Dimethylaminobenzaldehyde

Structural formula
General
Surname	Dimethylaminobenzaldehyde
other names	Ehrlich's reagent p -Dimethylaminobenzaldehyde 4- ( N , N -dimethylamino) benzaldehyde DMABA
Molecular formula	C 9 H 11 NO
Brief description	light yellow to green solid
External identifiers / databases
CAS number 100-10-7 EC number 202-819-0 ECHA InfoCard 100.002.563 PubChem 7479 ChemSpider 7199 Wikidata Q1225737
properties
Molar mass	149.19 g mol −1
Physical state	firmly
Melting point	72-75 ° C
boiling point	176 ° C at 22.7 h Pa
solubility	poor in water (2.18 g l −1 at 25 ° C) soluble in ethanol , diethyl ether , acetic acid and chloroform
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	500 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dimethylaminobenzaldehyde , or more precisely, 4- ( N , N -dimethylamino) benzaldehyde is a benzaldehyde - derivative , which in para position a N , N transmits -Dimethylaminorest.

use

A solution of 2% dimethylaminobenzaldehyde in 20% hydrochloric acid is called an Ehrlich reagent or Ehrlich-Pröscher reagent . It is used to detect primary amino groups , pyrrole and indole derivatives. The Ehrlich reagent was named after the discoverer Paul Ehrlich .

In medicine , the Ehrlich reagent is used to detect porphobilinogen and urobilinogen in urine ( Watson-Schwartz test and Hoesch test ).

In pharmacy , the Ehrlich reagent is used to detect pyrrole and indole derivatives (e.g. ergot alkaloids ) ( Van-Urk reaction ).

In microbiology , dimethylaminobenzaldehyde ( Kovacs reagent ) is used to detect indole ( indole test ). Since it is also suitable for the detection of LSD in this application , it has achieved a certain level of awareness in the drug scene .

Individual evidence

1. ↑ ^{a b c d} data sheet dimethylaminobenzaldehyde from Acros, accessed on February 19, 2010.
2. ↑ ^{a b} Entry on dimethylaminobenzaldehyde in the ChemIDplus database of the United States National Library of Medicine (NLM) .
3. ↑ Data sheet 4- (Dimethylamino) benzaldehyde from Sigma-Aldrich , accessed on May 5, 2011 ( PDF ).
4. ^ S. Ebel and HJ Roth (editors): Lexikon der Pharmazie , Georg Thieme Verlag, 1987, p. 213, ISBN 3-13-672201-9 .

literature

• Pröscher, F. (1900): On the knowledge of Ehrlich's dimethylamidobenzaldehyde reaction . In: Hoppe-Seyler's journal for physiological chemistry . Vol. 31, pp. 520-526.