Reichardt's dye

Base Information

• Chemical Name: Reichardt's dye
• CAS No.: 10081-39-7
• Molecular Formula: C41H29 N O
• Molecular Weight: 551.687
• Hs Code.: 2933399090
• UNII: NN977V8PG5
• DSSTox Substance ID: DTXSID60373025
• Wikipedia: Reichardt%27s_dye,Reichardt's_dye
• Wikidata: Q23069154
• Mol file: 10081-39-7.mol

Synonyms:2,6-diphenyl-4-(2,4,6-triphenyl-1-pyridinio)phenolate;Reichardt's dye

Chemical Property of Reichardt's dye

Chemical Property:

• Appearance/Colour: black-violet glittering crystals
• Melting Point: 271-275 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 26.94000
• Density: g/cm³
• LogP: 10.44210
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly, Sonicated)
• XLogP3: 11.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 551.224914549
• Heavy Atom Count: 43
• Complexity: 756

Purity/Quality:

98%, ^*data from raw suppliers

Reichardt’s dye Dye content 90% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=[N+](C(=C2)C3=CC=CC=C3)C4=CC(=C(C(=C4)C5=CC=CC=C5)[O-])C6=CC=CC=C6)C7=CC=CC=C7

Technology Process of Reichardt's dye

There total 7 articles about Reichardt's dye 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:

(1,1';3',1''-terphenyl)-2'-ol (2432-11-3) → betaine 30 (10081-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / 65percent aq. HNO₃ / Ambient temperature

2: 85 percent / Na₂S₂O₄ / aq. NaOH / 0.25 h / Heating

3: 1.) NaOAc, 2.) 5percent aq. NaOH / 1.) 95percent aq. EtOH, reflux, 3 h

With sodium hydroxide; sodium dithionite; nitric acid; sodium acetate; In sodium hydroxide;

DOI:10.1055/s-1988-27662

Reference yield:

2,6-diphenyl-4-nitrophenol (2423-73-6) → betaine 30 (10081-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Na₂S₂O₄ / aq. NaOH / 0.25 h / Heating

2: 1.) NaOAc, 2.) 5percent aq. NaOH / 1.) 95percent aq. EtOH, reflux, 3 h

With sodium hydroxide; sodium dithionite; sodium acetate; In sodium hydroxide;

DOI:10.1055/s-1988-27662

Reference yield:

4-(2,4,6-triphenylpyridinio)-2,6-diphenylphenol (47843-41-4) → betaine 30 (10081-39-7)

Guidance literature:

With tetrabutyl ammonium fluoride;

DOI:10.1016/j.tetlet.2006.10.109

upstream raw materials:

2,6-diphenyl-p-aminophenol

2,4,6-Triphenylpyrylium hydrogen sulfate

4-(2,4,6-triphenylpyridinio)-2,6-diphenylphenol

(1,1';3',1''-terphenyl)-2'-ol

Downstream raw materials:

4-(2,4,6-triphenylpyridinio)-2,6-diphenylphenol

Refernces

• 1、 Reis, Dalci C.,Machado, Clodoaldo,Machado, Vanderlei G.. "An anionic chromogenic sensor based on protonated Reichardt's pyridiniophenolate". . p. 9339 - 9342. Retrieved 2006.
• 2、 Kessler, Manfred A.,Wolfbeis, Otto S.. "An Improved Synthesis of the Solvatochromic Dye ET-30". . p. 635 - 636. Retrieved 1988.