Rhodamine B

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Rhodamine B
Rhodamine B.svg
Names
IUPAC name
[9-(2-carboxyphenyl)-6-diethylamino-3-xanthenylidene]-diethylammonium chloride
Other names
Rhodamine 610, C.I. Pigment Violet 1, Basic Violet 10, C.I. 45170
Identifiers
81-88-9 YesY
ChEBI CHEBI:52334 YesY
ChEMBL ChEMBL428971 YesY
ChemSpider 6439 YesY
Jmol 3D model Interactive image
KEGG C19517 N
PubChem 6694
  • 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 YesY
    Key: PYWVYCXTNDRMGF-UHFFFAOYSA-N YesY
  • CCN(CC)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](CC)CC)C=C3O2)C4=CC=CC=C4C(=O)O.[Cl-]
Properties
C28H31ClN2O3
Molar mass 479.02
Appearance red to violet powder
Melting point 210 to 211 °C (410 to 412 °F; 483 to 484 K) (Decomposes)
~15 g/L (20 °C) [1]
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references
An example of Beer–Lambert law. A green laser lighting a solution of rhodamine 6B; the beam becomes weaker as it travels through the dye.

Rhodamine B /ˈrdəmn/ is a chemical compound and a dye. It is often used as a tracer dye within water to determine the rate and direction of flow and transport. Rhodamine dyes fluoresce and can thus be detected easily and inexpensively with instruments called fluorometers. Rhodamine dyes are used extensively in biotechnology applications such as fluorescence microscopy, flow cytometry, fluorescence correlation spectroscopy and ELISA.

Rhodamine B is used in biology as a staining fluorescent dye, sometimes in combination with auramine O, as the auramine-rhodamine stain to demonstrate acid-fast organisms, notably Mycobacterium.

Rhodamine B is tunable around 610 nm when used as a laser dye.[2] Its luminescence quantum yield is 0.65 in basic ethanol,[3] 0.49 in ethanol,[4] 1.0,[5] and 0.68 in 94% ethanol.[6] The fluorescence yield is temperature dependent.[7]

Solubility

The solubility of Rhodamine B in water is ~15 g/L.[8] However, the solubility in acetic acid solution (30 vol.%) is ~400 g/L. Chlorinated tap water decomposes rhodamine B. Rhodamine B solutions are often absorbed in plastics therefore , it should be kept in glass.[9]

Synthesis

Rhodamine B synthesis

Other uses

Rhodamine B is being tested for use as a biomarker in oral rabies vaccines for wildlife, such as raccoons, to identify animals that have eaten a vaccine bait. The rhodamine is incorporated into the animal's whiskers and teeth.[10]

It is also often mixed with herbicides to show where they have been used.

Rhodamine B (BV10) is mixed with Quinacridone Magenta (PR122) to make the bright pink watercolor known as Opera Rose.[11]

Rhodamine is often used in colors illegally in order to obtain a graceful shade(Opera Rose) .

Safety and health

In California, rhodamine B is suspected to be carcinogenic and thus products containing it must contain a warning on its label.[12]

In New Jersey, MSDS files state that there is limited evidence of carcinogenicity in laboratory animal, and no evidence at all in humans.[13]

References

  1. Sicherheitsdatenblatt Rhodamin B by Roth, 2013
  2. Rhodamine B
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  8. Sicherheitsdatenblatt Rhodamin B by Roth, 2013
  9. Detection and prevention of leaks from dams By Antonio Plata Bedmar and Luís Araguás Araguás, Taylor & Francis, 2002, ISBN 90-5809-355-7
  10. Lua error in package.lua at line 80: module 'strict' not found.
  11. http://www.handprint.com/HP/WCL/waterc.html
  12. Naval Jelly msds with Rhodamine B
  13. J. T. Baker Rhodamine B MSDS

See also