Rhodamine B
- Iupac Name：[9-(2-carboxyphenyl)-6-(diethylamino)xanthen-3-ylidene]-diethylazanium;chloride
- CAS No.: 81-88-9
- Molecular Weight：479.017
- Modify Date.: 2022-11-07 06:29
- Introduction: Green crystals or reddish-violet powder. Used as a dye, especially for paper, as a metal chelating reagent, and in drugs and cosmetics.
View more+
1. Names and Identifiers
- 1.1 Name
- Rhodamine B
- 1.2 Synonyms
(9-(O-CARBOXYPHENYL)-6-(DIETHYL-AMINO)-3H-XANTHENE-3-YLIDENE)DIETHYL AMMONIUM CHLORIDE [9-(O-CARBOXYPHENYL)-6-(DIETHYLAMINO)-3H-XANTHEN-3-YLIDENE] DIETHYL-AMMONIUM CHLORIDE 9-(2-carboxyphenyl)-3,6-bis(diethylamino)xanthylium chloride ACID RHODAMINE B AKA213 AKA214 Basic Violet 10 BRILLIANT RHODAMINE B C.I. Basic Violet 10 c.i.749 D and C Red No. 19 EINECS 201-383-9 LABOTEST-BB LT00772274 MFCD00011931 Pilot578 redno213 rhodamine blue RHODAMINE BRHODAMINE BRHODAMINE B rhodamine hydrochloride
- View all
- 1.3 CAS No.
- 81-88-9
- 1.4 CID
- 6694
- 1.5 EINECS(EC#)
- 201-383-9
- 1.6 Molecular Formula
- C28H31ClN2O3 (isomer)
- 1.7 Inchi
- InChI=1S/C28H30N2O3.ClH/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32;/h9-18H,5-8H2,1-4H3;1H
- 1.8 InChIkey
- PYWVYCXTNDRMGF-UHFFFAOYSA-N
- 1.9 Canonical Smiles
- CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=CC=CC=C4C(=O)O.[Cl-]
- 1.10 Isomers Smiles
- CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=CC=CC=C4C(=O)O.[Cl-]
2. Properties
- 2.1 Density
- 1.31
- 2.1 Melting point
- 210-211℃ (dec.)
- 2.1 Refractive index
- 1.6500 (estimate)
- 2.1 Flash Point
- 12?°C
- 2.1 Precise Quality
- 478.20200
- 2.1 PSA
- 56.69000
- 2.1 logP
- 2.56500
- 2.1 Solubility
- H2O: soluble1mg/mL
- 2.2 Λmax
- 554(H2O)nm
- 2.3 Appearance
- red to violet powder
- 2.4 Storage
- Ambient temperatures.
- 2.5 Chemical Properties
- red/brown or green crystals
- 2.6 Color/Form
- GREEN CRYSTALS OR REDDISH-VIOLET POWDER; WATER SOLN WITH BLUISH-RED COLOR, DIL SOLN STRONGLY FLUORESCENT
LEAFLETS FROM DILUTE HYDROCHLORIC ACID
- 2.7 PH
- 3-4 (10g/l, H2O, 20℃)
- 2.8 Water Solubility
- SOLUBLE
- 2.9 Spectral Properties
- IR: 11293 (Sadtler Research Laboratories Prism Collection)
MASS: 5106 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63)
- 2.10 Stability
- Stable. Incompatible with strong oxidizing agents.
- 2.11 StorageTemp
- room temp
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: 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.
- 3.2 General Description
- Green crystals or reddish-violet powder. Used as a dye, especially for paper, as a metal chelating reagent, and in drugs and cosmetics.
- 3.3 Potential Exposure
- It 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
- 3.4 Purification Methods
- 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.]
- 3.5 Shipping
- 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.
- 3.6 Usage
- A useful fluorochrome for histology, FRET and mitochondrial probe.
4. Safety and Handling
- 4.1 Symbol
- GHS05, GHS07
- 4.1 Hazard Codes
- Xn
- 4.1 Signal Word
- Danger
- 4.1 Risk Statements
- R22;R41;R68
- 4.1 Safety Statements
- S26;S36/37/39
- 4.1 Other Preventative Measures
- SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
- 4.2 Hazard Declaration
- H302-H318-H412
- 4.2 RIDADR
- 25kgs
- 4.2 Caution Statement
- P273-P280-P305 + P351 + P338
- 4.2 Incompatibilities
- Dust 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 Rhodamine B Preparation Products And Raw materials Preparation Products
- 4.3 WGK Germany
- 2
- 4.3 RTECS
- BP3675000
- 4.3 Protective Equipment and Clothing
- ... INJURIOUS TO ... HUMAN EYE.
- 4.4 Skin, Eye, and Respiratory Irritations
- ... INJURIOUS TO ... HUMAN EYE.
- 4.5 Safety
-
Hazard Codes of Rhodamine B (CAS NO.81-88-9):?
Xn,Xi,
F
Risk Statements: 22-41-68-67-36-11
R22: Harmful if swallowed.?
R41: Risk of serious damage to the eyes.?
R68: Possible risk of irreversible effects.?
R67: Vapours may cause drowsiness and dizziness.?
R36: Irritating to eyes.?
R11: Highly flammable.
Safety Statements: 7-16-24/25-26-36/37/39?
S7: Keep container tightly closed.?
S16: Keep away from sources of ignition.?
S24/25: Avoid contact with skin and eyes.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 2
?
- View all
- 4.6 Specification
-
Stability: Stable at room temperature in closed containers under normal storage and handling conditions.
Storage：Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances
Handling：Wash thoroughly after handling. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
First Aid Measures:
Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation: Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
?
- View all
- 4.7 Toxicity
-
| Organism |
Test Type |
Route |
Reported Dose (Normalized Dose) |
Effect |
Source |
| mouse |
LD50 |
intraperitoneal |
144mg/kg (144mg/kg) |
? |
"Recent Advances of Chemistry and Molecular Biology in Cancer Research, Insternational Symposium on Recent Advances of Chemistry and Molecular Biology in Cancer Research, Held in Beijing/China, July 23rd-26th, 1991" Dai Qianhuan, Margaret-Ann Armour and Zheng Qingying eds. Science Press Vol. -, Pg. 281, 1993. |
| mouse |
LD50 |
oral |
887mg/kg (887mg/kg) |
? |
Toxicological European Research. Vol. 1, Pg. 23, 1978. |
| mouse |
LD50 |
subcutaneous |
180mg/kg (180mg/kg) |
? |
Osaka-furitsu Koshu Eisei Kenkyusho Kenkyu Hokoku, Koshu Eisei Hen. Research Reports of the Oaka Prefectural Institute of Public Health, Public Health Section. Vol. (3), Pg. 185, 1953. |
| rat |
LD50 |
intraperitoneal |
112mg/kg (112mg/kg) |
? |
Toxicological European Research. Vol. 1, Pg. 23, 1978. |
| rat |
LD50 |
intravenous |
89mg/kg (89mg/kg) |
? |
Toxicology and Applied Pharmacology. Vol. 3, Pg. 696, 1961. |
| rat |
LDLo |
oral |
500mg/kg (500mg/kg) |
? |
National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 8, 1953. |
- View all
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Serious eye damage, Category 1
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Danger |
| Hazard statement(s) | H318 Causes serious eye damage H412 Harmful to aquatic life with long lasting effects |
| Precautionary statement(s) | |
| Prevention | P280 Wear protective gloves/protective clothing/eye protection/face protection. |
| Response | P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 Immediately call a POISON CENTER/doctor/\u2026 |
| Storage | none |
| Disposal | none |
2.3 Other hazards which do not result in classification
none
7. Synthesis Route
81-88-9Total: 3 Synthesis Route
9. Other Information
- 9.0 Uses
- 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.
- 9.1 TEST ITEMS
-
SPECIFICATION
- 9.2 APPEARANCE
-
GREEN GLITTERY CRYSTAL
- 9.3 SHADE (COMPARE TO STANDARD)
-
CLOSE
- 9.4 WATER SOLUBILITY (60°C)
-
8 g/L min
- 9.5 WATER INSOLUBLE
-
0.5% max
- 9.6 TINTING STRENGTH
-
500-505 %
- 9.7 Merck
- 14,8183
- 9.8 BRN
- 4119648
- 9.9 Chemical Properties
- red/brown or green crystals
- 9.10 Chemical Properties
- C.I. Food red 15 is a green crystalline or redviolet powdered solid
- 9.11 Uses
- A useful fluorochrome for histology, FRET and mitochondrial probe.
- 9.12 Uses
- As 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.
- 9.13 Definition
- ChEBI: 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.
- 9.14 General Description
- Green crystals or reddish-violet powder. Used as a dye, especially for paper, as a metal chelating reagent, and in drugs and cosmetics.
- 9.15 Air & Water Reactions
- Very soluble in water. Solution is bluish-red. Dilute solutions are strongly fluorescent.
- 9.16 Reactivity Profile
- 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.
- 9.17 Hazard
- Questionable carcinogen.
- 9.18 Potential Exposure
- It 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
- 9.19 First aid
- If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek Medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with 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 if heart action has stopped. Transfer promptly to a Medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
- 9.20 Shipping
- 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.
- 9.21 Purification Methods
- 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.]
- 9.22 Incompatibilities
- Dust 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
- 9.23 Usage
- Suitable for fluorescent labellingRhodamine B is used as a laser dye, metal chelating agent and an additive to drugs and cosmetics. It also serves as a staining fluorescent dye, which is used as a colorant in inks, paper and plastics. Further, it is used to make pink fluorescent pigments. It is also employed as a biomarker in oral rabies vaccines for wildlife such as raccoons. In addition to this, it is a useful fluorochrome for histology, fluorescence resonance energy transfer (FRET) and mitochondrial probe.
10. Computational chemical data
- Molecular Weight: 479.017g/mol
- Molecular Formula: C28H31ClN2O3
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 478.2023205
- Monoisotopic Mass: 478.2023205
- Complexity: 811
- Rotatable Bond Count: 7
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 5
- Topological Polar Surface Area: 52.8
- Heavy Atom Count: 34
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 2
- CACTVS Substructure Key Fingerprint: AAADceB7MAAEAAAAAAAAAAAAAAAAAAAAAAAwYIEAAAAAAACBQAAAHgAACAAADAzBmAQyzoMABgCoAyTyTACCCAAlIgAIiAEebNgMJjLEtZuGeSjmwBnI+YeY2POOiAAAAgAYAAAQAAAEADAAAAAAAAAAAA==
11. Question & Answer
-
General Description Rhodamine B, a water-soluble dye from the xanthene class, is a widely used synthetic dye with various industrial applications. It has a molecular weight of 479.02 g/mol and absorbs..
-
As the weather gets colder, hot pot becomes more and more popular. However, this fragrant hot pot may contain a carcinogen - Rhodamine B! As early as 2011, the National Quality Inspection Bureau found..
-
Rhodamine B is 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. R..
-
Rhodamine B, an organic chloride salt, is a versatile compound used as a fluorochrome, fluorescent probe, and histological dye. It belongs to the xanthene dye family and contains N-[9-(2-carboxyphenyl..
12. Recommended Suppliers
-
- Products:Plastic granules,chemical product
- Tel:+86-22-13147489979
- Email:Anni@furuntongda.com
-
- Products:Cosmetic Raw Materials,solvents,etc.
- Tel:86-311-66562153
- Email:breeduan@crovellbio.com
-
- Products:Chemical products
- Tel:86-571-88938639
- Email:sales-gc@dycnchem.com
-
- Products:We ZERchem, facing global High-tech pharmaceutical raw materials, high value-added new type intermediates fine chemicals custom synthesis, scale-up production and rare chemicals trade.
- Tel:+86-571-82512721
- Email:sales@zeerrui.com
-
- Products:biotechnology pharmaceutical intermediates
biotechnology medical intermediates
- Tel:0086-0310-15343106358
13. Realated Product Infomation
skype
1YR
