1530-38-7

Basic information

• Product Name: (4-Methoxybenzyl)tris(phenyl)phosphonium bromide
• Synonyms: (4-Methoxybenzyl)tris(phenyl)phosphonium bromide
• CAS NO: 1530-38-7
• Molecular Formula: Br*C₂₆H₂₄OP
• Molecular Weight: 463.345921
• Mol File: 1530-38-7.mol
• Article Data: 40

Chemical Properties

• Melting Point: 226-228 °C
• Appearance: /
• CAS DataBase Reference: (4-Methoxybenzyl)tris(phenyl)phosphonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Methoxybenzyl)tris(phenyl)phosphonium bromide(1530-38-7)
• EPA Substance Registry System: (4-Methoxybenzyl)tris(phenyl)phosphonium bromide(1530-38-7)

Safety Data

• Hazardous Substances Data: 1530-38-7(Hazardous Substances Data)

Usage

Description

(4-Methoxybenzyl)tris(phenyl)phosphonium bromide is a phosphonium salt that contains a 4-methoxybenzyl group and three phenyl groups attached to a phosphonium center with a bromide anion. It is known for its ability to promote efficient and selective reactions in organic synthesis.

Uses

Used in Organic Synthesis:
(4-Methoxybenzyl)tris(phenyl)phosphonium bromide is used as a phase transfer catalyst for facilitating the transfer of reactants between immiscible phases, such as between an aqueous and organic phase. This promotes efficient and selective reactions in the synthesis of various organic compounds.
Used in Pharmaceutical and Biomedical Applications:
(4-Methoxybenzyl)tris(phenyl)phosphonium bromide has been studied for its potential antimicrobial properties, demonstrating promise as a novel antimicrobial agent. This makes it a valuable tool for developing new treatments and therapies in the pharmaceutical and biomedical industries.

InChI:InChI=1/C26H24OP.BrH/c1-27-23-19-17-22(18-20-23)21-28(24-11-5-2-6-12-24,25-13-7-3-8-14-25)26-15-9-4-10-16-26;/h2-20H,21H2,1H3;1H/q+1;/p-1

Upstream product

• 6399-81-1 triphenylphosphine hydrobromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 104-93-8 p-methylanizole 
• 106-44-5 p-cresol 
• 603-35-0 triphenylphosphine 
• 123-11-5 4-methoxy-benzaldehyde 
• 824-94-2 p-methoxybenzyl chloride 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 3893-10-5 (1E,3E,5E)-1-(p-methoxyphenyl)-6-phenyl-1,3,5-hexatriene 
• 51848-93-2 [(benzylsulfonyl)(4-methoxyphenyl)methylene](triphenyl)phosphorane 
• 23833-69-4 1-[(Z)-2-(4-Methoxy-phenyl)-vinyl]-naphthalene 
• 15207-17-7 Triphenyl-<1,2-bis-(4-methoxyphenyl)-aethyl>-phosphoniumbromid 
• 51848-88-5 α-(p-Methoxybenzylsulfonyl)-methylidentriphenylphosphoran 
• 603-35-0 triphenylphosphine 
• 86491-58-9 C₂₂H₂₀O₂ 
• 22255-22-7 3,5,4'-trimethoxy-trans-stilbene 
• 94608-23-8 (Z)-1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethene 
• 141172-12-5 (Z)-1-<4-(benzyloxy)-3,5-dimethoxyphenyl>-2-(4-methoxyphenyl)ethene 
• 141172-22-7 (E)-1-<4-(benzyloxy)-3,5-dimethoxyphenyl>-2-(4-methoxyphenyl)ethene 
• 106053-28-5 cis-α-Deutero-3,4,4'-trimethoxystilben 
• 106053-27-4 trans-α-Deutero-3,4,4'-trimethoxystilben 
• 124770-04-3 1-Cyclopropylidene-5-(4-methoxy-benzylidene)-cyclooctane 

Relevant articles and documents

A turn-on fluorescence probe for imaging iodide in living cells based on an elimination reaction

Based on a unique elimination reaction prompted by the iodide ion, a novel turn-on fluorescence probe (HCy-OMe-Br) has been developed for the first time. The probe emits in the near infrared region with a large Stokes shift, and can respond rapidly to iodide with high selectivity and sensitivity. This journal is

Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions

A rare metal-free nucleophilic nitrosoarene catalysis accompanied by highly hydrogen-bond-donor (HBD) solvent, 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), organocatalytically converts arylmethyl halides to aromatic carbonyls. This protocol offers an effective means to access a diverse array of aromatic carbonyls with good chemoselectivity under mild reaction conditions. The activation of arylmethyl halides by HFIP to generate stable carbocation and autoxidation of in situ generated hydroxylamine to nitrosoarene in the presence of atmospheric O2 are the keys to success.

One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols

Two approaches for the synthesis of substituted phosphonium salts from easily available benzyl alcohols and their heterocyclic analogs have been developed. The developed protocols are complementary: the direct mixing of alcohol, trimethylsilyl bromide, and triphenylphosphine in 1,4-dioxane followed by heating at 80 °C was found to be more efficient for acid-sensitive substrates, such as salicyl or furfuryl alcohols as well as secondary benzyl alcohols, while a one-pot procedure including sequential addition of trimethylsilyl bromide and triphenylphosphine gave higher yields for benzyl alcohols bearing electroneutral or electron-withdrawing substituents.