINE 97
• Synonyms: TERT-BUTYLPHENYLPHOSPHINE 97;t-Butylphenylphosphine, 97%
• CAS NO: 6002-31-9
• Molecular Formula: C₁₀H₁₅P
• Molecular Weight: 166.202
• Product Categories: Catalysis and Inorganic Chemistry;Phosphorus Compounds;Phosphorus Precursors
• Mol File: 6002-31-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 99-100 °C17 mm Hg(lit.)
• Appearance: /
• Density: 0.928 g/mL at 25 °C(lit.)
• CAS DataBase Reference: TERT-BUTYLPHENYLPHOSPHINE 97(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYLPHENYLPHOSPHINE 97(6002-31-9)
• EPA Substance Registry System: TERT-BUTYLPHENYLPHOSPHINE 97(6002-31-9)

Safety Data

• Hazard Codes: F
• Statements: 17
• Safety Statements: 7
• RIDADR: UN 2845 4.2/PG 1
• WGK Germany: 3
• Hazardous Substances Data: 6002-31-9(Hazardous Substances Data)

Usage

Uses

Reacts with electron deficient boranes 1 Reactant in platinum-catalyzed asymmetric alkylation of secondary phosphines 2 Reactant for preparation of "chiral-at-Ru" secondary phosphine complex 3

Upstream product

• 507-20-0 tertiary butyl chloride 
• 644-97-3 Dichlorophenylphosphine 
• 62839-84-3 tert.-butyl-phenylthiophosphinic chloride 
• 1079-66-9 chloro-diphenylphosphine 
• 29949-69-7 tert-butylchlorophenylphosphane 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 172487-18-2 ethyl Phenylphosphinate 
• 98976-30-8 tert-Butylphenylphosphine oxide 
• 32673-25-9 di(tertbutyl)phenylphosphine 
• 108-86-1 bromobenzene 
• 67033-70-9 tert-butyl(trimethylsilyl)phosphine 

Downstream Products

• 142132-65-8 C₁₃H₂₁I₂P 
• 1125780-68-8 (rac)-3-[(tert-butyl)(phenyl)phosphinoyl]pyridine 
• 639463-05-1 (+/-)-tert-butylphenylphosphine borane 
• 1383686-35-8 (+/-)-2-(bromophenyl)(tert-butyl)phenylphosphine borane 
• 1338696-77-7 chloro-(η5:η1[2-(tert-butylphenylphosphanyl)ethyl]cyclopentadienyl)-nickel(II) 
• 1338696-65-3 chloro-(η5:η1[2-(tert-butylphenylphosphanyl)ethyl]cyclopentadienyl)cobalt(II) 
• 1338696-75-5 (η5:η1[2-(tert-butylphenylphosphanyl)ethyl]cyclopentadienyl)(η2-cycloocten)iridium(I) 
• 1338696-79-9 dichloro-(η5:η1[2-(tert-butylphenylphosphanyl)ethyl]cyclopentadienyl)-chromium(III) 
• 1338696-71-1 (η5:η1[2-(tert-butylphenylphosphanyl)ethyl]cyclopentadienyl)(η2-ethen)-rhodium(I) 
• 1338696-74-4 (η5:η1[2-(tert-butylphenylphosphanyl)ethyl]indenyl)(η2-ethen)rhodoium(I) 
• 1338696-67-5 carbonyl(η5:η1[2-(tert-butylphenylphosphanyl)ethyl]cyclopentadienyl)cobalt(I) 
• 93634-81-2 (tert-butyl)(bromo)(phenyl)phosphine 

Relevant articles and documents

Symmetrical and unsymmetrical diphosphanes with diversified alkyl, aryl, and amino substituents

We present the comprehensive study of diphosphanes with diversified substituents regarding their syntheses, structures, and properties. To this end, we have synthesized a series of novel unsymmetrical alkyl, aryl and amino-substituted diphosphanes of the general formula R1R2P-PR3R4 (where R1, R2, R3, R4 = tBu, Ph, Et2N or iPr2N) via a salt metathesis reaction of halophosphanes with metal phosphides in high yield. We vastly expanded this group of compounds by obtaining the first mono- A nd tri-amino-substituted systems. The structures of the isolated compounds were characterized by NMR spectroscopy and X-ray diffraction. The isolated unsymmetrical diphosphanes have no tendency to rearrange to the corresponding symmetrical species. Additionally, we proposed the general classification of diphosphanes based on the number of different groups attached to phosphorus atoms and their distribution within a molecule. To investigate the impact of substituents on the properties of P-centers and a molecule as a whole, we conducted a DFT study on the electronic and steric properties of the obtained systems. The experimental and theoretical results can be very useful for designing P-P systems with desired properties.

Synthesis of building blocks for the development of the SUPRAPhos ligand library and examples of their application in catalysis

We have previously introduced the SUPRAPhos ligand library, which is based on components that are self-assembled through nitrogen-zinc interactions, and report here an extension of this library, which widens the scope for application in asymmetric homogeneous catalysis. For example, we report the synthesis of phosphorus amidite appended porphyrins and building blocks with stereogenic centers at the phosphorus. With the new building blocks described in this paper we can form a 450-membered SUPRAPhos library, which is based on 45 building blocks (30 pyridyl phosphorus ligands and 15 complementary porphyrin-appended phosphorus ligands). Examples of the use of members of the library in the rhodium-catalyzed asymmetric hydroformylation of styrene are included. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

A METHOD FOR GENERATING SECONDARY PHOSPHINES

This invention provides a method for generating secondary phosphines from secondary phosphine oxides in the presence of a reducing agent, such as diisobutylaluminum hydride (DIBAL-H), triisobutyldialuminoxane, triisobutylaluminum, tetraisobutyldialuminoxane, or another reducing agent comprising: (i) an R1R2AIH moiety, wherein R1 and R2 are each an alkyl species or oxygen, and wherein at least one of R1 or R2 comprises at least 2 carbon atoms, or (ii) an R1R2R3AI moiety, wherein R1, R2, and R3 are not hydrogen, and wherein at least one of R1, R2, and R3 is an alkyl species comprising a β-hydrogen, not including triethylaluminum. Preferred reducing agents for the present invention include: diisobutylaluminum hydride, triisobutyldialiuminoxane, triisobutylaluminum, tetraisobutyldialuminoxane, and combinations thereof.