Phosphonium, [(3-fluorophenyl)methyl]triphenyl-, bromide

Base Information

• Chemical Name: Phosphonium, [(3-fluorophenyl)methyl]triphenyl-, bromide
• CAS No.: 89302-81-8
• Molecular Formula: C25H21FP.Br
• Molecular Weight: 451.318
• DSSTox Substance ID: DTXSID50441282
• Mol file: 89302-81-8.mol

Synonyms:(3-fluorobenzyl)triphenylphosphonium bromide;89302-81-8;Phosphonium, [(3-fluorophenyl)methyl]triphenyl-, bromide;SCHEMBL1352977;DTXSID50441282;XCGTZHIDUICFLA-UHFFFAOYSA-M;AKOS001065168;m-Fluorobenzyltriphenylphosphonium bromide;3-Fluorobenzyltriphenylphosphonium bromide;3-fluorobenzyl-triphenylphosphonium bromide;(3-Fluorobenzyl)(triphenyl)phosphonium bromide;Z89268962

Chemical Property of Phosphonium, [(3-fluorophenyl)methyl]triphenyl-, bromide

Chemical Property:

• PSA: 13.59000
• LogP: 2.32380
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 450.05483
• Heavy Atom Count: 28
• Complexity: 386

Purity/Quality:

99% ^*data from raw suppliers

(3-FLUORO-BENZYL)-TRIPHENYL-PHOSPHONIUM, BROMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC(=CC=C2)F)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Technology Process of Phosphonium, [(3-fluorophenyl)methyl]triphenyl-, bromide

There total 4 articles about Phosphonium, [(3-fluorophenyl)methyl]triphenyl-, 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: 95.0%

triphenylphosphine (603-35-0) + 1-(Bromomethyl)-3-fluorobenzene (456-41-7) → (3-fluorobenzyl)(triphenyl)phosphonium bromide (89302-81-8)

Guidance literature:

In toluene; for 6h; Heating;

DOI:10.1021/jo00183a005

Reference yield: 88.0%

3-fluoro-benzenemethanol (456-47-3) + triphenylphosphine (603-35-0) → (3-fluorobenzyl)(triphenyl)phosphonium bromide (89302-81-8)

Guidance literature:

3-fluoro-benzenemethanol; With trimethylsilyl bromide; In 1,4-dioxane; at 80 ℃;

triphenylphosphine; In 1,4-dioxane; at 80 ℃;

DOI:10.1021/acs.joc.1c00733

Reference yield:

3-fluoro-benzenemethanol (456-47-3) → (3-fluorobenzyl)(triphenyl)phosphonium bromide (89302-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / dichloromethane / 0.5 h / Cooling with ice

2: toluene / 16 h / Reflux

With phosphorus tribromide; In dichloromethane; toluene;

DOI:10.1002/adsc.201600082

upstream raw materials:

triphenylphosphine

1-(Bromomethyl)-3-fluorobenzene

3-fluoro-benzenemethanol

Downstream raw materials:

1-fluoro-3-(propa-1,2-dien-1-yl)benzene

1-benzyl-4-(3-fluorobenzylidene)piperidine

3,3'-difluorostilbene

2-[2-(3-fluorophenyl)vinyl]naphthalene