Rhodamine B

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Rhodamine B
Rhodamine B.svg
Identifiers
CAS number 81-88-9 YesY
PubChem 6694
ChemSpider 6439 YesY
KEGG C19517 N
ChEBI CHEBI:52334 YesY
ChEMBL CHEMBL428971 YesY
Jmol-3D images Image 1
Properties
Molecular formula C28H31ClN2O3
Molar mass 479.02
Appearance red to violet powder
Melting point 210–211 °C (Decomposes)
Solubility in water ~15 g/L (20°C) [1]
Hazards
MSDS MSDS
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
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[edit]

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 adsorb to plastics and should be kept in glass.[9]

Synthesis[edit]

Rhodamine B synthesis

Other uses[edit]

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]

Safety and health[edit]

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[edit]

  1. ^ Sicherheitsdatenblatt Rhodamin B by Roth, 2013
  2. ^ Rhodamine B
  3. ^ Kubin, R (1983). "Fluorescence quantum yields of some rhodamine dyes". Journal of Luminescence 27 (4): 455–462. doi:10.1016/0022-2313(82)90045-X. 
  4. ^ Casey, Kelly G.; Quitevis, Edward L. (1988). "Effect of solvent polarity on nonradiative processes in xanthene dyes: Rhodamine B in normal alcohols". The Journal of Physical Chemistry 92 (23): 6590–6594. doi:10.1021/j100334a023. 
  5. ^ Kellogg, R. E.; Bennett, R. G. (1964). "Radiationless Intermolecular Energy Transfer. III. Determination of Phosphorescence Efficiencies". The Journal of Chemical Physics 41 (10): 3042. doi:10.1063/1.1725672. 
  6. ^ Snare, M (1982). "The photophysics of rhodamine B". Journal of Photochemistry 18 (4): 335–346. doi:10.1016/0047-2670(82)87023-8. 
  7. ^ Karstens, T.; Kobs, K. (1980). "Rhodamine B and rhodamine 101 as reference substances for fluorescence quantum yield measurements". The Journal of Physical Chemistry 84 (14): 1871–1872. doi:10.1021/j100451a030. 
  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. ^ Slate, Dennis; Algeo, Timothy P.; Nelson, Kathleen M.; Chipman, Richard B.; Donovan, Dennis; Blanton, Jesse D.; Niezgoda, Michael; Rupprecht, Charles E. (2009). "Oral Rabies Vaccination in North America: Opportunities, Complexities, and Challenges". In Bethony, Jeffrey M. PLoS Neglected Tropical Diseases 3 (12): e549. doi:10.1371/journal.pntd.0000549. PMC 2791170. PMID 20027214. 
  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[edit]