Triphenyl(2-thienylmethyl)phosphonium Bromide

Base Information

• Chemical Name: Triphenyl(2-thienylmethyl)phosphonium Bromide
• CAS No.: 23259-98-5
• Molecular Formula: C23H20PS.Br
• Molecular Weight: 439.356
• Hs Code.: 2934999090
• European Community (EC) Number: 811-146-7
• DSSTox Substance ID: DTXSID70444215
• Mol file: 23259-98-5.mol

Synonyms:23259-98-5;Triphenyl(2-thienylmethyl)phosphonium Bromide;Triphenyl(thiophen-2-ylmethyl)phosphonium bromide;triphenyl(thiophen-2-ylmethyl)phosphanium;bromide;(2-thienylmethyl)triphenylphosphonium bromide;Triphenyl[(thiophen-2-yl)methyl]phosphanium bromide;2-Thienyltriphenylphosphonium bromide;(Thiophen-2-yl)methyltriphenylphosphonium bromide;SCHEMBL4750734;LCZC00003;DTXSID70444215;PJQVALHFZIYJMT-UHFFFAOYSA-M;YAA25998;GEO-02292;AKOS005257659;T3159;(2-thienyl)methyl triphenylphosphonium bromide;T72120;thiophene-2-ylmethyltriphenylphosphonium bromide;Triphenyl(thiophen-2-ylmethyl)phosphoniumbromide

Chemical Property of Triphenyl(2-thienylmethyl)phosphonium Bromide

Chemical Property:

• Melting Point: >300℃
• PSA: 41.83000
• LogP: 2.24620
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 438.02067
• Heavy Atom Count: 26
• Complexity: 345

Purity/Quality:

98%min ^*data from raw suppliers

Triphenyl(2-thienylmethyl)phosphonium Bromide ^*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=CS2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]

Technology Process of Triphenyl(2-thienylmethyl)phosphonium Bromide

There total 6 articles about Triphenyl(2-thienylmethyl)phosphonium 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: 100.0%

triphenylphosphine hydrobromide (6399-81-1) + 2-thiophenemethanol (636-72-6) → 2-thienylmethyltriphenylphosphonium bromide (23259-98-5)

Guidance literature:

In chloroform; for 1h; Heating;

DOI:10.1080/00397919608004613

Reference yield: 91.0%

2-thenyl bromide (45438-73-1) + triphenylphosphine (603-35-0) → 2-thienylmethyltriphenylphosphonium bromide (23259-98-5)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1016/S0040-4020(99)00611-0

Reference yield: 80.0%

→ 2-thienylmethyltriphenylphosphonium bromide (23259-98-5)

Guidance literature:

upstream raw materials:

triphenylphosphine hydrobromide

2-thiophenemethanol

2-thenyl bromide

triphenylphosphine

Downstream raw materials:

2,5-bis[(2-thienyl)(triphenylphosphoranylidene)acetyl]thiophene

(E)-2-[2-(4-bromophenyl)ethenyl]thiophene

N,N-diethyl-4-((E)-2-(thiophen-2-yl)vinyl)aniline

triphenyl-thiophen-2-ylmethylene-λ⁵-phosphane

Refernces

Molecular engineering of organic dyes containing N-aryl carbazole moiety for solar cell

10.1016/j.tet.2006.12.082

The research focuses on the molecular engineering of organic dyes containing the N-aryl carbazole moiety for application in solar cells, specifically dye-sensitized solar cells (DSSCs). The purpose of this study was to design and synthesize novel organic dyes that could overcome the limitations of low conversion efficiency and operational stability often associated with organic dyes in DSSCs, as compared to metal-based complexes. The researchers aimed to develop alternative, highly efficient organic dyes that could potentially rival the performance of ruthenium complexes, which are known for their high efficiency but are prohibitively expensive. In the process, various chemicals were used, including 2-iodo-9,9-dimethylfluorene, 3-iodocarbazole, 1-bromo-4-(2,2-diphenylvinyl)benzene, and (2-thienylmethyl)triphenylphosphonium bromide, which were synthesized using modified procedures from previous references. Other chemicals involved in the synthesis steps included tributyl(thiophen-2-yl)stannane, Pd(PPh3)4, copper bronze, potassium carbonate, 18-crown-6, n-butyl lithium, cyanoacetic acid, piperidine, rhodanine-3-acetic acid, and ammonium acetate, among others. These chemicals were utilized in a series of reactions such as coupling, lithiation, and condensation to synthesize the target dyes, which were then tested for their photovoltaic performance in DSSCs.