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Merck

109762

Sigma-Aldrich

4-(Dimethylamino)benzaldehyd

98%

Synonym(e):

Ehrlich-Reagens

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About This Item

Lineare Formel:
(CH3)2NC6H4CHO
CAS-Nummer:
Molekulargewicht:
149.19
Beilstein:
606802
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

98%

Form

solid

mp (Schmelzpunkt)

72-75 °C (lit.)

Löslichkeit

H2O: slightly soluble

Funktionelle Gruppe

aldehyde

SMILES String

CN(C)c1ccc(C=O)cc1

InChI

1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3

InChIKey

BGNGWHSBYQYVRX-UHFFFAOYSA-N

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Allgemeine Beschreibung

4-(Dimethylamino)benzaldehydeis an organic carbonyl compound containing amino and aldehyde groups. The compound is used in Ehrlich and Kovac′s reagents to test indole.4-(Dimethylamino)benzaldehyde is used to prepare aldehydes from Grignard reagents. In addition, it is used as a color test reagent for pyrroles, primary amines, and hydrazines.

Anwendung

4-(Dimethylamino)benzaldehyde was used in the chitinase assay.

4-(Dimethylamino)benzaldehyde is used:
  • In the synthesis of azo-azomethine dyes by condensation reaction.
  • As a reagent in the synthesis of molecular adduct 4DMAB4NP (4-(dimethylamino)benzaldehyde 4-nitrophenol) by reacting with 4-nitrophenol.
  • In the preparation of Schiff base.
Bildet farbige Kondensationsprodukte (Schiff sche Basen) mit Pyrrolen und primären Aminen.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Skin Sens. 1B

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

327.2 °F - closed cup

Flammpunkt (°C)

164 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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M Legrand et al.
Proceedings of the National Academy of Sciences of the United States of America, 84(19), 6750-6754 (1987-10-01)
Four endochitinases (poly[1,4-(N-acetyl-beta-D-glucosaminide)] glycanohydrolase, EC 3.2.1.14) have been purified from leaves of Nicotiana tabacum cv. Samsun NN reacting hypersensitively to tobacco mosaic virus. Two of them are acidic proteins of molecular weights 27,500 and 28,500 and have been identified as
Synthesis, spectroscopic and TD-DFT quantum mechanical study of azo-azomethine dyes. A laser induced trans-cis-trans photoisomerization cycle
Georgiev A, et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 192, 263-274 (2018)
Synthesis, structural, spectral, third order nonlinear optical and quantum chemical investigations on hydrogen bonded novel organic molecular adduct 4-(dimethylamino) benzaldehyde 4-nitrophenol for opto-electronic applications
Karthick S, et al.
Journal of Molecular Structure, 1178, 352-365 (2019)
Jun-Min Guo et al.
Journal of agricultural and food chemistry, 58(11), 6556-6561 (2010-05-15)
A simple colorimetric method for the differentiation of indoleacetic acid (IAA) and indolebutyric acid (IBA) in plant samples is described. The color change is based upon the reaction between the auxins and p-(dimethylamino)benzaldehyde (PDAB, Ehrlich reagent) following the electrophilic substitution
Andrew P Breksa et al.
Journal of agricultural and food chemistry, 55(13), 5013-5017 (2007-06-05)
A method for estimating the total limonoid aglycone and glucoside concentrations in Citrus samples in terms of limonin and limonin glucoside equivalents is presented. The method consists of extraction followed by colorimetric quantification. The colorimetric quantification was based on the

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