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

Description

TERT-BUTYLPHENYLPHOSPHINE 97, also known as tBuPhPH, is an organophosphine compound with the molecular formula C10H15P. It is a colorless to pale yellow liquid and is commonly used as a reagent in various chemical reactions due to its unique chemical properties.

Uses

Used in Chemical Synthesis:
TERT-BUTYLPHENYLPHOSPHINE 97 is used as a reactant for [application type] in the following applications:
1. Reactant in the reaction with electron deficient boranes, which is crucial for the synthesis of various organic compounds.
2. Reactant in platinum-catalyzed asymmetric alkylation of secondary phosphines, a process that contributes to the production of chiral compounds with potential applications in pharmaceuticals and agrochemicals.
3. Reactant for the preparation of "chiral-at-Ru" secondary phosphine complexes, which are valuable in homogeneous catalysis and can be used to create enantioselective catalysts for asymmetric reactions.

Upstream product

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

Downstream Products

• 71478-36-9 4-[(tert-butyl-phenyl-phosphanyl)-methyl]-morpholine 
• 66830-56-6 dimethylaminomethyl-tert-butylphenylphosphine 
• 7621-16-1 (+/-)-tert-butylmethylphenylphosphine 
• 142132-64-7 C₁₃H₂₁Br₂P 
• 142132-65-8 C₁₃H₂₁I₂P 
• 76637-78-0 Allyl-tert.-butylphenylphosphin 
• 6057-81-4 Methyl-tert.-butyl-phenyl-desyl-phosphonium-jodid 
• 6002-50-2 Phenyl-tert.-butyl-methyl-(p-benzhydryl-phenyl)-phosphoniumjodid 
• 215729-87-6 (C₅H₅)Fe(CO)2(PH(C₆H₅)(C(CH₃)3))⁽¹⁺⁾*BF₄^(1-)=[(C₅H₅)Fe(CO)2(PH(C₆H₅)(C(CH₃)3))]BF₄ 
• 1125780-68-8 (rac)-3-[(tert-butyl)(phenyl)phosphinoyl]pyridine 
• 1144113-71-2 (t-Bu)(Ph)PH(C₆F₄)BF(C₆F₅)2 

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 superior method for the reduction of secondary phosphine oxides

(Chemical Equation Presented) Diisobutylaluminum hydride (DIBAL-H) and triisobutylaluminum have been found to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be readily reduced, including diaryl, arylalkyl, and dialkyl members. Many SPOs can now be reduced at cryogenic temperatures, and conditions for preservation of reducible functional groups have been found. Even the most electron-rich and sterically hindered phosphine oxides can be reduced in a few hours at 50-70°C. This new reduction has distinct advantages over existing technologies.