Skip to Content
Merck
All Photos(1)

Key Documents

Safety Information

109762

Sigma-Aldrich

4-(Dimethylamino)benzaldehyde

98%

Synonym(s):

Ehrlich’s reagent

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2NC6H4CHO
CAS Number:
Molecular Weight:
149.19
Beilstein:
606802
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

mp

72-75 °C (lit.)

solubility

H2O: slightly soluble

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

InChI key

BGNGWHSBYQYVRX-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

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.

Application

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.
Forms colored condensation products (Schiff bases) with pyrroles and primary amines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

327.2 °F - closed cup

Flash Point(C)

164 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

109762-5G:
109762-100G:
109762-BULK:
109762-500G:
109762-VAR:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service