tert-Butyldiphenylphosphine

Base Information

• Chemical Name: tert-Butyldiphenylphosphine
• CAS No.: 6002-34-2
• Molecular Formula: C16H19 P
• Molecular Weight: 242.301
• Hs Code.: 2902909090
• European Community (EC) Number: 227-848-6
• NSC Number: 244302
• UNII: LR9MN4MU3H
• DSSTox Substance ID: DTXSID60208727
• Nikkaji Number: J223.941H
• Wikidata: Q83082861
• Mol file: 6002-34-2.mol

Synonyms:tert-Butyldiphenylphosphine;6002-34-2;tert-butyl(diphenyl)phosphane;Diphenyl(tert-butyl)phosphine;Phosphine, (1,1-dimethylethyl)diphenyl-;LR9MN4MU3H;NSC 244302;C16H19P;EINECS 227-848-6;MFCD00015004;NSC-244302;tert-butyldiphenylphosphane;NSC244302;t-butyldiphenylphosphine;UNII-LR9MN4MU3H;SCHEMBL301240;Phosphine, tert-butyldiphenyl-;DTXSID60208727;tert-Butyldiphenylphosphine, 97%;CHEBI:188595;AMY42273;(1,1-Dimethylethyl)diphenylphosphine;P(c1ccccc1)(c2ccccc2)C(C)(C)C;AKOS024258479;SY038314;CS-0085671;FT-0717467;F10241;A855238

Chemical Property of tert-Butyldiphenylphosphine

Chemical Property:

• Vapor Pressure: 0.000592mmHg at 25°C
• Melting Point: 52-55 °C(lit.)
• Boiling Point: 144-146 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 13.59000
• LogP: 3.91780
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 242.122437604
• Heavy Atom Count: 17
• Complexity: 198

Purity/Quality:

98% ^*data from raw suppliers

tert-Butyldiphenylphosphine 97% ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)P(C1=CC=CC=C1)C2=CC=CC=C2
• Uses: New family of Ph2(t-Bu)P phosphines for efficient Silyl-Heck transformations. Catalyst for:Nickel/Lewis acid-catalyzed carbocyanation of alkynes with acetonitrile or substituted acetonitrilesPalladium catalyzed hydrocarboxylation of acetylene with carbon monoxide to acrylic acid under mild conditionsPalladium to form a catalyst for methoxycarbonylation reactionsRu-catalyzed transfer hydrogenation in reductive coupling of disubstituted allenes with aldehydesStereoselective silylation by dehydrogenative Si-O coupling with Si-stereogenic silanesPhosphine ligand in nickel-catalyzed carbocyanation of alkynesMonodentate P-Donor Ligands (LKB-P)

Technology Process of tert-Butyldiphenylphosphine

There total 18 articles about tert-Butyldiphenylphosphine 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: 92.0%

diphenylphosphane (829-85-6) + tert-butyl alcohol (75-65-0) → tert-butyldiphenylphosphine (6002-34-2)

Guidance literature:

With silica gel; In toluene; at 100 ℃; for 6h; Temperature; Reagent/catalyst; Inert atmosphere;

Reference yield: 64.0%

tert.-butyl lithium (594-19-4) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → tert-butyldiphenylphosphine (6002-34-2)

Guidance literature:

In tetrahydrofuran; pentane; at -78 - 20 ℃;

DOI:10.1039/b713451g

Reference yield: 61.0%

tert-Butyl iodide (558-17-8) + diphenylphosphane (829-85-6) → tert-butyldiphenylphosphine (6002-34-2)

Guidance literature:

With 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation;

DOI:10.1002/chem.202002646

upstream raw materials:

tertiary butyl chloride

Dichlorophenylphosphine

tert-butylmagnesium bromide

chloro-diphenylphosphine

Downstream raw materials:

diphenyl(tert-butyl)phosphine oxide

diphenyl-t-butylphosphine borane complex

diphenyl(p-tolyl)phosphine oxide

1-chloro-4-(diphenylphosphinoyl)benzene

Refernces

• 1、 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.
• 2、 McAtee, Jesse R.,Yap, Glenn P. A.,Watson, Donald A.. "Rational design of a second generation catalyst for preparation of allylsilanes using the silyl-Heck reaction". supporting information. p. 10166 - 10172. Retrieved 2014/08/05.