Tracid Red 2bs

CAS
57741-47-6
Catalog Number
ACM57741476
Category
Acid Dyes
Molecular Weight
467.782
Molecular Formula
C17H10ClF3N3NaO4S

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Specification

Description
Acid Red 266 is a synthetic azo dye that is extensively used in various industries, such as textiles, food, cosmetics, and pharmaceuticals. It is a water-soluble dye with a reddish-brown color and is known to have excellent color fastness properties. However, its extensive usage has raised concerns about its potential impact on human health and the environment.
Synonyms
Acid red 266
IUPAC Name
sodium;6-amino-5-[[4-chloro-2-(trifluoromethyl)phenyl]diazenyl]-4-hydroxynaphthalene-2-sulfonate
Canonical SMILES
C1=CC(=C(C2=C(C=C(C=C21)S(=O)(=O)[O-])O)N=NC3=C(C=C(C=C3)Cl)C(F)(F)F)N.[Na+]
InChI
InChI=1S/C17H11ClF3N3O4S.Na/c18-9-2-4-13(11(6-9)17(19,20)21)23-24-16-12(22)3-1-8-5-10(29(26,27)28)7-14(25)15(8)16;/h1-7,25H,22H2,(H,26,27,28);/q;+1/p-1
InChI Key
GVLHHJPRNMDLLL-UHFFFAOYSA-M
Boiling Point
806℃at 101325 Pa
Density
1.68 g/mL at 20℃
Solubility
Slightly soluble in water. Water Solubility 248mg/L at 25℃.
Appearance
Powder
Application
Acid Red 266 has been widely used in scientific research as a model compound to study the fate and behavior of azo dyes in the environment. It has been used to investigate the adsorption, degradation, and biodegradation of azo dyes in various environmental matrices, such as soils, sediments, and water. Acid Red 266 has also been used as a staining agent in histological and cytological studies, where it is used to differentiate between different types of cells and tissues.
Storage
Store at 2-8 ℃
Exact Mass
466.993
Features And Benefits
In concentrated sulfuric acid for deep red solution, diluted after precipitation. There was slight change of copper ion during staining, but no change of iron ion during staining.
PSA
136.55
Vapor Pressure
0Pa at 25℃
XLogP3
6.7813

Green and Simple Synthesis Route of Acid Red 266

Jun Xu, et al. Org Lett. 2017, 19(20), 5661-5664.

Transition metal-catalyzed trifluoromethylation has emerged as a compelling strategy for the trifluoromethylation of organic molecules. For example, nickel(II) catalyzes the site-selective C-H bond trifluoromethylation of arylamines in water. In this transformation, a coordinated activation strategy was performed by utilizing picolinamide as a directing group, and the target product, such as acid red 266, was obtained in moderate to good yields.
Preparation of Acid Red 266 by Trifluoromethylation Method
· First, gram-scale synthesis of compound 3k was successful proceed under optimum conditions, and the target product was acquired in 61% yield.
· Second, the hydrolysis reaction was carried out in the presence of hydrochloric acid, and 4-chloro-2- (trifluoromethyl)aniline was obtained in 88% yield and 2- picolinic acid was recovered in 85% yield.
· Finally, successive diazotization, C-N coupling, and salt-forming reactions gave rise to the desired product 5 in 64% yield, thus providing a feasible pathway to the green, concise synthesis of acid red 266.

Colored Liquid Crystal Formed from Acid Red 266 and Its Phase Behavior

Alfutimie A, et al. Liquid Crystals, 2015, 42(8), 1169-1178.

Acid red 266 can form nematic (N) and hexagonal (H) mesophases, and has a cross-section equivalent to 6 to 8 molecules and may have a "water-filled pipe" structure.
Formation of Acid Red 266 Colored Liquid Crystal
· A large quantity of acid red 266 (>50 g) was dissolved/ dispersed in water whilst heating and continually stirring with a mechanical stirrer until a high viscosity mesophase was obtained.
· After cooling, absolute ethanol was then carefully added and eventually solid dye could be seen to be forming. This could be observed macroscopically - the color of the system changed from dark red/black to dark brown/maroon indicating that insoluble solid dye was now present- and also microscopically-optical microscopy clearly indicated a two-phase region with threads of solid dye in isotropic solution.
· With continual stirring more ethanol was slowly added until it was estimated that the maximum amount of solid dye was now out of solution. The solid dye was then immediately filtered to avoid ethanol evaporation.
· The solid dye was then re-dissolved in water and the whole process repeated twice more. Finally, the solid dye was dried in a vacuum oven, in order to remove any excess water and ethanol.

What is the molecular formula of Tracid Red 2bs?

The molecular formula of Tracid Red 2bs is C17H11ClF3N3NaO4S.

When was Tracid Red 2bs created according to the reference?

Tracid Red 2bs was created on January 25, 2019.

What is the computed molecular weight of Tracid Red 2bs?

The computed molecular weight of Tracid Red 2bs is 468.8 g/mol.

What are some synonyms for Tracid Red 2bs?

One synonym for Tracid Red 2bs is TRACID RED 2BS.

What are the InChI and InChIKey values of Tracid Red 2bs?

The InChI value is InChI=1S/C17H11ClF3N3O4S.Na/c18-9-2-4-13(11(6-9)17(19,20)21)23-24-16-12(22)3-1-8-5-10(29. The InChIKey is YNUGLCBUZUXXET-UHFFFAOYSA-N.

What is the CAS number for Tracid Red 2bs?

The CAS number for Tracid Red 2bs is 57741-47-6.

What is the hydrogen bond donor count for Tracid Red 2bs?

The hydrogen bond donor count for Tracid Red 2bs is 3.

How many hydrogen bond acceptors are there in Tracid Red 2bs?

There are 10 hydrogen bond acceptors in Tracid Red 2bs.

What is the topological polar surface area of Tracid Red 2bs?

The topological polar surface area of Tracid Red 2bs is 134.2.

Is Tracid Red 2bs considered a canonicalized compound according to the reference?

Yes, Tracid Red 2bs is considered a canonicalized compound.

What is the molecular formula of Tracid Red 2bs according to the reference?

The molecular formula of Tracid Red 2bs is C17H11ClF3N3NaO4S.

When was Tracid Red 2bs first created and modified?

Tracid Red 2bs was first created on January 25, 2019, and modified on December 23, 2023.

What is the InChIKey of Tracid Red 2bs?

The InChIKey of Tracid Red 2bs is YNUGLCBUZUXXET-UHFFFAOYSA-N.

How many Hydrogen Bond Donor Counts does Tracid Red 2bs have?

Tracid Red 2bs has 3 Hydrogen Bond Donor Counts.

What is the exact mass of Tracid Red 2bs?

The exact mass of Tracid Red 2bs is 468.0008585 g/mol.

How many defined atom stereocenter counts does Tracid Red 2bs have?

Tracid Red 2bs has 0 defined atom stereocenter counts.

How many rotatable bond counts does Tracid Red 2bs have?

Tracid Red 2bs has 3 rotatable bond counts.

Is Tracid Red 2bs considered a canonicalized compound?

Yes, Tracid Red 2bs is considered to be a canonicalized compound.

What is the molecular weight of Tracid Red 2bs?

The molecular weight of Tracid Red 2bs is 468.8 g/mol.

What is the molecular formula of Acid red 266?

The molecular formula of Acid red 266 is C17H10ClF3N3NaO4S.

What are the synonyms of Acid red 266?

The synonyms of Acid red 266 are 57741-47-6, ACID RED 266, Sodium 6-amino-5-[[4-chloro-2-(trifluoromethyl)phenyl]azo]-4-hydroxynaphthalene-2-sulphonate, and more.

When was Acid red 266 created?

Acid red 266 was created on January 15, 2019.

What is the InChIKey of Acid red 266?

The InChIKey of Acid red 266 is GVLHHJPRNMDLLL-UHFFFAOYSA-M.

What is the molecular weight of Acid red 266?

The molecular weight of Acid red 266 is 467.8 g/mol.

What is the Canonical SMILES of Acid red 266?

The Canonical SMILES of Acid red 266 is C1=CC(=C(C2=C(C=C(C=C21)S(=O)(=O)[O-])O)N=NC3=C(C=C(C=C3)Cl)C(F)(F)F)N.[Na+].

How many hydrogen bond donor counts does Acid red 266 have?

Acid red 266 has 2 hydrogen bond donor counts.

What is the topological polar surface area of Acid red 266?

The topological polar surface area of Acid red 266 is 137Ų.

How many hydrogen bond acceptor counts does Acid red 266 have?

Acid red 266 has 10 hydrogen bond acceptor counts.

What is the complexity value of Acid red 266?

The complexity value of Acid red 266 is 724.

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