Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine

Base Information

• Chemical Name: Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine
• CAS No.: 142421-57-6
• Molecular Formula: C16H6 Cl F12 P
• Molecular Weight: 492.631
• European Community (EC) Number: 634-316-0
• DSSTox Substance ID: DTXSID90408374
• Nikkaji Number: J1.579.801G
• Wikidata: Q82213841
• Mol file: 142421-57-6.mol

Synonyms:142421-57-6;Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine;bis[3,5-bis(trifluoromethyl)phenyl]-chlorophosphane;Bis(3,5-bis(trifluoromethyl)phenyl)chlorophosphane;Bis[3,5-bis(trifluoromethyl)phenyl]chlorophosphine;Chlorobis(3,5-bis(trifluoromethyl)phenyl)phosphine;bis(3,5-bis(trifluoromethyl)phenyl)chlorophosphine;Phosphinous chloride, bis[3,5-bis(trifluoromethyl)phenyl]-;SCHEMBL497733;DTXSID90408374;DFZQEHBNAJGDCT-UHFFFAOYSA-N;MFCD01630852;AKOS015910964;FT-0702393;E84065;bis[3,5-bis(trifluoromethyl)phenyl]-chlorophosphine;J-007647;Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine, 98%;Bis(3 pound not5-di(trifluoromethyl)phenyl)chlorophosphine

Chemical Property of Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine

Chemical Property:

• Vapor Pressure: 0.000269mmHg at 25°C
• Melting Point: 25-29 °C
• Boiling Point: 333.2°Cat760mmHg
• Flash Point: 155.3°C
• PSA: 13.59000
• Density: g/cm³
• LogP: 7.34830
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 2
• Exact Mass: 491.9704028
• Heavy Atom Count: 30
• Complexity: 487

Purity/Quality:

98% ^*data from raw suppliers

Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine, min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)P(C2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F)Cl)C(F)(F)F
• Uses: Chlorobis[3,5-bis(trifluoromethyl)phenyl]phosphine is used as a reactant for the synthesis of chiral phosphine-aminophosphine ligands for rhodium-catalyzed asymmetric hydrogenation, ligands for palladium-catalyzed stereoselective allylation reactions, enantioselective hydrogenations, Josiphos analog as catalyst for asymmetric hydrogenation, ligands used in asymmetric hydrovinylation reactions.

Technology Process of Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine

There total 6 articles about Bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine 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: 66.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) → bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine (142421-57-6)

Guidance literature:

3,6-bis(trifluoromethyl)bromobenzene; With magnesium; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique;

With diethylphosphoramidous dichloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere; Glovebox; Schlenk technique;

With hydrogenchloride; In diethyl ether; at 20 ℃; for 2h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1021/acscatal.6b02211

Reference yield:

[di-3,5-bis(trifluoromethyl)phenyl](diethyl-amino)phosphine (159418-71-0) → bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine (142421-57-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; cyclohexane; Yield given;

DOI:10.1021/ja00101a007

Reference yield:

bis[3,5-bis(trifluoromethyl) phenyl]phosphine oxide (15979-14-3) → bis(3,5-di(trifluoromethyl)phenyl)chlorophosphine (142421-57-6)

Guidance literature:

With phosphorus trichloride; In dichloromethane; for 1.5h; Yield given;

DOI:10.1021/ja00101a007

upstream raw materials:

bis[3,5-bis(trifluoromethyl) phenyl]phosphine oxide

[di-3,5-bis(trifluoromethyl)phenyl](diethyl-amino)phosphine

3,6-bis(trifluoromethyl)bromobenzene

3,5-bis(trifluoromethyl)phenylmagnesium bromide

Downstream raw materials:

(9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine)

bis[3,5-bis(trifluoromethyl)phenyl]phosphinyl chloride

1-{bis-[3,5-bis-(trifluoromethyl)phenyl]phosphinoylethynyl}-2-methoxynaphthalene

3-[bis-(3,5-bis-trifluoromethyl-phenyl)-phosphanyl]-propan-1-ol

Refernces

• 1、 Herrera, Daniel,Peral, Daniel,Cordón, Mercedes,Bayón, J. Carles. "Systematic Study of the Stereoelectronic Properties of Trifluoromethylated Triarylphosphines and the Correlation of their Behaviour as Ligands in the Rh-Catalysed Hydroformylation". supporting information. p. 354 - 363. Retrieved 2020/12/30.
• 2、 Breit, Bernhard,Schmidt, Johannes P.. "Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans". supporting information. p. 23485 - 23490. Retrieved 2020/10/29.