Basic Red 9 Chemical Properties

Melting point:

250 °C

Boiling point:

479.57°C (rough estimate)

bulk density

500kg/m3

Density 

0.999 g/mL at 20 °C

refractive index 

n20/D 1.334

Flash point:

11 °C

storage temp. 

Store at RT.

solubility 

ethanol: soluble1mg/mL

form 

Solid

Colour Index 

42500

color 

metallic green

PH Range

1.0 - 3.1, purple to red

PH

5.0-6.0 (1g/L)

Water Solubility 

10 g/L (25 ºC)

λmax

545 nm

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

BRN 

4164603

Stability:

Stable. Incompatible with strong oxidizing agents.

Biological Applications

Detecting breast cancer; treating pathogens

InChIKey

JUQPZRLQQYSMEQ-UHFFFAOYSA-N

CAS DataBase Reference

569-61-9

IARC

2B (Vol. 57, 99) 2010

EPA Substance Registry System

C.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 

Yes

HS Code 

32041300

Hazardous Substances Data

569-61-9(Hazardous Substances Data)

MSDS

• Language:English Provider:4,4'-(4-Iminocyclohexa-2,5-dienylidenemethylene)dianiline hydrochloride
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Basic Red 9 Usage And Synthesis

Chemical Properties

green crystalline powder

Chemical Properties

C.I. Basic red 9 is a colorless to red crystalline solid or green powder.

Uses

Antischistosoma.

Uses

Pararosaniline Hydrochloride is a red dye used for textiles. Dyes and metabolites, Environmental Testing.

Preparation

commonly 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.

Definition

ChEBI: 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 Description

Colorless to red crystals or green powder.

Air & Water Reactions

Insoluble in water.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Basic Red 9 emits very toxic fumes of hydrogen chloride and nitrogen oxides.

Fire Hazard

Flash point data for Basic Red 9 are not available; however, Basic Red 9 is probably combustible.

Biological Activity

Basic fuchsin possesses anesthetic, bactericidal (gram-positive), and fungicidal properties.

Safety Profile

Confirmed 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

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 Exposure

Used as a dye for textiles, paper; printing, computer and photo imaging inks, leather, and many consumer products; as a microbiological/microscopy stain for bacilli, including tubercle and influenza.

Carcinogenicity

Basic red 9 monohydrochloride is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity fromstudies in experimental animals.

Shipping

UN 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 Applications

colourful 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

Incompatibilities

May be combustible; powder or liquid may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

Use a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

References

[1] Patent: CN105936752, 2016, A. Location in patent: Paragraph 0323 - 0333

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