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Rhodamine B | CAS 81-88-9

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Rhodamine B Basic information

Product Name:Rhodamine B
Synonyms:Rhodamine B, ≥99.0%(HPLC);RHODAMINE BRHODAMINE BRHODAMINE B;9-(2-carboxyphenyl)-3,6-bis(diethylamino)xanthylium chloride;[9-(O-CARBOXYPHENYL)-6-(DIETHYLAMINO)-3H-XANTHEN-3-YLIDENE] DIETHYL-AMMONIUM CHLORIDE;(9-(O-CARBOXYPHENYL)-6-(DIETHYL-AMINO)-3H-XANTHENE-3-YLIDENE)DIETHYL AMMONIUM CHLORIDE;ACID RHODAMINE B;LABOTEST-BB LT00772274;BRILLIANT RHODAMINE B
CAS:81-88-9
MF:C28H31ClN2O3
MW:479.01
EINECS:201-383-9
Product Categories:Analytical Chemistry;Ion Association;Steroids, Terpenes, Lipids, Bile acidsDerivatization Reagents;TLC Reagents, N-R;TLC ReagentsDerivatization Reagents TLC;Derivatization Reagents TLC;TLC Visualization Reagents (alphabetic sort);TLC Visualization Reagents (by application);Organics;Dyes and Pigments
Mol File:81-88-9.mol

Rhodamine B Chemical Properties

Melting point 210-211 (dec.)(lit.)
density 0.79 g/mL at 20 °C
bulk density250kg/m3
refractive index 1.6500 (estimate)
Fp 12 °C
storage temp. room temp
solubility H2O: soluble1mg/mL
form Solid
Colour Index 45170
color Green
PH3-4 (10g/l, H2O, 20℃)
Water Solubility SOLUBLE
ε(extinction coefficient)104500-115800 at 542-554nm in methanol
Merck 14,8183
BRN 4119648
Stability:Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients FunctionsCOLORANT
LogP1.9-2
CAS DataBase Reference81-88-9(CAS DataBase Reference)
NIST Chemistry ReferenceRhodamine b(81-88-9)
IARC3 (Vol. 16, Sup 7) 1987
EPA Substance Registry SystemRhodamine B (81-88-9)

Safety Information

Hazard Codes Xn,Xi,F
Risk Statements 22-41-68-67-36-11-40-20/21/22-52/53
Safety Statements 7-16-24/25-26-36/37/39-39-36-22
WGK Germany 3
RTECS BP3675000
TSCA Yes
HS Code 32041300
Hazardous Substances Data81-88-9(Hazardous Substances Data)
ToxicityLD50 i.v. in rats: 89.5 mg/kg (Webb)

MSDS Information

ProviderLanguage
Rhodamine B English
ACROS English
SigmaAldrich English
ALFA English

Rhodamine B Usage And Synthesis

Chemical PropertiesUsesUsesGeneral DescriptionReactivity ProfileSynthesisFirst aidShippingPurification MethodsReferences
DescriptionC.I. Food red 15 is a green crystalline or redviolet powdered solid. Molecular weight =479.1. HazardIdentification (based on NFPA-704 M Rating System):Health 1, Flammability 1, Reactivity 0. Highly soluble inwater.
C.I. Food red 15 is a green crystalline or redviolet powdered solid
Chemical Propertiesred/brown or green crystals
A useful fluorochrome for histology, FRET and mitochondrial probe.
UsesAs a dye, especially for paper; as a reagent for antimony, bismuth, cobalt, niobium, gold, manganese, mercury, molybdenum, tantalum, thallium, tungsten; as biological stain. Provisionally listed for use in drugs and cosmetics.
Rhodamine B is used in biological studies for an anti-reactive oxygen species/hepatic fibrosis drug delivery system based on salvianolic acid B loaded mesoporous silica nanoparticles. Dyes and metabolites, Environmental Testing.
DefinitionChEBI: An organic chloride salt having N-[9-(2-carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium as the counterion. An amphoteric dye commonly used as a fluorochrome.
Green crystals or reddish-violet powder. Used as a dye, especially for paper, as a metal chelating reagent, and in drugs and cosmetics.
Air & Water ReactionsVery soluble in water. Solution is bluish-red. Dilute solutions are strongly fluorescent.
Acidic organic/inorganic salts, such as Rhodamine B, are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.
HazardQuestionable carcinogen.

85-44-9

91-68-9

81-88-9

(1) Phthalic anhydride (15.7 g) and 3-(N,N-dimethylamino) phenol (18.0 g) were added to 1,2-dichlorobenzene (57.0 g). The resulting mixture was stirred at 175 °C for 1 hour and then 3-(N,N-diethylamino) phenol (12.1 g) was added in three batches. After the addition was completed, the reaction mixture was continued to be stirred at 175 °C for 12 hours. After completion of the reaction, the mixture was cooled to below 25°C. Subsequently, 3% aqueous sodium hydroxide solution (100 g) was added and stirred for 30 minutes. After separating the organic layer, 4.5% sulfuric acid (330 g) was added and stirred for 30 minutes. After separation of the aqueous layer, 35% hydrochloric acid (30 g) and sodium chloride (15 g) were added and the mixture was stirred at 80 °C for 1 hour. After cooling to room temperature, the resulting crystals were filtered, washed with 2% hydrochloric acid (300 g) and dried at 80 °C to give the compound of [chemical formula Di] (35 g).

Potential ExposureIt is used as a color additive in drugs, foods, cosmetics, and fabric dyes. It is also used as a tracing agent in water pollution studies. May be used as an agricultural chemical
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.
storageColor Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with C.I. Foodred 15 you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, wellventilated area away from oxidizers and reducing agents.Where possible, automatically pump liquid from drums orother storage containers to process containers.
UN3143 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

TEST ITEMS

SPECIFICATION

APPEARANCE

GREEN GLITTERY CRYSTAL

SHADE (COMPARE TO STANDARD)

CLOSE

WATER SOLUBILITY (60°C)

8 g/L min

WATER INSOLUBLE

0.5% max

TINTING STRENGTH

500-505 %

Major impurities are partially dealkylated compounds not removed by recrystallisation.Purify the dye by chromatography, using ethyl acetate/isopropanol/ammonia (conc)(9:7:4, RF 0.75 on Kieselgel G). It has also been crystallised from a concentrated solution in MeOH by slow addition of dry diethyl ether; or from EtOH containing a drop of conc HCl by slow addition of ten volumes of dry diethyl ether. The solid is washed with ether and air dried. The dried material has also been extracted with *benzene to remove oil-soluble material prior to recrystallisation. Store it in the dark. [Beilstein 18 II 486, 18 III/IV 8246, 19/8 V 669.]
IncompatibilitiesDust 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, strong reducing agents
[1] Patent: US2015/322265, 2015, A1. Location in patent: Paragraph 0064

Rhodamine B Preparation Products And Raw materials

Raw materialsPhthalic anhydride-->Sulfonated castor oil-->3-Diethylaminophenol-->Yellow dextrin-->FLUORESCEIN CHLORIDE-->3-Diethylaminophenol-->Diethylamine-->Hydrochloric acid-->Sodium chloride-->Phthalic anhydride
Preparation ProductsFast Pink lake-->Spirit Light Fast Fire Red B-->BUTYL RHODAMINE B-->2-(4-Diethylamino-2-hydroxybenzoyl)benzoic acid

Declaration: The products displayed on this website are intended exclusively for industrial applications or scientific research. They are not intended for medical, pharmaceutical, or food use. In accordance with applicable laws and regulations, purchasing organizations must hold valid qualifications and approvals.

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