(4-Nitrobenzyl)triphenylphosphonium bromide

Base Information

• Chemical Name: (4-Nitrobenzyl)triphenylphosphonium bromide
• CAS No.: 2767-70-6
• Molecular Formula: C25H21 N O2 P . Br
• Molecular Weight: 478.325
• Hs Code.: 2931900090
• European Community (EC) Number: 220-444-0
• NSC Number: 104840,617038
• UNII: 6A45F8C6RL
• DSSTox Substance ID: DTXSID00950314
• ChEMBL ID: CHEMBL1994192
• Mol file: 2767-70-6.mol

Synonyms:2767-70-6;(4-Nitrobenzyl)triphenylphosphonium bromide;(p-Nitrobenzyl)triphenylphosphonium bromide;EINECS 220-444-0;Phosphonium, (p-nitrobenzyl)triphenyl-, bromide;(4-nitrophenyl)methyl-triphenylphosphanium;bromide;NSC 104840;Phosphonium, [(4-nitrophenyl)methyl]triphenyl-, bromide (1:1);[(4-nitrophenyl)methyl]triphenylphosphanium bromide;NSC-104840;NSC-617038;Phosphonium, ((4-nitrophenyl)methyl)triphenyl-, bromide;(4-nitrobenzyl)(triphenyl)phosphonium bromide;P-NITROPENZYL TRIPHENYL PHOSPHONIUM BROMIDE;NSC104840;Phosphonium, [(4-nitrophenyl)methyl]triphenyl-, bromide;NSC617038;(4-Nitrobenzyl)triphenylphosphoniumbromide;C25H21NO2P.Br;SCHEMBL722749;6A45F8C6RL;CHEMBL1994192;DTXSID00950314;WLN: WNR D1PR&R&R &E;C25-H21-N-O2-P.Br;CAA76770;MFCD00032108;AKOS015832997;AKOS015913149;4-nitrobenzyltriphenylphosphonium bromide;p-nitrobenzyl triphenyiphosphonium bromide;p-nitrobenzyl triphenylphosphonium bromide;4-nitro-benzyltriphenylphosphonium bromide;Triphenyl(p-nitrobenzyl)phosphonium bromide;LS-106926;Triphenyl(4-nitrobenzyl)phosphonium Bromide;CS-0179727;FT-0604795;N0701;(4-nitro-benzyl)-triphenyl-phosphonium bromide;D91764;A913174;J-016852;[(4-Nitrophenyl)methyl](triphenyl)phosphanium bromide

Chemical Property of (4-Nitrobenzyl)triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Melting Point: 275oC (dec.)(lit.)
• PSA: 59.41000
• LogP: 2.61610
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 477.04933
• Heavy Atom Count: 30
• Complexity: 462

Purity/Quality:

98% ^*data from raw suppliers

(4-Nitrobenzyl)triphenylphosphonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](CC2=CC=C(C=C2)[N+](=O)[O-])(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• Uses: (4-Nitrobenzyl)triphenylphosphonium Bromide acts as a reagent in the preparation of substituted benzyl triphenyl phosphonium halides as antibacterial agents by quaternization of triphenylphosphine with benzyl halides. Reactant for the synthesis of: PPAR agonists derived from LXR antagonistsStilbene derivatives for use in detection of nerve agents and for attaching to polymers to elicit fluorescent behaviorDistyrylfuransPyrethoids with insecticidal activityPyridinylidene amines with antimalarial activity

Technology Process of (4-Nitrobenzyl)triphenylphosphonium bromide

There total 8 articles about (4-Nitrobenzyl)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: 100.0%

triphenylphosphine (603-35-0) + 1-bromomethyl-4-nitro-benzene (100-11-8) → (p-nitrobenzyl)triphenylphosphonium bromide (2767-70-6)

Guidance literature:

With sodium hydride; m-Chlorobenzaldehyde; In toluene; for 12h; Reflux;

DOI:10.1016/j.ejmech.2015.05.034

Reference yield: 99.0%

→ (p-nitrobenzyl)triphenylphosphonium bromide (2767-70-6)

Guidance literature:

Reference yield: 80.0%

4-nitrobenzaldehdye (555-16-8) + triphenylphosphine (603-35-0) → (p-nitrobenzyl)triphenylphosphonium bromide (2767-70-6)

Guidance literature:

In benzene; for 2h; Heating;

DOI:10.1007/BF02219405

upstream raw materials:

triphenylphosphine

1-bromomethyl-4-nitro-benzene

1-methyl-4-nitrobenzene

1-bromomethyl-3-nitrobenzene

Downstream raw materials:

1-Phenyl-6-<4-Nitro-phenyl>-hexatrien-(1,3,5)

2-[(1E)-2-(4-nitrophenyl)ethenyl]furan

1-(5-nitro-2-furyl)-2-(4-nitrophenyl)ethylene

(E)-2-(4-Nitrophenyl)-1-(5-nitro-2-furyl)ethylene

Refernces

• 1、 Wu, Xin,Lin, Li-Rong,Huang, Yan-Jun,Li, Zhao,Jiang, Yun-Bao. "A 2:2 stilbeneboronic acid-γ-cyclodextrin fluorescent ensemble highly selective for glucose in aqueous solutions". . p. 4362 - 4364. Retrieved 2012.
• 2、 Frydrych, Ivo,Urban, Milan,?arek, Jan,Benická, Sandra,D?ubák, Petr,Gurská, Soňa,Hajdúch, Marián,Kotulová, Jana,Li?ková, Barbora,Olejníková, Denisa,Pokorny, Jan. "Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters". . . Retrieved 2021/07/28.
• 3、 -. "Pyridinimine derivative/8-hydroxyquinoline derivative cadmium complex dye sensitizer as well as preparation method and application thereof". Paragraph 0005. . Retrieved 2020/11/26.