N-Methylacridinium iodide

Base Information

• Chemical Name: N-Methylacridinium iodide
• CAS No.: 948-43-6
• Molecular Formula: C14H12N+
• Molecular Weight: 321.16
• NSC Number: 117172
• DSSTox Substance ID: DTXSID70385957
• ChEMBL ID: CHEMBL3276429
• Mol file: 948-43-6.mol

Synonyms:N-Methylacridinium iodide;948-43-6;9-Methylacridinium iodide;SCHEMBL8603379;CHEMBL3276429;10-methylacridin-10-ium;iodide;Acridinium, 10-methyl-, iodide;DTXSID70385957;NSC117172;AKOS001073897;NSC-117172;Z56990708

Chemical Property of N-Methylacridinium iodide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 321.00145
• Heavy Atom Count: 16
• Complexity: 203

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=C2C=CC=CC2=CC3=CC=CC=C31.[I-]

Technology Process of N-Methylacridinium iodide

There total 10 articles about N-Methylacridinium iodide 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: 93.0%

acridine (260-94-6) + methyl iodide (74-88-4) → N-methylacridinium iodide (948-43-6)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃; for 8h; Inert atmosphere;

DOI:10.1002/ejoc.201800257

Reference yield:

9-hydroxy-9,10-dihydro-10-methylacridine (30713-65-6) → N-methylacridinium iodide (948-43-6)

Guidance literature:

With teterabutylammonium; In acetonitrile; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00302a026

Reference yield:

N1-(10-Methyl-9,10-dihydro-acridin-9-yl)-butane-1,4-diamine → N-methylacridinium iodide (948-43-6) + 1,4-diaminobutane (110-60-1)

Guidance literature:

With butane-1,4-diamine; monoprotonated form; In acetonitrile; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00302a026

upstream raw materials:

acridine

methyl iodide

9,10-dihydro-10-methylacridine

2-methyl-5-nitroisoquinolin-2-ium iodide

Downstream raw materials:

9-ethyl-10-methyl-9,10-dihydroacridine

10,10'-dimethyl-9,10,9',10'-tetrahydro-[9,9']biacridinyl

1-(10-methyl-9,10-dihydro-acridin-9-yl)-1-phenyl-acetone

5-(10-Methyl-9,10-dihydro-acridin-9-yl)-quinolin-8-ol

Refernces

• 1、 Jiang, Jiuxing,Liang, Weichi,Wen, Jiali,Zhang, Meng,Zhao, Yukai. "The embedding of fluorescent: N -methyl-9-acridone into a topological new layered aluminophosphate SYSU-2 by one-pot synthesis". . p. 17033 - 17038. Retrieved 2020/12/18.
• 2、 van Leest, Nicolaas P.,Grooten, Lars,van der Vlugt, Jarl Ivar,de Bruin, Bas. "Uncatalyzed Oxidative C?H Amination of 9,10-Dihydro-9-Heteroanthracenes: A Mechanistic Study". supporting information. p. 5987 - 5993. Retrieved 2019/04/03.