4-[4-(dimethylamino)styryl]-N-methylpyridinium iodide

Base Information

• Chemical Name: 4-[4-(dimethylamino)styryl]-N-methylpyridinium iodide
• CAS No.: 959-81-9
• Molecular Formula: C₁₆H₁₉N₂*I
• Molecular Weight: 366.245
• European Community (EC) Number: 624-646-3
• NSC Number: 14804
• Wikidata: Q27133679
• Pharos Ligand ID: ZFPZ8JH4P3ML
• Metabolomics Workbench ID: 63702
• ChEMBL ID: CHEMBL1368428
• Mol file: 959-81-9.mol

Synonyms:4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide;4-DMA-S-MPI

Chemical Property of 4-[4-(dimethylamino)styryl]-N-methylpyridinium iodide

Chemical Property:

• Melting Point: 261–262℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 7.12000
• Density: g/cm³
• LogP: -0.24850
• Solubility.: Soluble in methanol, N,N-dimethylformamide
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 366.05930
• Heavy Atom Count: 19
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

trans-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide Dye content 98?% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=CC=C(C=C1)C=CC2=CC=C(C=C2)N(C)C.[I-]
• Isomeric SMILES: C[N+]1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)N(C)C.[I-]
• Use Description: 4-(4-(Dimethylamino)styryl)-N-methylpyridinium iodide is a chemical compound with diverse applications in various fields. In the field of analytical chemistry and biochemistry, it serves as a fluorescent dye and probe for detecting and labeling biomolecules such as proteins and nucleic acids. Its fluorescence properties make it a valuable tool for fluorescence microscopy, flow cytometry, and other techniques used in life sciences research. Additionally, in the field of optics and photonics, it can be used as a laser dye or gain medium in dye lasers, contributing to the generation of tunable laser emissions across the visible spectrum. Its significance varies within these fields, but it consistently plays a pivotal role in advancing scientific research, biomedical imaging, and laser technology applications.

Technology Process of 4-[4-(dimethylamino)styryl]-N-methylpyridinium iodide

There total 8 articles about 4-[4-(dimethylamino)styryl]-N-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: 76.6%

N-methyl-4-methylpyridinium iodide (2301-80-6) + 4-dimethylamino-benzaldehyde (100-10-7) → (E)-4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide (959-81-9,68971-03-9,1143514-73-1)

Guidance literature:

With piperidine; In ethanol; at 85 ℃; for 20h;

DOI:10.1002/anie.202103674

Reference yield:

picoline (108-89-4) → (E)-4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide (959-81-9,68971-03-9,1143514-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol

2: piperidine / methanol

With piperidine; In methanol;

DOI:10.1002/adfm.201201770

Reference yield:

N,N-dimethyl-aniline (121-69-7,77733-26-7) → (E)-4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide (959-81-9,68971-03-9,1143514-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / Heating

2: piperidine / ethanol / Heating

With piperidine; trichlorophosphate; In ethanol;

DOI:10.1021/jp020876n

upstream raw materials:

N-methyl-4-methylpyridinium iodide

4-dimethylamino-benzaldehyde

N,N-dimethyl-aniline

N-methylaniline

Downstream raw materials:

4-[4-(dimethylamino)styryl]-1-methylpyridinium lead triiodide

4-N,N-dimethylamino-4′-N′-methylstilbazolium trifluoromethanesulfonate

Refernces

• 1、 Guo, Lifang,Li, Chuanya,Shang, Hai,Zhang, Ruoyao,Li, Xuechen,Lu, Qing,Cheng, Xiao,Liu, Zhiqiang,Sun, Jing Zhi,Yu, Xiaoqiang. "A side-chain engineering strategy for constructing fluorescent dyes with direct and ultrafast self-delivery to living cells". . p. 661 - 670. Retrieved 2020/01/31.
• 2、 Zhang, Weichuan,Sun, Zhihua,Zhang, Jing,Han, Shiguo,Ji, Chengmin,Li, Lina,Hong, Maochun,Luo, Junhua. "Thermochromism to tune the optical bandgap of a lead-free perovskite-type hybrid semiconductor for efficiently enhancing photocurrent generation". supporting information. p. 9967 - 9971. Retrieved 2017/10/13.