4-(4-Diethylaminostyryl)-1-methylpyridinium iodide

Base Information

• Chemical Name: 4-(4-Diethylaminostyryl)-1-methylpyridinium iodide
• CAS No.: 105802-46-8
• Molecular Formula: C18H23 N2 . I
• Molecular Weight: 394.299
• Hs Code.: 2933399090
• European Community (EC) Number: 623-733-3
• DSSTox Substance ID: DTXSID00909746
• Wikidata: Q27123592
• Mol file: 105802-46-8.mol

Synonyms:4-(4-diethylaminostyryl)-N-methylpyridinium;4-(4-diethylaminostyryl)-N-methylpyridinium iodide;4-di-2-ASP

Chemical Property of 4-(4-Diethylaminostyryl)-1-methylpyridinium iodide

Chemical Property:

• Melting Point: 214-216 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 7.12000
• Density: g/cm³
• LogP: 0.53170
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMF: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 394.09060
• Heavy Atom Count: 21
• Complexity: 280

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-Diethylaminostyryl)-1-methylpyridinium iodide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)C1=CC=C(C=C1)C=CC2=CC=[N+](C=C2)C.[I-]
• Isomeric SMILES: CCN(CC)C1=CC=C(C=C1)/C=C/C2=CC=[N+](C=C2)C.[I-]
• Uses: Some cationic mitochondrial dyes such as 4-Di-1-ASP and 4-Di-2-ASP stain presynaptic nerve terminals independent of neuronal activity. Reactant or reagent involved in:? ;Two-photon absorption of organic / polyoxometalate hybrid dyes1? ;Acting as an acceptor for the 1D light-harvesting antenna2? ;Functional live cell fluorescence imaging for pulmonary neuroepithelial body microenvironments3? ;Studies of solvatochromism and dipole moments of monochromophoric styrylpyridinium dyes4 Fluorescent cationic styryl probe for mitochondrial staining

Technology Process of 4-(4-Diethylaminostyryl)-1-methylpyridinium iodide

There total 3 articles about 4-(4-Diethylaminostyryl)-1-methylpyridinium 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: 100.0%

trans-4-pyridine (18096-82-7,139619-08-2) + methyl iodide (74-88-4) → 4-{(E)-2-[4-(diethylamino)phenyl]ethenyl}-1-methylpyridinium iodide (105802-46-8)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/chem.200801379

Reference yield: 84.0%

N-methyl-4-methylpyridinium iodide (2301-80-6) + 4-Diethylaminobenzaldehyde (120-21-8) → 4-{(E)-2-[4-(diethylamino)phenyl]ethenyl}-1-methylpyridinium iodide (105802-46-8)

Guidance literature:

With piperidine; In ethanol; Heating;

DOI:10.1139/v00-188

Reference yield:

N-methyl-4-methylpyridinium iodide (2301-80-6) + 4-dimethylamino-benzaldehyde (100-10-7) → 4-{(E)-2-[4-(diethylamino)phenyl]ethenyl}-1-methylpyridinium iodide (105802-46-8)

Guidance literature:

With piperidine; In ethanol; for 4h; Reflux;

DOI:10.1039/b900165d

upstream raw materials:

N-methyl-4-methylpyridinium iodide

4-Diethylaminobenzaldehyde

trans-4-pyridine

methyl iodide

Downstream raw materials:

CNS^(1-)*C₁₈H₂₃N₂⁽¹⁺⁾

Refernces

• 1、 Wang,Wang,Yu,Zhou,Zhao,Fang,Jiang. "Two-photon absorption of styryl-quinolinium, -pyridinium, and -barbituric acid derivatives, and intramolecular charge transfer". . p. 174 - 182. Retrieved 2001.
• 2、 Cicchi, Stefano,Fabbrizzi, Pierangelo,Ghini, Giacomo,Brandi, Alberto,Foggi, Paolo,Marcelli, Agnese,Righini, Roberto,Botta, Chiara. "Pyrene-excimers-based antenna systems". supporting information; experimental part. p. 754 - 764. Retrieved 2009/08/07.