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109762

4-(Dimethylamino)benzaldehyde

Name: 4-(Dimethylamino)benzaldehyde
Brand: ALDRICH

98%

Synonym(s):

Ehrlich’s reagent

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About This Item

Linear Formula:

(CH₃)₂NC₆H₄CHO

CAS Number:

100-10-7

Molecular Weight:

149.19

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24846936

EC Number:

202-819-0

Beilstein/REAXYS Number:

606802

MDL number:

MFCD00003381

Assay:

98%

Form:

solid

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Properties

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

Description

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.

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pictograms

GHS07

signalword

Warning

hcodes

H317

pcodes

P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

327.2 °F - closed cup

flash_point_c

164 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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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)

4-(Dimethylamino) benzaldehyde

Brickner SJ

Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)

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Global Trade Item Number

SKU	GTIN
D23602-25G	04061833562109
8082729045	04027269217396
8082720100	04022536398969
8082727500	04022536908366
8082720500	04022536398976
D23602-3KG	04061833562116
D23602-500G	04061833562123
109762-500G	04061838690203
109762-100G	04061835281282