522-75-8

Basic information

• Product Name: Vat Red 41
• Synonyms: 2-(3-oxobenzo[b]thien-2(3h)-ylidene)-benzo[b]thiophene-3(2h)-one;FLUORESCENT DYE, RED;FLUORESCENT RED DYE;C.I. 73300;c.i. disperse red 364;C.I. Solvent Red 242;THIOINDIGO;VAT RED 41
• CAS NO: 522-75-8
• Molecular Formula: C₁₆H₈O₂S₂
• Molecular Weight: 296.36
• EINECS: 208-336-1
• Product Categories: Azobenzene, etc. (Photochromic Compounds);Functional Materials;Photochromic Compounds;Solvent Dyestuff
• Mol File: 522-75-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 280°C(lit.)
• Boiling Point: 407.96°C (rough estimate)
• Flash Point: 177 °C
• Appearance: /
• Density: 1.3686 (rough estimate)
• Vapor Pressure: 6.62E-07mmHg at 25°C
• Refractive Index: 1.5341 (estimate)
• Water Solubility: 1mg/L
• CAS DataBase Reference: Vat Red 41(CAS DataBase Reference)
• NIST Chemistry Reference: Vat Red 41(522-75-8)
• EPA Substance Registry System: Vat Red 41(522-75-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• RTECS: DT4330000
• Hazardous Substances Data: 522-75-8(Hazardous Substances Data)

Usage

Flammability and Explosibility

Notclassified

Purification Methods

Adsorb it on silica gel from CCl4/*benzene (3:1), elute with *benzene, evaporate, crystallise the residue from CHCl3 and dry it at 60-65o [Wyman & Brode J Am Chem Soc 73 1487 1951; this paper also gives details of purification of other thioindigo dyes]. [Beilstein 19 H 137, 19 I 690, 19 II 192, 19 III/IV 2091.]

Properties and Applications

Standard Ironing Fastness Light Fastness Persperation Fastness Washing Fastness Fading Stain Fading Stain Fading Stain AATCC 5 5 7 5 5 5 5

Standard

Ironing Fastness

Fading

Stain

AATCC

5

InChI:InChI=1/C16H8O2S2/c17-13-9-5-1-3-7-11(9)19-15(13)16-14(18)10-6-2-4-8-12(10)20-16/h1-8H/b16-15+

Synthetic route

thioindigo (522-75-8) → 2-amino-1-benzenesulfonic acid (88-21-1)

Conditions	Yield
With (2,2':6',2''-terpyridine)(pyridine-2-carboxylate)iron(II)chloride; sodium hydroxide In water; acetonitrile	95%

thioindigo (522-75-8) + C98H80O24S6(6-)*6Na(1+) → C16H8O2S2*C98H80O24S6(6-)*6Na(1+)

Conditions	Yield
In water at 20℃; for 0.666667h; Sonication;	36%

bis(acetonitrile)bis(2,4-pentanedionato)ruthenium(II) + thioindigo (522-75-8) → C26H22O6RuS2 + C36H36O10Ru2S2

Conditions	Yield
In tetrahydrofuran for 6h; Reflux; Inert atmosphere;	A 35% B 30%

thioindigo (522-75-8) → 3,3'-bis-sulfooxy-[2,2']bi[benzo[b]thiophenyl] (804448-33-7)

Conditions	Yield
With chlorosulfonic acid; sodium acetate; zinc In ethyl acetate at 40℃; for 0.5h;

thioindigo (522-75-8) + ethyl chlorocarbonylacetate (36239-09-5) → C26H22O8S2

Conditions	Yield
With sodium acetate; zinc In ethyl acetate at 40℃;

thioindigo (522-75-8) + ethyl chlorocarbonylacetate (36239-09-5) → C21H16O5S2

Conditions	Yield
With sodium acetate; zinc In ethyl acetate at 40℃; for 0.5h;

4-(chlorocarbonyl)pyridine (14254-57-0) + thioindigo (522-75-8) → C28H16N2O4S2

Conditions	Yield
With sodium acetate; zinc In ethyl acetate at 40℃; for 0.5h;

Downstream Products

• 88-21-1 2-amino-1-benzenesulfonic acid