Tert-butylphenylphosphine borane

Base Information

• Chemical Name: Tert-butylphenylphosphine borane
• CAS No.: 97764-44-8
• Molecular Formula: C₁₀H₁₈BP
• Molecular Weight: 180.038
• DSSTox Substance ID: DTXSID10586906
• Mol file: 97764-44-8.mol

Synonyms:TERT-BUTYLPHENYLPHOSPHINE BORANE;97764-44-8;SCHEMBL2299008;DTXSID10586906;AKOS006282757;tert-Butyl(phenyl)phosphane--boron (1/1);DB-009821

Chemical Property of Tert-butylphenylphosphine borane

Chemical Property:

• PSA: 13.59000
• LogP: 1.60500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 177.1004426
• Heavy Atom Count: 12
• Complexity: 107

Purity/Quality:

98% ^*data from raw suppliers

TERT-BUTYLPHENYLPHOSPHINE BORANE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B].CC(C)(C)PC1=CC=CC=C1

Technology Process of Tert-butylphenylphosphine borane

There total 20 articles about Tert-butylphenylphosphine borane 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: 82.0%

sodium tetrahydroborate (16940-66-2) + tert-Butylphenylphosphine oxide (98976-30-8,57956-51-1,6057-79-0,82945-11-7) → (+/-)-tert-butylphenylphosphine borane (639463-05-1,97764-44-8,155323-46-9)

Guidance literature:

With lithium aluminium tetrahydride; cerium(III) chloride; In not given; 0-25°C; according to Imamoto, T. et al., J. Am. Chem. Soc., 1985, 107, 5301; IR and (1)H-NMR spectroscopy;

DOI:10.1021/ja00169a036

Reference yield: 81.0%

benzyl(t-butyl)(phenyl)phosphine-borane → (+/-)-tert-butylphenylphosphine borane (639463-05-1,97764-44-8,155323-46-9) + benzyl-tert-butyl(cyclohexa-1,4-dien-3-yl)phosphane-borane (1202582-52-2)

Guidance literature:

benzyl(t-butyl)(phenyl)phosphine-borane; With ammonia; potassium; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.10.008

Reference yield: 81.0%

(S)-tert-butylphenylphosphinous acid borane complex + sodium tetrahydroborate (16940-66-2) → (SP)-tert-butyl(phenyl)phosphine borane (155323-46-9,639463-05-1,97764-44-8)

Guidance literature:

With (CH₃SO₂)2O; (C₂H₅)3N; In ethanol; P compd. reacted with (CH3SO2)2O/(C2H5)3N in CH2Cl2 at -15°C to room temp., reacted with NaBH4 in EtOH at room temp.;

DOI:10.1021/ja2034816

upstream raw materials:

lithium aluminium tetrahydride

dimethylsulfide borane complex

tert.-butyl lithium

Dichlorophenylphosphine

Refernces

• 1、 Stankevic, Marek,Wojcik, Karolina,Jaklinska, Magdalena,Pietrusiewicz, K. Michal. "In situ dearomatisation/alkylation of arylphosphane derivatives". experimental part. p. 2521 - 2534. Retrieved 2012/06/01.
• 2、 Bayardon, Jerome,Laureano, Hugo,Diemer, Vincent,Dutartre, Mathieu,Das, Utpal,Rousselin, Yoann,Henry, Jean-Christophe,Colobert, Francoise,Leroux, Frederic R.,Juge, Sylvain. "Stereoselective synthesis of o-bromo (or iodo)aryl P-chirogenic phosphines based on aryne chemistry". body text. p. 5759 - 5769. Retrieved 2012/08/08.