p-Dimethylaminobenzalrhodanine
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 |
| Density | 2.009 g/cm3 (23 °C)[1] |
| Melting point | 271–272 °C (520–522 °F; 544–545 K) (decomposes)[2] |
| Boiling point | 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, butanol, 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) |
| Vapor pressure | ~0 mmHg |
| Hazards | |
| Safety data sheet | Sigma-Aldrich |
| Flash point | Non-flammable |
| Lethal dose or concentration (LD, LC): | |
| LD50 (Median dose)
|
150 mg/kg (mouse, intraperitoneal) |
| Related compounds | |
| Related compounds
|
Rhodanine |
| 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.
Contents
Properties
Chemical
5-(4-Dimethylaminobenzylidene)rhodanine is a dye used to detect metal ions.
Physical
p-Dimethylaminobenzalrhodanine is a fluffy reddish solid, practically insoluble in water, but very soluble in 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
- Colorimetric indicator for copper, gold, mercury, platinum, palladium and silver ions
- Indicator used in the titration of cyanide solutions
Handling
Safety
Little is known about this compound's toxicity. It doesn't appear to cause irritation, but will stain.
Storage
5-(4-Dimethylaminobenzylidene)rhodanine should be kept in closed plastic or glass bottles.
Disposal
Should be destroyed with an oxidizing solution, like chromic acid, Fenton's reagent, piranha solution, then neutralize the acidic solution and then poured down the drain or taken to a waste disposal center.
References
- ↑ Casas, Jose S.; Macias, Alejandro; Playa, Nuria; Sanchez, Agustin; Sordo, Jose; Varela, Jose M.; Polyhedron; vol. 11; (1992); p. 2231 - 2236
- ↑ Veisi, Hojat; Naeimi, Alireza; Maleki, Behrooz; Ashrafi, Samaneh Sedigh; Sedrpoushan, Alireza; Organic Preparations and Procedures International; vol. 47; nb. 4; (2015); p. 1 - 7
