JC-1

Base Information

• Chemical Name: JC-1
• CAS No.: 47729-63-5
• Molecular Formula: C₂₅H₂₇Cl₄N₄*I
• Molecular Weight: 652.233
• Hs Code.: 2933998090
• Mol file: 47729-63-5.mol

Synonyms:1H-Benzimidazolium,5,6-dichloro-2-[3-(5,6-dichloro-1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-ylidene)-1-propenyl]-1,3-diethyl-,iodide, (E)-;Benzimidacarbocyanine,5,5',6,6'-tetrachloro-1,1',3,3'-tetraethyl-, iodide,trans-;T 3168;

Chemical Property of JC-1

Chemical Property:

• Appearance/Colour: solid
• PSA: 18.67000
• LogP: 4.15720
• Storage Temp.: -20C

Purity/Quality:

99% ^*data from raw suppliers

JC-1 iodide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: JC-1 is commonly used to determine mitochondrial membrane potential. It is a cationic carbocyanine dye that is membrane permeable and is often used for flow cytometry and fluorescent microscopy. This dye changes color as the membrane potential increases. At higher potentials, JC-1 forms aggregates, which changes the fluorescence emission color from green to red. Dyes and metabolites.

Technology Process of JC-1

There total 6 articles about JC-1 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:

2-(2'-anilinoethenyl)-5,6-dichloro-1,3-diethylbenzimidazole (4751-25-1) → 5,6-dichloro-2-<1-<3-(5,6-dichloro-1,3-diethyl-2-benzimidazolylidene)propenyl>>-1,3-diethylbenzimidazolium iodide (3520-43-2,47729-63-5,440642-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / acetone / 4 h / Ambient temperature

2: 1.) NEt₃, pyridine, 2.) 25percent aq. KI / 1.) reflux, 2.) reflux

With pyridine; triethylamine; potassium iodide; In acetone;

DOI:10.1002/jlac.199719970107

Reference yield:

5,6-dichloro-1-ethyl-2-methyl benzimidazole (3237-62-5) → 5,6-dichloro-2-<1-<3-(5,6-dichloro-1,3-diethyl-2-benzimidazolylidene)propenyl>>-1,3-diethylbenzimidazolium iodide (3520-43-2,47729-63-5,440642-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 2 h / 160 °C

2: 1.) NEt₃, pyridine, 2.) 25percent aq. KI / 1.) reflux, 2.) reflux

With pyridine; triethylamine; potassium iodide;

DOI:10.1002/jlac.199719970107

Reference yield:

ethyl ester of p-toluenesulfonic acid (80-40-0) → 5,6-dichloro-2-<1-<3-(5,6-dichloro-1,3-diethyl-2-benzimidazolylidene)propenyl>>-1,3-diethylbenzimidazolium iodide (3520-43-2,47729-63-5,440642-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 2 h / 160 °C

2: 1.) NEt₃, pyridine, 2.) 25percent aq. KI / 1.) reflux, 2.) reflux

With pyridine; triethylamine; potassium iodide;

DOI:10.1002/jlac.199719970107

upstream raw materials:

ethyl iodide

5,6-dichloro-1-ethyl-2-methyl benzimidazole

ethyl ester of p-toluenesulfonic acid

2-(2'-anilinoethenyl)-5,6-dichloro-1,3-diethylbenzimidazole

Refernces

• 1、 Peng, Zheng-Hong,Geise,Zhou, Xiang-Feng,Peng, Bi-Xian,Carleer,Dommisse. "The structure of benzimidazole cyanine dyes, their spectroscopy and their performance in photographic emulsions". . p. 27 - 33. Retrieved 2007/10/03.