p-Dimethylaminocinnamaldehyde
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| Names | |
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| IUPAC name
3-[4-(Dimethylamino)phenyl]prop-2-enal
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| Other names
DMAC
4-Dimethylaminocinnamaldehyde | |
| Identifiers | |
3D model (JSmol)
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| Abbreviations | DMACA |
| 972369 | |
| ChemSpider | |
| ECHA InfoCard | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value). |
| EC Number |
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| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
| MeSH | 4-Dimethylaminocinnamaldehyde |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C11H13NO | |
| Molar mass | 175.22 g/mol |
| Appearance | white to light yellow crystal powder |
| Density | 1.057 g/mL |
| Melting point | 138 °C (280 °F; 411 K) |
| Boiling point | 329 °C (624 °F; 602 K) |
| Solubility in dioxane | 50 g/L |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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p-Dimethylaminocinnamaldehyde (DMACA) is an aromatic hydrocarbon. It is used in an acidic solution to detect indoles.
Use as a testing reagent
[edit | edit source]The DMACA is any of a number of acidified DMACA solutions:
- 0.117 g of DMACA, 39 mL of ethanol, 5 mL of conc hydrochloric acid and diluted to 50mL with water[1]
- 1 g DMACA, 1 mL conc. hydrochloric acid and 99 mL water[2]
- 1 g DMACA in 99 mL conc. hydrochloric acid.[3]
It is primarily used as a histological dye used to detect indoles, particularly for production in cells. It is used for the rapid identification of bacteria containing tryptophanase enzyme systems.[citation needed] It is also particularly useful for localization of proanthocyanidins compounds in plants, resulting in a blue staining. It has been used for grapevine fruit[4] or for legumes foliage[5] histology.
A colorimetric assay based upon the reaction of A-rings[clarification needed] with the chromogen. p-Dimethylaminocinnamaldehyde has been developed for flavanoids in beer that can be compared with the vanillin procedure.[6] The DMACA reagent may be superior to the vanillin procedure for the detection of catechins.[7]
The DMACA reagent changes color over several days when exposed to air but when refrigerated can be stored for up to two weeks.[8]
The DMACA reagent may also be referred to as the Renz and Loew reagent.[3][9]
See also
[edit | edit source]- Ehrlich's reagent, a simple spot-test to presumptively identify alkaloids
References
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- ^ A new colourimetric assay for flavonoids in pilsner beers. Jan A. Delcour and Didier Janssens de Varebeke, Journal of the Institute of Brewing, January–February 1985, Volume 91, Issue 1, pages 37–40, Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
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