Difference between revisions of "P-Dimethylaminobenzalrhodanine"
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(Created page with "{{DISPLAYTITLE:''p''-Dimethylaminobenzalrhodanine}} {{Chembox | Name = ''p''-Dimethylaminobenzalrhodanine | Reference = | IUPACName = 5-(4-Dimethylaminobenzylidene)rhodanine |...") |
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| BoilingPtC = | | BoilingPtC = | ||
| BoilingPt_ref = | | BoilingPt_ref = | ||
| − | | BoilingPt_notes = | + | | BoilingPt_notes = Decomposes |
| − | | Density = | + | | Density = 2.009 g/cm<sup>3</sup> (23 °C)<ref>Casas, Jose S.; Macias, Alejandro; Playa, Nuria; Sanchez, Agustin; Sordo, Jose; Varela, Jose M.; Polyhedron; vol. 11; (1992); p. 2231 - 2236</ref> |
| Formula = C<sub>12</sub>H<sub>12</sub>N<sub>2</sub>OS<sub>2</sub> | | Formula = C<sub>12</sub>H<sub>12</sub>N<sub>2</sub>OS<sub>2</sub> | ||
| HenryConstant = | | HenryConstant = | ||
| Line 60: | Line 60: | ||
| MolarMass = 264.361 g/mol | | MolarMass = 264.361 g/mol | ||
| MeltingPt = | | MeltingPt = | ||
| − | | MeltingPtC = | + | | MeltingPtC = 271-272 |
| MeltingPt_ref = | | MeltingPt_ref = | ||
| − | | MeltingPt_notes = (decomposes) | + | | MeltingPt_notes = (decomposes)<ref>Veisi, Hojat; Naeimi, Alireza; Maleki, Behrooz; Ashrafi, Samaneh Sedigh; Sedrpoushan, Alireza; Organic Preparations and Procedures International; vol. 47; nb. 4; (2015); p. 1 - 7</ref> |
| Odor = Very weak | | Odor = Very weak | ||
| pKa = | | pKa = | ||
| pKb = | | pKb = | ||
| Solubility = Insoluble | | Solubility = Insoluble | ||
| − | | SolubleOther = Very soluble in [[ethyl acetate]], [[formic acid]], [[hydrochloric acid|HCl]] 37%, [[methyl acetate]], [[pyridine]]<br>Moderately soluble in [[acetone]], [[acetonitrile]]<br>Very slightly soluble in [[benzene]], [[chloroform]], [[diethyl ether]], [[ethanol]], [[isopropanol]], [[methanol]], [[toluene]], [[xylene]]<br>Insoluble in [[ammonia]] 25%, [[formaldehyde]] 37%, [[hexane]] | + | | SolubleOther = Very soluble in [[ethyl acetate]], [[formic acid]], [[hydrochloric acid|HCl]] 37%, [[methyl acetate]], [[pyridine]]<br>Moderately soluble in [[acetone]], [[acetonitrile]]<br>Very slightly soluble in [[benzene]], [[butanol]], [[chloroform]], [[diethyl ether]], [[ethanol]], [[isopropanol]], [[methanol]], [[toluene]], [[xylene]]<br>Insoluble in [[ammonia]] 25%, [[formaldehyde]] 37%, [[hexane]] |
| Solubility1 = 0.1 g/100 ml (80 °C) | | Solubility1 = 0.1 g/100 ml (80 °C) | ||
| Solvent1 = 1,4-Dioxane | | Solvent1 = 1,4-Dioxane | ||
| − | | VaporPressure = | + | | VaporPressure = ~0 mmHg |
}} | }} | ||
| Section3 = {{Chembox Structure | | Section3 = {{Chembox Structure | ||
| Line 91: | Line 91: | ||
}} | }} | ||
| Section6 = {{Chembox Hazards | | Section6 = {{Chembox Hazards | ||
| − | | AutoignitionPt = | + | | AutoignitionPt = Non-flammable |
| ExploLimits = | | ExploLimits = | ||
| ExternalMSDS = [https://www.docdroid.net/SaWVBxU/5-4-dimethylaminobenzylidenerhodanine-sa.pdf Sigma-Aldrich] | | ExternalMSDS = [https://www.docdroid.net/SaWVBxU/5-4-dimethylaminobenzylidenerhodanine-sa.pdf Sigma-Aldrich] | ||
| − | | FlashPt = | + | | FlashPt = Non-flammable |
| LD50 = 150 mg/kg (mouse, intraperitoneal) | | LD50 = 150 mg/kg (mouse, intraperitoneal) | ||
| LC50 = | | LC50 = | ||
| − | | MainHazards = | + | | MainHazards = Irritant |
| NFPA-F = | | NFPA-F = | ||
| NFPA-H = | | NFPA-H = | ||
| Line 108: | Line 108: | ||
| OtherFunction = | | OtherFunction = | ||
| OtherFunction_label = | | OtherFunction_label = | ||
| − | | OtherCompounds = | + | | OtherCompounds = [[Rhodanine]] |
}} | }} | ||
}} | }} | ||
| − | '''''p''-Dimethylaminobenzalrhodanine''' or '''5-(4-Dimethylaminobenzylidene)rhodanine''' is an organic compound with the formula '''C<sub>12</sub>H<sub>12</sub>N<sub>2</sub>OS<sub>2</sub>''', used as a silver-specific dye in chemistry. | + | '''''p''-Dimethylaminobenzalrhodanine''' or '''5-(4-Dimethylaminobenzylidene)rhodanine''' is an organic compound with the formula '''C<sub>12</sub>H<sub>12</sub>N<sub>2</sub>OS<sub>2</sub>''', used as a [[silver]]-specific dye in chemistry. |
==Properties== | ==Properties== | ||
===Chemical=== | ===Chemical=== | ||
| − | 5-(4-Dimethylaminobenzylidene)rhodanine is a dye | + | 5-(4-Dimethylaminobenzylidene)rhodanine is a dye used to detect metal ions. |
===Physical=== | ===Physical=== | ||
| − | ''p''-Dimethylaminobenzalrhodanine is a fluffy reddish solid, practically insoluble in water, but very soluble 85% [[formic acid]], [[hydrochloric acid|HCl]] 37%, [[pyridine]], good solubility in esters like [[ethyl acetate|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/cm<sup>3</sup>. | + | ''p''-Dimethylaminobenzalrhodanine is a fluffy reddish solid, practically insoluble in water, but very soluble in 85% [[formic acid]], [[hydrochloric acid|HCl]] 37%, [[pyridine]], good solubility in esters like [[ethyl acetate|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/cm<sup>3</sup>. |
==Availability== | ==Availability== | ||
| Line 135: | Line 135: | ||
===Storage=== | ===Storage=== | ||
| − | + | 5-(4-Dimethylaminobenzylidene)rhodanine should be kept in closed plastic or glass bottles. | |
===Disposal=== | ===Disposal=== | ||
| − | Should be destroyed with an oxidizing solution, like [[chromic acid]], [[Fenton's reagent]], [[piranha solution]], | + | 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== | ==References== | ||
| Line 147: | Line 147: | ||
[[Category:Chemical compounds]] | [[Category:Chemical compounds]] | ||
[[Category:Organic compounds]] | [[Category:Organic compounds]] | ||
| + | [[Category:Aromatic compounds]] | ||
[[Category:Dyes]] | [[Category:Dyes]] | ||
[[Category:Solids]] | [[Category:Solids]] | ||
Latest revision as of 16:18, 26 November 2019
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
