948-43-6

Basic information

• Product Name: N-Methylacridinium iodide
• CAS NO: 948-43-6
• Molecular Formula: C₁₄H₁₂N*I
• Molecular Weight: 194.2512
• Mol File: 948-43-6.mol
• Article Data: 33

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• CAS DataBase Reference: N-Methylacridinium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methylacridinium iodide(948-43-6)
• EPA Substance Registry System: N-Methylacridinium iodide(948-43-6)

Safety Data

• Hazardous Substances Data: 948-43-6(Hazardous Substances Data)

Usage

General Description

N-Methylacridinium iodide is a chemical compound with the molecular formula C15H13IN. It is a stable and water-soluble salt that is commonly used as a catalyst in various organic synthesis reactions. Its applications include its use as a reagent in the synthesis of organic compounds, as well as in the development of new materials and pharmaceuticals. N-Methylacridinium iodide has been studied for its potential as a fluorescent probe for detecting DNA and RNA, as well as for its antimicrobial properties. It is important to handle this compound with caution, as it may be harmful if ingested, inhaled, or in contact with skin and eyes.

Upstream product

• 30713-65-6 9-hydroxy-9,10-dihydro-10-methylacridine 
• 38559-35-2 3,10-dimethyl-5-deazaisoalloxazine 
• 4217-54-3 9,10-dihydro-10-methylacridine 
• 50741-48-5 3-cyano-1-methylquinolinium iodide 
• 42792-95-0 2-methyl-5-nitroisoquinolin-2-ium iodide 
• 260-94-6 acridine 
• 74-88-4 methyl iodide 

Downstream Products

• 26862-36-2 10-methyl-9-piperidino-9,10-dihydro-acridine 
• 109000-86-4 9-ethyl-10-methyl-9,10-dihydroacridine 
• 3295-69-0 10,10'-dimethyl-9,10,9',10'-tetrahydro-[9,9']biacridinyl 
• 101890-18-0 3-(10-methyl-9,10-dihydro-acridin-9-yl)-pentane-2,4-dione 
• 71167-38-9 10-methyl-9-(2-morpholin-4-yl-cyclopent-2-enyl)-9,10-dihydro-acridine 
• 4217-54-3 9,10-dihydro-10-methylacridine 
• 5463-59-2 3-carbamoyl-1-propyl-pyridinium; iodide 
• 82967-56-4 1-Methyl-9-<α-(2,4-dinitrophenyl)acetonyl>-9,10-dihydroacridine 
• 145995-55-7 (9,10-dihydro-10-methyl-9-acridinyl)diphenylphosphine oxide 
• 145995-56-8 C₂₉H₂₉NOP⁽¹⁺⁾*I^(1-) 
• 1707-03-5 diphenyl-phosphinic acid 
• 1706-90-7 methyl diphenylphosphinate 
• 1246350-95-7 Acrida-B 

Relevant articles and documents

Direct Arylation of Distal and Proximal C(sp3)-H Bonds of t-Amines with Aryl Diazonium Tetrafluoroborates via Photoredox Catalysis

A visible light-mediated arylation protocol for t-amines has been reported through the coupling of γ- and α-amino alkyl radicals with different aryl diazonium salts using Ru(bpy)3Cl2·6H2O as a photocatalyst. Structurally different 9-aryl-9,10-dihydroacridine, 1-aryl tetrahydroisoquinoline, hexahydropyrrolo[2,1-a]isoquinoline, and hexahydro-2H-pyrido[2,1-a]isoquinoline frameworks with different substitution patterns have been synthesized in good yield using this methodology.

Oxo-Free Hydrocarbon Oxidation by an Iron(III)-Isoporphyrin Complex

Metal-halides that perform proton coupled electron-transfer (PCET) oxidation are an important new class of high-valent oxidant. In investigating metal-dihalides, we reacted [FeIII(Cl)(T(OMe)PP)] (1, T(OMe)PP = meso-tetra(4-methoxyphenyl)porphyrinyl) with (dichloroiodo)benzene. An FeIII-meso-chloro-isoporphyrin complex [FeIII(Cl)2(T(OMe)PP-Cl)] (2) was obtained. 2 was characterized by electronic absorption, 1H NMR, EPR, and X-ray absorption spectroscopies and mass spectrometry with support from computational analyses. 2 was reacted with a series of hydrocarbon substrates. The measured kinetic data exhibited a nonlinear behavior, whereby the oxidation followed a hydrogen-atom-transfer (HAT) PCET mechanism. The meso-chlorine atom was identified as the HAT agent. In one case, a halogenated product was identified by mass spectrometry. Our findings demonstrate that oxo-free hydrocarbon oxidation with heme systems is possible and show the potential for iron-dihalides in oxidative hydrocarbon halogenation.

Exogenous-oxidant-free electrochemical oxidative C-H phosphonylation with hydrogen evolution

We herein report a versatile and environmentally friendly electrochemical oxidative C-H phosphonylation protocol. This protocol features a broad substrate scope; not only C(sp2)-H phosphonylation, but also C(sp3)-H phosphonylation is tolerated well under exogenous-oxidant-free and metal catalyst-free electrochemical oxidation conditions.