ALLYLDIPHENYLPHOSPHINE

Base Information

• Chemical Name: ALLYLDIPHENYLPHOSPHINE
• CAS No.: 2741-38-0
• Molecular Formula: C15H15P
• Molecular Weight: 226.258
• Hs Code.: 29310099
• Mol file: 2741-38-0.mol

Synonyms:Allyldiphenylphosphine;NSC 616248;NSC 180819;Phosphine, diphenyl-2-propenyl- (9CI);Phosphine,allyldiphenyl- (6CI,7CI,8CI);diphenyl(prop-2-en-1-yl)phosphane;diphenyl(prop-2-enyl)phosphane;phosphine, diphenyl-2-propen-1-yl-;Allyl(diphenyl)phosphine;diphenyl(prop-2-enyl)phosphane;

Chemical Property of ALLYLDIPHENYLPHOSPHINE

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.000168mmHg at 25°C
• Melting Point: 135 - 136oC
• Refractive Index: n20/D 1.619(lit.)
• Boiling Point: 340.6 °C at 760 mmHg
• Flash Point: 152.5 °C
• PSA: 13.59000
• Density: 1.049 g/mL at 25 °C(lit.)
• LogP: 3.30530
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in most organic solvents. Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

Allyldiphenylphosphine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-27-28-36/37/39-39-37-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Cocatalyst in palladium catalyzed hydrocarboxylation reactions. Cocatalyst in Palladium catalyzed cross-coupling reactions. Ligand for hydroformylation catalysts. Ligand for the rhenium phosphinoborane pendant Lewis acid-assisted reductive coupling reactions. Catalyst precursor for alkene hydroboration. Allyldiphenylphosphine is used as a cocatalyst in palladium catalyzed hydrocarboxylation reactions, cocatalyst in Palladium catalyzed cross-coupling reactions, ligand for hydroformylation catalysts, ligand for the rhenium phosphinoborane pendant Lewis acid-assisted reductive coupling reactions, catalyst precursor for alkene hydroboration. Cocatalyst in palladium catalyzed hydrocarboxylation reactionsCocatalyst in Palladium catalyzed cross-coupling reactionsLigand for hydroformylation catalystsLigand for the rhenium phosphinoborane pendant Lewis acid-assisted reductive coupling reactionsCatalyst precursor for alkene hydroboration

Technology Process of ALLYLDIPHENYLPHOSPHINE

There total 19 articles about ALLYLDIPHENYLPHOSPHINE 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: 85.0%

allyldiphenylphosphine oxide (4141-48-4) → allyldiphenylphosphine (2741-38-0)

Guidance literature:

With bis(2-chlorophenyl)borinic acid; phenylsilane; In toluene; at 80 ℃; for 36h; Inert atmosphere;

DOI:10.1002/cctc.201700986

Reference yield: 83.0%

n-butyllithium (109-72-8,29786-93-4) + allyl bromide (106-95-6) + diphenylphosphane (829-85-6) → allyldiphenylphosphine (2741-38-0)

Guidance literature:

n-butyllithium; diphenylphosphane; In hexane; at 0 ℃; Inert atmosphere;

allyl bromide; In hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c6cc03947b

Reference yield: 64.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) + allylmagnesium bromide (1730-25-2) → allyldiphenylphosphine (2741-38-0)

Guidance literature:

In diethyl ether; overnight;

upstream raw materials:

allyltriphenylphosphonium bromide

<2-Chlor-3-(triaethylsilyl)-propyl>-phosphonsaeuredichlorid

chloro-diphenylphosphine

3-chloroprop-1-ene

Downstream raw materials:

3-acetyl-6-methyl-1,4,4-triphenyl-1,4,5,6-tetrahydro-[1,2,4]diazaphosphininium; chloride

ethene

1,4-bis(diphenylphosphino)-2-butene

N-phenyl 1-propenyldiphenylphosphinimine

Refernces

• 1、 Eren, Nimrod M.,Orr, Samantha A.,Thompson, Christopher D.,Border, Emily C.,Stevens, Michael A.,Blair, Victoria L.. "Synthesis, Structure, and Solution Studies of Lithiated Allylic Phosphines and Phosphine Oxides". supporting information. p. 2080 - 2090. Retrieved 2020/06/05.
• 2、 Schirmer, Marie-Luis,Jopp, Stefan,Holz, Jens,Spannenberg, Anke,Werner, Thomas. "Organocatalyzed Reduction of Tertiary Phosphine Oxides". supporting information. p. 26 - 29. Retrieved 2016/01/25.