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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
Harmful if swallowed.
Precautionary Statements: P264b-P270-P301+P312-P330-P501c
Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Dispose of contents/ container to an approved waste disposal plant