Tri-tert-butylphosphine

Base Information

• Chemical Name: Tri-tert-butylphosphine
• CAS No.: 13716-12-6
• Molecular Formula: C12H27P
• Molecular Weight: 202.32
• Hs Code.: HOSPHINE PRODUCT IDENTIFICATION
• European Community (EC) Number: 237-266-4
• DSSTox Substance ID: DTXSID80160090
• Nikkaji Number: J278.010K
• Wikidata: Q72515493
• Mol file: 13716-12-6.mol

Synonyms:Tri-tert-butylphosphine;13716-12-6;tri-t-Butylphosphine;tritert-butylphosphane;tri-tert-butylphosphane;tri-Tertbutylphosphine;Phosphine, tris(1,1-dimethylethyl)-;Tris(1,1-dimethylethyl)phosphine;tri-tert-butylphosphin;tri(tert-butyl)phosphine;Tri-tert-butylphosphine,TTBP;P(T-BU)3;TRIS(TERT-BUTYL)PHOSPHINE;EINECS 237-266-4;MFCD00015006;trit-butylphosphine;tert-Bu3P;tri-t-butylphospine;tritertbutylphosphine;PtBu3;tBu3P;tri t-butylphosphine;tris-t-butylphosphine;tritert-butylphosphine;tritert.butylphosphine;P(tert-Bu)3;tri t-butyl phosphine;tri(t-butyl)phosphine;tri-t-butyl phosphine;tri-t-butyl-phosphine;tri-tert-butylphoshine;tri-tert-butylphospine;tri-tert-buylphosphine;tri-(t-butyl)phospine;Pt-Bu3;t-Bu3P;tri tert-butylphosphane;tri tert-butylphosphine;tri-tert butylphosphine;tri-tert-butlyphosphine;tris(t-butyl)phosphine;tri-(t-butyl)phosphine;tris-tert-butylphosphine;tri tert-butyl phosphine;tri(tert.butyl)phosphine;tri-(t-butyl) phospine;tri-tert-butyl phosphine;tri-tert-butyl-phosphine;tri-tert.-butylphosphine;tri-tert.butyl phosphine;P(tBu)3;PBu(t)3;tris-tert-butyl phosphine;tri(tert.-butyl)phosphine;tri-(tert-butyl)phosphine;Tri(tert-butyl) phosphine;(t-Bu)3P;SCHEMBL28566;Tri-tert-butylphosphine, 98%;TRI-TERT-BUTYL-PHOSPHANE;AMY6977;DTXSID80160090;tris(1,1-dimethylethyl)phosphane;BCP06955;STR06767;AKOS015838449;SC11066;FT-0656409;FT-0656426;T1912;Tri-tert-butylphosphine, 90%, technical grade;10.14272/BWHDROKFUHTORW-UHFFFAOYSA-N.1;A807202;A936610;doi:10.14272/BWHDROKFUHTORW-UHFFFAOYSA-N.1;F0001-4666;TRI-T-BUTYLPHOSPHINE;TRI-TERT-BUTYLPHOSPHINE

Chemical Property of Tri-tert-butylphosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.105mmHg at 25°C
• Melting Point: 30-35 °C(lit.)
• Boiling Point: 229.4 °C at 760 mmHg
• Flash Point: 94.6 °C
• PSA: 13.59000
• Density: 0.861 g/mL at 25 °C
• LogP: 4.86380
• Storage Temp.: Flammables area
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: insoluble
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 202.185037859
• Heavy Atom Count: 13
• Complexity: 128

Purity/Quality:

98%+ ^*data from raw suppliers

Tri-?tert-?butylphosphine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 17-34-67-65-63-48/20-11
• Safety Statements: 26-45-62-36/37/39-25-43-27-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)P(C(C)(C)C)C(C)(C)C
• Uses: Tri-tert-butylphosphine is used primarily in the preparation of mono- and bidentate phosphine ligands in metal complexes for catalytic chiral asymmetric hydrogenations and other asymmetric reactions as well as transition metal coupling reactions. This reagent is also used in the preparation of other phosphines in catalytic polymerization reactions. Valuable ligand for several coupling reactions. This product is offered as the THF solution for more convenient handling.

Technology Process of Tri-tert-butylphosphine

There total 27 articles about Tri-tert-butylphosphine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

t-butyl bromide (507-19-7) → tri-tert-butyl phosphine (13716-12-6)

Guidance literature:

With calcium phosphide; nickel(II) acetylacetonate; In tetrahydrofuran; at 70 ℃; for 10h; Temperature; Inert atmosphere;

Reference yield: 94.3%

tert-butylmagnesium chloride (677-22-5) → tri-tert-butyl phosphine (13716-12-6)

Guidance literature:

With boron trifluoride-tetrahydrofuran complex; phosphorus trichloride; In tetrahydrofuran; at -10 - 0 ℃; for 3h; Reagent/catalyst; Inert atmosphere;

Reference yield: 90.2%

di(tert-butyl)chlorophosphine (13716-10-4) + tert-butylmagnesium chloride (677-22-5) → tri-tert-butyl phosphine (13716-12-6)

Guidance literature:

copper(l) chloride; In tetrahydrofuran; at 20 - 40 ℃; for 4h;

upstream raw materials:

tert-butylmagnesium chloride

di(tert-butyl)chlorophosphine

tert.-butyl lithium

Tri-tert-butylphosphantellurid

Downstream raw materials:

2-methylphenyl bromide

2-methylchlorobenzene

ortho-methylphenyl iodide

bromobenzene

Refernces

• 1、 Demchuk, Oleg M.,?wierczyńska, Wioletta,Dziuba, Kamil,Frynas, S?awomir,Flis, Anna,Pietrusiewicz, K. Micha?. "Raney-Ni reduction of phosphine sulfides". . p. 64 - 68. Retrieved 2017.
• 2、 Gschwind, Ruth M.,Mende, Michael,Scott, Daniel J.,Streitferdt, Verena,Till, Marion,Wolf, Robert. "Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts". supporting information. p. 1100 - 1103. Retrieved 2022/02/03.
• 3、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.