4-Dimethylaminobenzaldehyde, 98%
4-Dimethylaminobenzaldehyde, 98%
4-Dimethylaminobenzaldehyde, 98%
4-Dimethylaminobenzaldehyde, 98%
Thermo Scientific Chemicals

4-Dimethylaminobenzaldehyde, 98%

CAS: 100-10-7 | C9H11NO | 149.19 g/mol
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500 g
100 g
Catalog number ALFA11712.36
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500 g
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Specifications
Chemical Name or Material4-Dimethylaminobenzaldehyde
CAS100-10-7
Health Hazard 1H302
Health Hazard 2GHS H Statement
H302-H315-H319-H335
Harmful if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Health Hazard 3P264b-P270-P301+P312-P330-P501c
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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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Soluble in alcohol, ether, chloroform, acetic acid. Insoluble in water.

Notes
Light sensitive. Stable at room temperature.
RUO – Research Use Only

General References:

  1. Reagent for determination of amino acids and peptides.
  2. Color reagent for pyrroles and amines: J. Am. Chem. Soc., 86, 2441 (1964); F. Feigl, Spot Tests, vol. 2, Elsevier, Amsterdam (1954), p. 198.
  3. 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).
  4. 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.
  5. 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.