23897-15-6 Usage
Description
TRIMESITYLPHOSPHINE, also known as tris(mesityl)phosphine, is a phosphine compound characterized by its white to light yellow crystalline powder appearance. It is composed of three mesityl groups attached to a central phosphorus atom, which contributes to its unique chemical properties and reactivity.
Uses
Used in Organic Synthesis:
TRIMESITYLPHOSPHINE is used as an intermediate in organic synthesis for its ability to act as a ligand in various chemical reactions. Its strong electron-donating properties and steric bulk make it a valuable component in the synthesis of metal complexes and catalysts, facilitating a wide range of organic transformations.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TRIMESITYLPHOSPHINE is used as a precursor for the development of new drugs and pharmaceutical agents. Its unique chemical properties allow it to be incorporated into the molecular structures of potential therapeutic compounds, enhancing their efficacy and selectivity.
Used in Chemical Research:
TRIMESITYLPHOSPHINE is also utilized in chemical research as a reagent and catalyst in various chemical reactions. Its ability to form stable complexes with metal ions makes it a useful tool for studying reaction mechanisms and developing new synthetic methodologies.
Used in Material Science:
In the field of material science, TRIMESITYLPHOSPHINE is employed in the development of advanced materials with unique properties. Its potential use in the synthesis of metal-organic frameworks (MOFs) and coordination polymers can lead to the creation of materials with applications in gas storage, catalysis, and sensing.
Overall, TRIMESITYLPHOSPHINE is a versatile and valuable compound with a wide range of applications across various industries, including organic synthesis, pharmaceuticals, chemical research, and material science. Its unique chemical properties and reactivity make it an essential component in the development of new technologies and products.
Purification Methods
It recrystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. The P-methyl iodide has m 269o (yellow powder from EtOH or H2O). [Beilstein 16 H 774.]
Check Digit Verification of cas no
The CAS Registry Mumber 23897-15-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,8,9 and 7 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 23897-15:
(7*2)+(6*3)+(5*8)+(4*9)+(3*7)+(2*1)+(1*5)=136
136 % 10 = 6
So 23897-15-6 is a valid CAS Registry Number.
InChI:InChI=1/C27H33P/c1-16-10-19(4)25(20(5)11-16)28(26-21(6)12-17(2)13-22(26)7)27-23(8)14-18(3)15-24(27)9/h10-15H,1-9H3
23897-15-6Relevant articles and documents
Halpern,Mislow
, p. 5224 (1967)
An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence
Aukland, Miles H.,Talbot, Fabien J. T.,Fernández-Salas, José A.,Ball, Matthew,Pulis, Alexander P.,Procter, David J.
supporting information, p. 9785 - 9789 (2018/07/31)
An interrupted Pummerer/nickel-catalysed cross-coupling strategy has been developed and used in the elaboration of styrenes. The operationally simple method can be carried out as a one-pot process, involves the direct formation of stable alkenyl sulfonium salt intermediates, utilises a commercially available sulfoxide, catalyst, and ligand, operates at ambient temperature, accommodates sp-, sp2-, and sp3-hybridised organozinc coupling partners, and delivers functionalised styrene products in high yields over two steps. An interrupted Pummerer/cyclisation approach has also been used to access carbo- and heterocyclic alkenyl sulfonium salts for cross-coupling.
Stoichiometric reduction of CO2 to CO by phosphine/AlX 3-based frustrated Lewis pairs
Menard, Gabriel,Gilbert, Thomas M.,Hatnean, Jillian A.,Kraft, Anne,Krossing, Ingo,Stephan, Douglas W.
supporting information, p. 4416 - 4422 (2013/09/02)
The reactions of the bulky phosphines Mes3P or (otol) 3P with AlX3 (X = I, Br, Cl) and CO2 are probed and shown to give complexes of the form Mes3PC(OAlX 3)2 (X = I (3), Br (4), Cl (5)) and (otol) 3PC(OAlI3)2 (6). The former compounds under CO2 are further transformed to Mes3PC(OAlX 2)2OAlX3 (X = I (8), Br (10)) and [Mes 3PX][AlX4] (X = I (9), Br (11)). These latter reactions are thought to proceed via dissociation of alane, as evidenced by the generation of (otol)3PC(OAl(C6F5)3) from (otol)3PC(OAl(C6F5)3)2 (7) and the isolation of (otol)3PC(O)OAl(OC(CF3) 3)3 (15). Subsequent insertion of CO2 into the Al-X bond is evidenced by the characterization of [(C6F 5)C(O)OAl(C6F5)2]2 (14) from the reaction of Al(C6F5)3 and CO 2. The isolation of Al(C6F5) 3·2(C6H5Br) (16) also suggests dissociation of Al(C6F5)3 from 7 may be facilitated by interactions with solvent. Kinetics of the formation of 8/9 from 3 show the reaction is first order in 3 and CO2 and the rate-determining step involves an associative process. A mechanism involving dissociation of alane and subsequent insertion of CO2 into the Al-X bond is proposed.
