Skip to Content
Merck
All Photos(1)

Key Documents

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

Quality Level

Assay

98%

form

solid

mp

72-75 °C (lit.)

solubility

H2O: slightly soluble

functional group

aldehyde
amine

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

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)
Facile synthesis of Co3O4 and ZnO nanoparticles by thermal decomposition of novel Co (II) and Zn (II) Schiff base complexes for studying their biological properties and photocatalytic degradation of crystal violet dye
Katouah HA
Journal of Molecular Structure, 1241, 130676-130676 (2021)
4-(Dimethylamino) benzaldehyde
Brickner SJ
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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

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