Phenethyltriphenylphosphonium bromide

Base Information

• Chemical Name: Phenethyltriphenylphosphonium bromide
• CAS No.: 53213-26-6
• Molecular Formula: C26H24P+
• Molecular Weight: 447.354
• Hs Code.: 2931900090
• European Community (EC) Number: 651-229-3
• NSC Number: 165203
• Mol file: 53213-26-6.mol

Synonyms:PHENETHYLTRIPHENYLPHOSPHONIUM BROMIDE;53213-26-6;triphenyl(2-phenylethyl)phosphanium;bromide;NSC165203;C26H24BrP;SCHEMBL2767870;WOPGHMKDMNSLIR-UHFFFAOYSA-M;phenethyltri-phenylphosphonium bromide;AKOS001064717;CS-W011590;NSC-165203;phenylethyl triphenylphosphonium bromide;FT-0768075;triphenyl-(2-phenylethyl)phosphonium bromide;(2-Phenyl-ethyl)-triphenylphosphonium bromide;P(CCc1ccccc1)(c2ccccc2)(c3ccccc3)c4ccccc4;E84461;Z89271649

Chemical Property of Phenethyltriphenylphosphonium bromide

Chemical Property:

• Melting Point: 216 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 13.59000
• Density: g/cm³
• LogP: 2.22720
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 446.07990
• Heavy Atom Count: 28
• Complexity: 360

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

PhenethyltriphenylphosphoniumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Uses: Phenethyltriphenylphosphonium bromide is classified as an arylphosophonium salt. Studies have shown that various arylphosphonium salts interact with DNA to modulate cytotoxicity. Substituted triphenyl benzyl phosphonium salts have also been studied as antibacterial agents by quarternization of triphenylphosphine with benzyl halides. Phenethyltriphenylphosphonium bromide is classified as an arylphosophonium salt. Studies have shown that various arylphosphonium salts interact with DNA to modulate cytotoxicity. Substituted triphenylbenzyl phosphonium salts have also been studied as antibacterial agents by quarternization of triphenylphosphine with benzyl halides.

Technology Process of Phenethyltriphenylphosphonium bromide

There total 7 articles about Phenethyltriphenylphosphonium 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: 99.0%

1-phenyl-2-bromoethane (103-63-9) + triphenylphosphine (603-35-0) → (2-phenylethyl)triphenylphosphonium bromide (53213-26-6)

Guidance literature:

at 100 ℃; for 2h;

DOI:10.1002/(SICI)1521-4184(20005)333:5<145::AID-ARDP145>3.0.CO;2-Q

Reference yield: 65.0%

Methyltriphenylphosphonium bromide (1779-49-3) + benzyl bromide (100-39-0) → (2-phenylethyl)triphenylphosphonium bromide (53213-26-6)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 2h; Inert atmosphere;

benzyl bromide; In diethyl ether; hexane; for 8h; Inert atmosphere;

DOI:10.1080/10426500701613030

Reference yield:

vinyltriphenylphosphonium bromide (5044-52-0) + phenyllithium (591-51-5) → (2-phenylethyl)triphenylphosphonium bromide (53213-26-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(00)80565-1

upstream raw materials:

vinyltriphenylphosphonium bromide

phenyllithium

1-phenyl-2-bromoethane

triphenylphosphine

Downstream raw materials:

1,4-diphenylbut-2-ene

(Z)-1,4-diphenylbut-2-ene

triphenyl phosphoranylidene 1-phenyl-ethane

2-phenylphenanthro<9,10-b>furan

Refernces

• 1、 Savel’eva,Leonova,Baimuratov,Klimochkin, Yu. N.. "Synthesis and Transformations of Aryl-Substituted Alkenes of the Adamantane Series". . p. 996 - 1002. Retrieved 2018/09/12.
• 2、 Evoniuk, Christopher J.,Gomes, Gabriel Dos Passos,Hill, Sean P.,Fujita, Satoshi,Hanson, Kenneth,Alabugin, Igor V.. "Coupling N-H Deprotonation, C-H Activation, and Oxidation: Metal-Free C(sp3)-H Aminations with Unprotected Anilines". supporting information. p. 16210 - 16221. Retrieved 2017/11/22.