4-Dimethylaminobenzaldehyde is used to prepare colorful Schiff base adducts with amines, pyrroles and indoles. It is often used in the Ehrlich reaction, test for the presence of indoles in a sample containing alkaloids and determination of hydrazine.
Reagent for determination of amino acids and peptides.
Color reagent for pyrroles and amines: J. Am. Chem. Soc., 86, 2441 (1964); F. Feigl, Spot Tests, vol. 2, Elsevier, Amsterdam (1954), p. 198.
Reagent for conversion of Grignard reagents to the corresponding aldehydes via the carbinol which is cleaved by an aryldiazonium salt to give the aldehyde and the 4-(dimethylamino)azo compound: J. Org. Chem., 25, 1691 (1960); 27, 279 (1962); Org. Synth. Coll., 5, 46 (1973).
Mariana, R.; Alejandro, D. S.; Juan, M. A.; Diego M. G.; Aída B. A. Ab-initio and DFT calculations on molecular structure, NBO, HOMO-LUMO study and a new vibrational analysis of 4-(Dimethylamino)Benzaldehyde. Spectrochim. Acta, Part A 2015, 136, 635-643.
Francesca, N.; Simona, F.; Elena, C.; Elisa, T.; Nicola, C.; Piero, M. Stabilization through p-dimethylaminobenzaldehyde of a new NLO-active phase of [E-4-(4-dimethylaminostyryl)-1-methylpyridinium]iodide: synthesis, structural characterization and theoretical investigation of its electronic properties. J. Mater. Chem. 2010, 20 (36), 7652-7660.
Hazard Statements: H302-H315-H319-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.