Basic Red 9 CAS 569-61-9

Introduction:Basic information about Basic Red 9 CAS 569-61-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Basic Red 9 Basic information

Product Name:Basic Red 9
Synonyms:4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-benzenaminm;4,4’-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)dianilinemonohydrochlor;4,4’-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)dianilinemonohydrochlorid;4,4’,4"-triaminotriphenylmethanehydrochloride;4,4’,4"-triaminotriphenylmethan-hydrochlorid;4,4’4’’-triaminotriphenylmethan-hydrochlorid;4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-benzenaminm;alpha-(p-aminophenyl)-alpha-(4-imino-2,5-cyclohexadien-1-ylidene)-4-toluidin
CAS:569-61-9
MF:C19H17N3.ClH
MW:323.82
EINECS:209-321-2
Product Categories:Triphenylmethane;Dyes and Pigments;Stains and DyesDerivatization Reagents TLC;Steroids, Terpenes, Lipids, Bile acids;Analytical Reagents;Microscopy Reagents;TLC Visualization Reagents (by application);Stains and Dyes
Mol File:569-61-9.mol

Basic Red 9 Chemical Properties

Melting point 250 °C
Boiling point 479.57°C (rough estimate)
bulk density500kg/m3
density 0.999 g/mL at 20 °C
refractive index n20/D 1.334
Fp 11 °C
storage temp. Store at RT.
solubility ethanol: soluble1mg/mL
Colour Index 42500
form Solid
color metallic green
PH5.0-6.0 (1g/L)
PH Range1.0 - 3.1, purple to red
Water Solubility 10 g/L (25 ºC)
ε(extinction coefficient)≥11000 at 235-239nm in 50% ethanol at 0.003g/L
≥17000 at 287-291nm in 50% ethanol at 0.003g/L
λmax545 nm
BRN 4164603
Stability:Stable. Incompatible with strong oxidizing agents.
Major Applicationcleaning products
cosmetics
food and beverages
personal care
Biological ApplicationsDetecting breast cancer; treating pathogens
InChI1S/C19H17N3.ClH/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15;/h1-12,20H,21-22H2;1H
InChIKeyJUQPZRLQQYSMEQ-UHFFFAOYSA-N
SMILES[Cl-].Nc1ccc(cc1)C(\c2ccc(N)cc2)=C3/C=CC(=[NH2+])C=C3
CAS DataBase Reference569-61-9
IARC2B (Vol. 57, 99) 2010
EPA Substance Registry SystemC.I. Basic Red 9, monohydrochloride (569-61-9)

Safety Information

Hazard Codes F,T,Xn
Risk Statements 40-45-11
Safety Statements 7-16-53-45-36/37
RIDADR UN 2924 3/PG 2
WGK Germany 3
RTECS CX9850000
TSCA TSCA listed
HS Code 32041300
Storage Class6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects
Hazard ClassificationsCarc. 1B
Hazardous Substances Data569-61-9(Hazardous Substances Data)

Basic Red 9 Usage And Synthesis

Chemical Propertiesgreen crystalline powder
Chemical PropertiesC.I. Basic red 9 is a colorless to red crystallinesolid or green powder.
UsesAntischistosoma.
UsesPararosaniline Hydrochloride is a red dye used for textiles. Dyes and metabolites, Environmental Testing.
Preparationcommonly known as (Para Magenta, Para Rosaniline) (a) 4-(4-Aminobenzyl)benzenamine?and aniline, Aniline hydrochloride, the difficulties and ferric chloride in 170 ℃ heating hours;?(b) aniline,p-Methylaniline and its hydrochloride and iron, ferrous chloride or 1-Nitrobenzene?heating; (C) aniline?and p-Methylaniline?was treated with arsenic oxide; (d) aniline?tetrachloride carbon heat.
DefinitionChEBI: A hydrochloride that is the monohydrochloride of 4,4'-[(4-iminocyclohexa-2,5-dien-1-ylidene)methanediyl]dianiline. One of the major constituents of Basic fuchsin, together with rosanilin, magenta II and new fuchsin.
General DescriptionColorless to red crystals or green powder.
Air & Water ReactionsInsoluble in water.
Health HazardACUTE/CHRONIC HAZARDS: When heated to decomposition Basic Red 9 emits very toxic fumes of hydrogen chloride and nitrogen oxides.
Fire HazardFlash point data for Basic Red 9 are not available; however, Basic Red 9 is probably combustible.
Biological ActivityBasic fuchsin possesses anesthetic, bactericidal (gram-positive), and fungicidal properties.
Safety ProfileConfirmed carcinogen with experimental carcinogenic and tumorigenic data. Mildly toxic by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of HCl and NOx.
Synthesis

101-77-9

62-53-3

569-61-9

Basic magenta was prepared by synthesizing 4,4'-((4-iminocyclohexane-2,5-diene-1-idene)methylene)diphenylamine hydrochloride by air oxidation reaction in the presence of a cesium vanadate catalyst using 4,4'-diaminodiphenylmethane and aniline as raw materials in the following steps: (1) in a four-necked flask, a mixture of 4,4'-diaminodiphenylmethane and aniline was added at a weight ratio of 20:1 to obtain Mixture A. Four ports of the four-necked flask were fitted with a condenser, a water separator, a thermometer and an air introduction tube, and the flask was equipped with a stirrer. aniline in a four-necked flask at a weight ratio of 20:1 to obtain mixture A. The four ports of the four-necked flask were respectively fitted with a condenser, a water separator, a thermometer, and an air introduction tube, and the flask was equipped with a stirrer; (2) under stirring conditions, a 30% HCl solution weighing 0.77 times the weight of 4,4'-diaminodiphenylmethane was added to mixture A until it was completely dissolved, obtaining solution B; (3) solution B was added to solution B weighing 1% to 4% by weight of 4,4'-diaminodiphenylmethane as cesium vanadate catalyst to solution B to obtain solution C; (4) heating solution C to 140° C. and continuously passing air at this temperature for 5 hours until no water is generated, and product D is obtained at the end of the reaction; and (5) azeotropic distillation of the product D, removing and recovering excess aniline to obtain crude oil. The crude oil was poured out of a four-neck flask and cooled to become brittle; (6) the brittle crude oil was ground and stirred with a dilute hydrochloric acid solution to pH ≤ 1 to obtain solution E; (7) solution E was stirred continuously for 6.5 hr, and then filtered through diatomaceous earth to obtain filtrate F; (8) the pH of the filtrate F was adjusted to 5 with a 0.4 mol/L NaOH solution at 24 °C, and filtered to obtain the filter cake G; ( (9) The filter cake G was dissolved in boiling water at pH=4, cooled to room temperature and left to crystallize for 16 hours, and finally filtered to obtain the solid product basic magenta crystals in 70% yield.

Potential ExposureUsed as a dye for textiles, paper;printing, computer and photo imaging inks, leather, andmany consumer products; as a microbiological/microscopystain for bacilli, including tubercle and influenza.
CarcinogenicityBasic red 9 monohydrochloride is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity fromstudies in experimental animals.
ShippingUN 3143 Dyes, solid, toxic, n.o.s., or dye intermediates,solid, toxic, n.o.s., Hazard Class: 6.1; Labels:6.1—Poisonous materials, Technical Name Required.
Properties and Applicationscolourful red blue light. Slightly soluble in cold water, soluble in hot water for red, easily soluble in ethanol is cherry red. The strong sulfuric acid for yellow brown, after dilute for purple. Used in the manufacture of blue ink, also can dye tannins mordant dyeing cotton.
Standard( Cotton ) Light Fastness Persperation Fastness Ironing Fastness Soaping
Fading Stain Fading Stain Fading Stain
A 2 1 1
IncompatibilitiesMay be combustible; powder or liquidmay form explosive mixture with air. Incompatible withoxidizers (chlorates, nitrates, peroxides, permanganates,perchlorates, chlorine, bromine, fluorine, etc.); contact maycause fires or explosions. Keep away from alkaline materials,strong bases, strong acids, oxoacids, epoxides.
Waste DisposalUse a licensed professionalwaste disposal service to dispose of this material. Dissolveor mix the material with a combustible solvent and burn ina chemical incinerator equipped with an afterburner andscrubber. All federal, state, and local environmental regulationsmust be observed.
References[1] Patent: CN105936752, 2016, A. Location in patent: Paragraph 0323 - 0333

Basic Red 9 Preparation Products And Raw materials

Raw materialsAniline-->4,4'-Methylenedianiline-->Nitrobenzene-->Hydrochloric acid-->p-Toluidine-->Water
Preparation ProductsAcid Blue 93-->Solvent Violet 8-->OPAL BLUE SS-->Solvent Blue 66-->BASIC FUCHSIN LEUCONITRILE
Basic Red 2 CAS 477-73-6
Basic Violet 2 CAS 3248-91-7
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