2767-70-6

Basic information

• Product Name: (4-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE
• Synonyms: (p-nitrobenzyl)triphenyl-phosphoniubromide;(P-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE;TRIPHENYL(4-NITROBENZYL)PHOSPHONIUM BROMIDE;(4-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE;4-Nitrobenzyl triphenylphosphonium bromide,97%;Bromo[(4-nitrophenyl)methyl]triphenylphosphorane;NSC 104840;NSC 617038
• CAS NO: 2767-70-6
• Molecular Formula: Br*C₂₅H₂₁NO₂P
• Molecular Weight: 478.32
• EINECS: 220-444-0
• Product Categories: Phosphonium Compounds;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction;C-C Bond Formation;Olefination;Wittig Reagents
• Mol File: 2767-70-6.mol
• Article Data: 56

Chemical Properties

• Melting Point: 275 °C (dec.)(lit.)
• Appearance: /solid
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: (4-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(2767-70-6)
• EPA Substance Registry System: (4-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(2767-70-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37
• WGK Germany: 3
• RTECS: TA2390000
• Hazardous Substances Data: 2767-70-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow powder

Uses

Different sources of media describe the Uses of 2767-70-6 differently. You can refer to the following data:
1. (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.
2. 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

InChI:InChI=1/C25H21NO2P/c27-26(28)22-18-16-21(17-19-22)20-29(23-10-4-1-5-11-23,24-12-6-2-7-13-24)25-14-8-3-9-15-25/h1-19H,20H2/q+1

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 6399-81-1 triphenylphosphine hydrobromide 
• 603-35-0 triphenylphosphine 
• 555-16-8 4-nitrobenzaldehdye 
• 3958-57-4 1-bromomethyl-3-nitrobenzene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 6933-17-1 (4-nitrobenzylidene)triphenylphosphorane 
• 15866-67-8 1-(4-nitrophenyl)-4-phenyl-1,3-butadiene 
• 125343-72-8 1-(5-nitro-2-furyl)-2-(4-nitrophenyl)ethylene 
• 89076-51-7 (E)-2-(4-Nitrophenyl)-1-(5-nitro-2-furyl)ethylene 
• 1879-55-6 (E)-1-nitro-4-(prop-1-en-1-yl)benzene 
• 1879-54-5 (Z)-p-nitro-(1-propenyl)benzene 
• 25798-60-1 (1-nitro-4-(prop-1-en-1-yl)benzene) 
• 82203-90-5 α-(trifluoroacetyl)-p-nitrobenzylidenetriphenylphosphorane 
• 22531-67-5 2-(4-nitro-benzyliden)-acenaphthen-1-one 
• 159394-72-6 (Z)-3-Cyano-4'-nitrostilbene 
• 159394-72-6 (E)-3-Cyano-4'-nitrostilbene 
• 74518-94-8 (E)-4-[2-(4-nitrophenyl)ethenyl]benzonitrile 
• 159394-73-7 (Z)-4-Cyano-4'-nitrostilbene 
• 1694-20-8 trans-4-nitrostilbene 

Relevant articles and documents

Oxalylmethylenephosphoranes. 2. Synthesis and biological activity of some methylenetriphenylphosphoranes and phosphonium salts containing an acyl moiety

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Femtosecond Transient Grating Studies of Chlorophylls and Chlorophyll-Based Electon Donor-Acceptor Molecule

Ultrafast, polarization selective, transient grating studies are performed on several chlorophylls and an electron donor-acceptor molecule, Zn DMPPH-PI, that consists of a zinc methyl 131-desoxopyropheophorbide a donor covalently linked to a pyromellitimide acceptor.The covalent linkage between the donor and acceptor constrains the distance and geometric relationship between them.The ability of the experiment to determine the nature of a particular physical phenomenon through separable polarization characteristics of the diffracted signal is used to analyze photophysical and photochemical processes in these molecules.This is achieved for cases in which the observed physical processes have overlapping spectral contributions, a situation where linear dichroism experiments are very difficult to interpret.Careful analysis of the absorption grating data allows us to determine rotational anisotropy values for the molecules in solution, two-photon absorption-state symmetries, and the relative orientation of the donor and acceptor in the Zn DMPPH-PI molecule.These results demonstrate complete separation of the contributions to the time dependent diffracted signal from the two radical ion pair products formed in the electron transfer reaction.

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.

Cis alkenes stabilized by intramolecular sulphur?π interactions

A series of alkenes with bistable isomers were obtained containing a thiophene/azoheteroaryl backbone. Visible light and heat-induced reversible cis ? trans isomerizations were evidenced by UV-Vis and 1H NMR spectra. The stabilization of cis alkenes was attributed to intramolecular sulphur?π (S?π) interactions, which were further supported by theoretical calculations.