Ethylenebis(triphenylphosphonium bromide)

Base Information

• Chemical Name: Ethylenebis(triphenylphosphonium bromide)
• CAS No.: 1519-45-5
• Molecular Formula: C38H34Br2P2
• Molecular Weight: 712.443
• European Community (EC) Number: 216-182-1
• NSC Number: 64111
• Mol file: 1519-45-5.mol

Synonyms:1519-45-5;NSC64111;Ethylenebis(triphenylphosphonium bromide);E77606

Chemical Property of Ethylenebis(triphenylphosphonium bromide)

Chemical Property:

• Melting Point: 317-320 °C
• PSA: 27.18000
• LogP: 0.98260
• Sensitive.: Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 631.13191
• Heavy Atom Count: 41
• Complexity: 557

Purity/Quality:

99% ^*data from raw suppliers

ETHYLENEBIS-(TRIPHENYLPHOSPHONIUM BROMIDE) Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6.[Br-]

Technology Process of Ethylenebis(triphenylphosphonium bromide)

There total 9 articles about Ethylenebis(triphenylphosphonium bromide) 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: 94.0%

ethylene dibromide (106-93-4) + triphenylphosphine (603-35-0) → ethylenebis(triphenylphosphonium) dibromide (1519-45-5)

Guidance literature:

at 80 - 190 ℃; for 3h;

DOI:10.1002/chem.201800531

Reference yield: 60.0%

propan-1-ol (71-23-8) + dibromure de vinylene-1,2 bis-triphenylphosphonium → ethylenebis(triphenylphosphonium) dibromide (1519-45-5) + vinyltriphenylphosphonium bromide (5044-52-0) + Triphenyl-((E)-2-propoxy-vinyl)-phosphonium; bromide + (diphenylphosphoryl-2 phenyl-2 ethyl)-1 triphenylphosphonium

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Ambient temperature;

Reference yield: 53.0%

allyl alcohol (107-18-6) + dibromure de vinylene-1,2 bis-triphenylphosphonium → ethylenebis(triphenylphosphonium) dibromide (1519-45-5) + ((E)-2-Allyloxy-vinyl)-triphenyl-phosphonium; bromide + (2-Allyloxy-ethyl)-triphenyl-phosphonium; bromide

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Ambient temperature;

upstream raw materials:

ethylene dibromide

triphenylphosphine

bromobenzene

1,2-bis-(diphenylphosphino)ethane

Downstream raw materials:

2-(diphenylphosphoryl)acetaldehyde phenylhydrazone

Triphenylphosphine oxide

Refernces

• 1、 Warner, Christopher J.A.,Berry, Sian S.,Jones, Simon. "Evaluation of bifunctional chiral phosphine oxide catalysts for the asymmetric hydrosilylation of ketimines". . . Retrieved 2019/11/11.
• 2、 Khachikyan,Simonyan,Manukyan,Indzhikyan. "Special features of the interaction of pyridine and quinoline derivatives, and related compounds with triphenylphosphine". . p. 1359 - 1364. Retrieved 2013/09/23.