81-88-9 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 81-88-9 differently. You can refer to the following data:
1. red/brown or green crystals
2. C.I. Food red 15 is a green crystalline or redviolet powdered solid
Uses
Different sources of media describe the Uses of 81-88-9 differently. You can refer to the following data:
1. 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.
2. A useful fluorochrome for histology, FRET and mitochondrial probe.
3. 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.
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.
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.
Air & Water Reactions
Very soluble in water. Solution is bluish-red. Dilute solutions are strongly fluorescent.
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.
Hazard
Questionable carcinogen.
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
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 %
TEST ITEMS
SPECIFICATION
APPEARANCE
GREEN GLITTERY CRYSTAL
WATER SOLUBILITY (60°C)
8 g/L min
TINTING STRENGTH
500-505 %
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.]
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
Check Digit Verification of cas no
The CAS Registry Mumber 81-88-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 1 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 81-88:
(4*8)+(3*1)+(2*8)+(1*8)=59
59 % 10 = 9
So 81-88-9 is a valid CAS Registry Number.
InChI:InChI=1/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
81-88-9Relevant articles and documents
Rhodamine-based 'turn-on' fluorescent probe for Cu(II) and its fluorescence imaging in living cells
Tian, Mao-Zhong,Hu, Ming-Ming,Fan, Jiang-Li,Peng, Xiao-Jun,Wang, Jing-Yun,Sun, Shi-Guo,Zhang, Rong
, p. 2916 - 2919 (2013)
A novel rhodamine spirolactam derivative 3′,6′- Bis(diethylamino)-2-(2-hydroxyethylamino) spiro[isoindoline-1,9′-xanthen]- 3-one (RO1) was synthesized, and characterized by high-resolution mass spectrometry (HRMS), X-ray crystallography, Infrared spectroscopy (IR), and 1H NMR and 13C NMR spectroscopy. RO1 exhibited highly sensitive and exclusively selective fluorescence response toward Cu2+ over other metal ions with a detection limit of 0.56 ppb in mixed aqueous solution. The fluorescence was pH-independent in the wide range pH 3.1-11.6. The turn-on fluorescence enhancement of the probe is based on Cu2+ induced ring-opening mechanism of the rhodamine spirolactam. Moreover, by means of fluorescence microscopy experiments, it was demonstrated that RO1 could monitor trace Cu2+ changes by live cell imaging.
Development of a rhodamine-benzimidazol hybrid derivative as a novel FRET based chemosensor selective for trace level water
Pal, Siddhartha,Mukherjee, Manjira,Sen, Buddhadeb,Lohar, Somenath,Chattopadhyay, Pabitra
, p. 21608 - 21611 (2014)
A newly designed rhodamine-benzimidazol hybrid molecule has been developed as a FRET-based chemosensor for the selective detection of trace level water in both polar protic and aprotic organic solvents. This journal is the Partner Organisations 2014.
Purification of rhodamine B by alcohol-modified air bubble flotation
Kodama, Koki,Oiwa, Mako,Saitoh, Tohru
, p. 1210 - 1214 (2021/05/17)
A simple and rapid method for the purification of a basic dye, Rhodamine B (RB) was developed. It was conducted by adding crude RB to an aqueous solution containing 0.2% (v/v) ethanol followed by air bubble flotation in a cylindrical glass vessel having a sintered glass filter at the bottom. By feeding air bubbles, RB was enriched into foam on the water surfaces within 3min, while source materials (phthalic acid and N,Ndiethyl-3-aminophenol), intermediate compound {2-(4-diethyl-amino-2-hydroxybenzoyl)}, and other organic impurities remained in the bulk aqueous solution. The foam containing enriched RB was taken up with suction and placed into another flotation vessel for repeated separation. An HPLC-grade RB was successfully obtained by 3-fold air bubble flotation.
Based on rhodamine B derivatives of the fluorescent probe and its preparation method and application
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Paragraph 0032-0034, (2017/08/25)
The invention provides a fluorescence probe based on a rhodamine B derivative as well as a preparation method and application thereof. The chemical structure formula of the rhodamine B derivative is shown as the specification. The rhodamine B derivative can be selectively combined with bivalent copper ions, and is changed into red color from no color; the fluorescence probe has a fluorescence enhanced effect and can realize naked-eye distinguishing detection, particularly the application of the fluorescence probe to the convenient detection of the copper ions in cells.
