Ehrlich's reagent

p-DMAB: the active ingredient in Ehrlich's reagent

Ehrlich's reagent or Ehrlich reagent is a reagent that contains p-dimethylaminobenzaldehyde (DMAB) and thus can act as an indicator to presumptively identify indoles and urobilinogen. Several Ehrlich tests use the reagent in a medical test; some are drug tests and others contribute to diagnosis of various diseases or adverse drug reactions. A very common Ehrlich test is a simple spot test to identify possible psychoactive compounds such as tryptamines (e.g. DMT) and ergoloids (e.g. LSD). The reagent will also give a positive result for opium, despite the opiates not containing the indole functional group, because of the presence of tryptophan in natural opium.^[1] It is named after Nobel Prize winner Paul Ehrlich who used it to distinguish typhoid from simple diarrhoea.

The reagent is prepared by dissolving 0.5^[2]–2.0 g of p–dimethylaminobenzaldehyde (DMAB) in 50 mL of 95% ethanol and 50 mL of concentrated hydrochloric acid^[3][4] and is best used when fresh. Other alcohols, such as 1-propanol, can also be used as well.^[5]

The Ehrlich reagent is similar to a number of other indole tests:

• The van Urk reagent, which uses DMAB, sulfuric acid and an oxidant.^[6]
• The Renz and Loew reagent, which uses p-dimethylaminocinnamaldehyde and may also be used for the detection of flavonoids.
• The "improved hallucinogen reagent", which uses 5 g DMAB in 100 mL concentrated phosphoric acid (specific gravity 1.75) and 100 mL of methanol.^[1][7]

The Ehrlich reagent works by binding to the C2 position of two indole moieties to form a resonance stabilised carbenium ion compound.^[8]

See also

• Pill testing
• Other alkaloid spot tests:
  • Froehde reagent
  • Indole test
  • Kovac's reagent, similar but uses isoamyl alcohol
  • Liebermann reagent
  • Marquis reagent

References

1. de Faubert Maunder, MJ (1975). "Field and laboratory test for raw and prepared opium.". Bulletin on narcotics. 27 (1): 71–6. PMID 1039285.
2. Spratley, Trinette (2004). "Analytical Profiles for Five "Designer" Tryptamines" (PDF). Microgram Journal. 3 (1-2): 55. Retrieved 2013-10-09.
3. O’Neal, Carol L; Crouch, Dennis J; Fatah, Alim A (April 2000). "Validation of twelve chemical spot tests for the detection of drugs of abuse". Forensic Science International. 109 (3): 189–201. doi:10.1016/S0379-0738(99)00235-2. PMID 10725655.
4. "Color Test Reagents/Kits for Preliminary Identification of Drugs of Abuse" (PDF). Law Enforcement and Corrections Standards and Testing Program. July 2000. Retrieved 2011-07-24.
5. 02 July 2014. "Ehrlich's Reagent Safety Data Sheet" (PDF). Labchem. Retrieved 11 January 2015.
6. Ehmann, A. (1977). "The van URK-Salkowski reagent — a sensitive and specific chromogenic reagent for silica gel thin-layer chromatographic detection and identification of indole derivatives" (PDF). Journal of Chromatography A. 132 (2): 267–201. doi:10.1016/S0021-9673(00)89300-0.
7. Maunder, M. J. de Faubert (August 1974). "A field test for hallucinogens: further improvements". Journal of Pharmacy and Pharmacology. 26 (8): 637–638. doi:10.1111/j.2042-7158.1974.tb10677.x.
8. Kovar, Karl-Artur; Laudszun, Martina (February 1989). "Chemistry and Reaction Mechanisms of Rapid Tests for Drugs of Abuse and Precursors Chemicals" (PDF). UNODC. p. 15. Retrieved 3 January 2016.

External links