p-Dimethylaminobenzalrhodanine

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p-Dimethylaminobenzalrhodanine
5-(4-Dimethylaminobenzylidene)rhodanine sample bottle.jpg
p-Dimethylaminobenzalrhodanine sample and bottle
Names
IUPAC name
5-(4-Dimethylaminobenzylidene)rhodanine
Other names
4-Dimethylaminobenzalrhodanine
(5Z)-5-((4-(dimethylamino)phenyl)methylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
Properties
C12H12N2OS2
Molar mass 264.361 g/mol
Appearance Red solid
Odor Very weak
Melting point 285–288 °C (545–550 °F; 558–561 K) (decomposes)
Insoluble
Solubility Very soluble in ethyl acetate, formic acid, HCl 37%, methyl acetate, pyridine
Moderately soluble in acetone, acetonitrile
Very slightly soluble in benzene, chloroform, diethyl ether, ethanol, isopropanol, methanol, toluene, xylene
Insoluble in ammonia 25%, formaldehyde 37%, hexane
Solubility in 1,4-Dioxane 0.1 g/100 ml (80 °C)
Hazards
Safety data sheet Sigma-Aldrich
Lethal dose or concentration (LD, LC):
150 mg/kg (mouse, intraperitoneal)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

p-Dimethylaminobenzalrhodanine or 5-(4-Dimethylaminobenzylidene)rhodanine is an organic compound with the formula C12H12N2OS2, used as a silver-specific dye in chemistry.

Properties

Chemical

5-(4-Dimethylaminobenzylidene)rhodanine is a dye usd to detect metal ions.

Physical

p-Dimethylaminobenzalrhodanine is a fluffy reddish solid, practically insoluble in water, but very soluble 85% formic acid, HCl 37%, pyridine, good solubility in esters like ethyl and methyl acetate, slightly soluble in primary and secondary low-chain alcohols, acetic acid and insoluble in 25% aq. ammonia, formaldehyde 37% and hexane. It has a bulk density of 0.225 g/cm3.

Availability

Can be purchased online and from chemical suppliers.

Preparation

Best to buy it rather than make it yourself.

Projects

Handling

Safety

Little is known about this compound's toxicity. It doesn't appear to cause irritation, but will stain.

Storage

In closed bottles.

Disposal

Should be destroyed with an oxidizing solution, like chromic acid, Fenton's reagent, piranha solution, neutralized and then poured down the drain or taken to a waste disposal center.

References

Relevant Sciencemadness threads