1530-41-2

Basic information

• Product Name: (3-nitrobenzyl)(triphenyl)phosphonium
• CAS NO: 1530-41-2
• Molecular Formula: Br*C₂₅H₂₁NO₂P
• Molecular Weight: 398.413
• Mol File: 1530-41-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: (3-nitrobenzyl)(triphenyl)phosphonium(CAS DataBase Reference)
• NIST Chemistry Reference: (3-nitrobenzyl)(triphenyl)phosphonium(1530-41-2)
• EPA Substance Registry System: (3-nitrobenzyl)(triphenyl)phosphonium(1530-41-2)

Safety Data

• Hazardous Substances Data: 1530-41-2(Hazardous Substances Data)

Usage

General Description

(3-nitrobenzyl)(triphenyl)phosphonium is a chemical compound with the molecular formula C25H20N2O2P. It is a phosphonium salt that contains a 3-nitrobenzyl group and three triphenylphosphonium groups. (3-nitrobenzyl)(triphenyl)phosphonium is commonly used as a reactant in organic synthesis, particularly in the formation of carbon-carbon bonds and as a precursor in the production of pharmaceuticals and agrochemicals. Additionally, it is often employed as a phase-transfer catalyst in organic reactions and as a reagent in the synthesis of heterocyclic compounds. The presence of the nitro group makes this compound useful for nitration and reduction reactions, while the phosphonium moiety enhances its solubility and reactivity in organic solvents. Overall, (3-nitrobenzyl)(triphenyl)phosphonium is a versatile and important compound in the field of organic chemistry.

Upstream product

• 99-08-1 1-methyl-3-nitrobenzene 
• 603-35-0 triphenylphosphine 
• 3958-57-4 1-bromomethyl-3-nitrobenzene 

Downstream Products

• 1572937-03-1 (E)-N,N'-(ethene-1,2-diylbis(3,1-phenylene))bis(thiophene-2-carboximidamide) 
• 28096-88-0 (E)-3,3'-diaminostilbene 
• 62006-53-5 3,3'-dinitro-trans-stilbene 
• 1544619-04-6 C₂₄H₂₀N₄S₂ 
• 24949-07-3 Diaminostilben 
• 20657-40-3 1,2-bis(3-nitrophenyl)ethylene 
• 1391908-67-0 1,2-bis(3-acetamidophenyl)ethane 
• 71865-87-7 1,2-bis(3-aminophenyl)ethane 
• 1391908-68-1 1,2-bis(2-nitro-5-acetamidophenyl)ethane 
• 1372720-57-4 (Z)-1-fluoro-2-(3-nitrostyryl)benzene 
• 139141-10-9 (E)-1-fluoro-2-(3-nitrostyryl)benzene 
• 17555-96-3 (Z)-1-methoxy-4-[2-(3-nitrophenyl)ethenyl]benzene 
• 55532-22-4 (E)-1-methoxy-4-[2-(3-nitrophenyl)ethenyl]benzene 
• 14064-52-9 3-nitrostilbene 

Relevant articles and documents

Photochemical and Thermal Hydrations of Aromatic Allenes. Evidence for Allyl and Vinyl Cation Intermediates

The photohydration of aromatic allenes has been studied in water and in dilute aqueous sulfuric acid (0-25percent H2SO4).It was found that phenylallene (2a) and α-methylphenylallene (2b) undergo photohydration to give the corresponding cinnamyl alcohol derivatives.The proposed mechanism involves protonation of the central carbon of phenylallenes in their singlet excited state (S1).In contrast, (p-nitrophenyl)allene (2g) and (m-nitrophenyl)allene (2h) gave the corresponding (nitrophenyl)acetones.The mechanism for the formation of these ketones is believed to be due to initial protonation of the α- or γ-carbon atom of the (nitrophenyl)allene in the triplet excited state (T1).Phenylallenes with CN, CF3, and F substituents failed to photohydrate.The results of these photohydrations were compared with those of the much slower thermal hydrations in 70-83percent H2SO4.Phenylallenes 2a and 2b cyclized to the corresponding indene derivatives in 70percent H2SO4.Phenylallenes with NO2-substituents (2g-2h) underwent hydration to give the corresponding (nitrophenyl)acetones (expected products) and (nitrophenyl)-1-propanones (unexpected products) in 83percent H2SO4.Similar results were obtained with (m-cyanophenyl)allene.The formation of both types of ketone is discussed in terms of the intermediacy of a common vinyl cation intermediate.

Site-Selective Nitrene Transfer to Conjugated Olefins Directed by Oxazoline Peptide Ligands

Site-selective nitrene transfer to di- and polyene substrates has been achieved using designed peptide-embedded bioxazoline ligands capable of binding copper. In model 1,3-diene substrates, the olefinic position proximal to a directing group was selectively functionalized. Additional studies indicate that this selectivity stems from non-covalent substrate-catalyst interactions. The peptide-mediated nitrene transfer was also applied to polyene natural product retinol and selective proximal functionalization allowed access to a cis-pyrroline modified retinoid. (Figure presented.).

Potent and selective double-headed thiophene-2-carboximidamide inhibitors of neuronal nitric oxide synthase for the treatment of melanoma

Selective inhibitors of neuronal nitric oxide synthase (nNOS) are regarded as valuable and powerful agents with therapeutic potential for the treatment of chronic neurodegenerative pathologies and human melanoma. Here, we describe a novel hybrid strategy