Rosocyanine

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Rosocyanine
Rosocyanine solution.JPG
Solution of rosocyanine in concentrated hydrochloric acid. This sample required only 20mg of turmeric powder to produce.
Names
IUPAC name
2-Methoxy-4-[(E)-2-[2,4,10-tris[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1,5,7,11-tetraoxa-6-boroniaspiro[5.5]undecan-8-yl]ethenyl]phenol chloride
Properties
B(C21H19O6)2]Cl
Molar mass 781.013 g/mol
Appearance Dark green (solid)
Bright red (acidic sol.)
Odor Odorless
Almost insoluble
Solubility Sparingly soluble in acetic acid, ethanol, pyridine, sulfuric acid
Insoluble in halocarbons, hydrocarbons
Vapor pressure ~ 0 mmHg
Hazards
Safety data sheet None
Related compounds
Related compounds
Curcumin
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Rosocyanine is an ionic compound produced by the reaction between curcumin, a dye found in the spice, turmeric, and boric acid or various borates.

Properties

Chemical

Rosocyanine is a somewhat unstable compound that is prone to decomposition in strongly alkaline conditions or when heated in air, and can be difficult to isolate due to these factors. It briefly produces a deep blue or violet coloration upon addition to strong bases such as ammonia.

Physical

Rosocyanine in pure form is a glassy dark green crystalline substance, but forms deeply red solutions at even very low concentrations. It is only very slightly soluble in lower alcohols and other organic solvents, but solubility increases slightly with the addition of acids.

Availability

As of yet, rosocyanine is not thought to be available to home chemists, most likely stemming from its lack of significant uses for any purpose. It can, however, be easily synthesized.

Preparation

Rosocyanine can be produced from a mixed alcoholic solution of boric acid and curcumin via the addition of a strong acid, such as concentrated hydrochloric or sulfuric acids. A brief period of heating may be required, but overheating or boiling can decompose the rosocyanine to pseudo-curcumin. If an orange or weak red coloration is obtained this way, the addition of more acid is necessary.

Projects

  • Determine boron content in food and substances

Handling

Safety

Little is known about rosocyanine's effects on organisms. Therefore, one should not let this compound enter your body.

Storage

Rosocyanine is unstable and cannot be stored for long periods of time.

Disposal

Rosocyanine is an unstable compound, with low toxicity degradation products and can be safely disposed of.

References

Relevant Sciencemadness threads