2-(Di-tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl

Base Information

• Chemical Name: 2-(Di-tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl
• CAS No.: 224311-49-3
• Molecular Formula: C22H32 N P
• Molecular Weight: 341.4699
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID70370585
• Nikkaji Number: J1.124.978G,J3.548.578C
• Wikidata: Q72470094
• Mol file: 224311-49-3.mol

Synonyms:224311-49-3;2-(Di-tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl;2'-(Di-tert-butylphosphino)-N,N-dimethyl-[1,1'-biphenyl]-2-amine;t-BuDavePhos;2-DI-T-BUTYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL;2-(2-ditert-butylphosphanylphenyl)-N,N-dimethylaniline;MFCD03426986;2-di-tert-butylphosphino-2'-(N,N-dimethylamino)biphenyl;tBuDavePhos;2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine;2'-(DI-TERT-BUTYLPHOSPHINO)-N,N-DIMETHYLBIPHENYL-2-AMINE;C22H32NP;t-BuDavePhos, 97%;SCHEMBL238097;2-(2-ditert-butylphosphanylphenyl)-N,N-dimethyl-aniline;DTXSID70370585;PHLPNEHPCYZBNZ-UHFFFAOYSA-N;AMY19710;BCP21880;[2'-(DI-TERT-BUTYL-PHOSPHANYL)-BIPHENYL-2-YL]-DIMETHYL-AMINE;AKOS015999743;AC-4978;CS-W008476;GC10148;2-Di-tert-butylphosphino-2 inverted exclamation marka-(N,N-dimethylamino)biphenyl;AS-71705;SY009815;FT-0689982;J3.548.578C;EN300-7400599;A816197;J-506409;Y-200022;[2'-(di-t-butylphosphino)biphenyl-2-yl]dimethylamine;2'-(Dimethylamino)biphenyl-2-yldi-tert-butylphosphine;2-(2-ditert-butylphosphinophenyl)-N,N-dimethylaniline;2'-(ditert-butylphosphino)-N,N-dimethylbiphenyl-2-amine;2-Di-tert-butylphosphino-2-(N,N-dimethylamino)biphenyl;2-[2-(di-tert-butylphosphanyl)phenyl]-N,N-dimethylaniline;2-di(tert-butyl)phosphino-2'-(N,N-dimethylamino)biphenyl;2-di-tert-butylphosphino-2'-(N,N-dimethyl-amino) biphenyl;(aR)-2-(Di-tert-butylphosphino)-2'-(dimethylamino)biphenyl;2'-(Di-tert-butylphosphanyl)-N,N-dimethyl[1,1'-biphenyl]-2-amine;N-{2'-[di(tert-butyl)phosphino][1,1'-biphenyl]-2-yl}-N,N-dimethylamine

Chemical Property of 2-(Di-tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Melting Point: 115-117 °C
• Boiling Point: 451.6ºC at 760 mmHg
• PKA: 5.07±0.18(Predicted)
• Flash Point: 226.9ºC
• PSA: 16.83000
• Density: g/cm³
• LogP: 6.12380
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 341.227237023
• Heavy Atom Count: 24
• Complexity: 376

Purity/Quality:

98%, ^*data from raw suppliers

2-Di-t-butylphosphino-2'-(N,N-dimethylamino))-1,1'-biphenyl, 98% tBuDavePhos ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)P(C1=CC=CC=C1C2=CC=CC=C2N(C)C)C(C)(C)C
• Uses: suzuki reaction

Technology Process of 2-(Di-tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl

There total 3 articles about 2-(Di-tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl 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: 47.0%

di(tert-butyl)chlorophosphine (13716-10-4) + 2-bromo-1-chlorobenzene (694-80-4) + 2-bromo-N,N-dimethylaniline (698-00-0) → 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine (224311-49-3)

Guidance literature:

2-bromo-N,N-dimethylaniline; With magnesium; In tetrahydrofuran; Heating;

2-bromo-1-chlorobenzene; In tetrahydrofuran; at 60 ℃; for 2.25h;

di(tert-butyl)chlorophosphine; With copper(l) chloride; In tetrahydrofuran; at 60 ℃; for 20h; Further stages.;

DOI:10.1002/1615-4169(20011231)343:8<789::AID-ADSC789>3.0.CO;2-A

Reference yield: 24.0%

di(tert-butyl)chlorophosphine (13716-10-4) + 2-bromo-1-chlorobenzene (694-80-4) + 1-chloro-2-(dimethylamino)benzene (698-01-1) → 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine (224311-49-3)

Guidance literature:

1-chloro-2-(dimethylamino)benzene; With magnesium; ethylene dibromide; In tetrahydrofuran; for 48h; Heating;

2-bromo-1-chlorobenzene; In tetrahydrofuran; at 60 ℃; for 2h;

di(tert-butyl)chlorophosphine; In tetrahydrofuran; at 60 ℃; for 15h; Further stages.;

DOI:10.1021/jo000691h

Reference yield:

di(tert-butyl)chlorophosphine (13716-10-4) + 2'-bromo-N,N-dimethyl-[1,1'-biphenyl]-2-amine (213697-67-7) → 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine (224311-49-3)

Guidance literature:

With n-butyllithium; Yield given; Multistep reaction; 1.) ether, hexane, -78 deg C, 30 min, 2.) ether, hexane, RT, 17 h;

DOI:10.1021/ja990324r

upstream raw materials:

di(tert-butyl)chlorophosphine

2'-bromo-N,N-dimethyl-[1,1'-biphenyl]-2-amine

2-bromo-1-chlorobenzene

1-chloro-2-(dimethylamino)benzene

Downstream raw materials:

C₂₂H₃₂NP*C₁₃H₁₃NO₃PdS

bis(3-phenyl-1H-inden-7-yl) ether

1-methoxy-N,1-diphenyl-4-indanamine

Refernces

• 1、 Tomori, Hiroshi,Fox, Joseph M.,Buchwald, Stephen L.. "An Improved Synthesis of Functionalized Biphenyl-Based Phosphine Ligands". . p. 5334 - 5341. Retrieved 2007/10/03.