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156477

Sigma-Aldrich

4-(Dimethylamino)benzaldehyde

ACS reagent, 99%

Synonym(s):

Ehrlich’s reagent

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About This Item

Linear Formula:
(CH3)2NC6H4CHO
CAS Number:
Molecular Weight:
149.19
Beilstein/REAXYS Number:
606802
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

assay

99%

form

powder

ign. residue

≤0.1%

mp

72-75 °C (lit.)

solubility

alcohol: passes test (APHA ≤60)
hydrochloric acid: passes test

λmin

369 nm

λmax

385 nm

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

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Application

4-(Dimethylamino)benzaldehyde has been used in the preparation of trans-4-dimethylamino-4′-nitrostilbene.
Forms colored condensation products (Schiff bases) with pyrroles and primary amines.
Forms colored condensation products (Schiff bases) with pyrroles and primary amines.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

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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The Journal of Organic Chemistry, 59, 6038-6038 (1994)
Na Cao et al.
Nature communications, 10(1), 2877-2877 (2019-06-30)
The electrochemical N2 fixation to produce ammonia is attractive but significantly challenging with low yield and poor selectivity. Herein, we first used density function theory calculations to reveal adjacent bi-Ti3+ pairs formed on anatase TiO2 as the most active electrocatalytic
Vladislav Papper et al.
Journal of fluorescence, 28(1), 13-19 (2014-08-12)
N,N-dimethyl-N'-picryl-4,4'-stilbenediamine (DMPSDA) was prepared, purified and crystallised in a form of black lustrous crystals, and its absorption and fluorescence spectra were recorded in cyclohexane, acetonitrile and dimethyl sulfoxide. Non-emissive intramolecular charge transfer state (ICT) was clearly observed in this molecule
Excited and ground state conformations of p-dimethylamino-benzaldehyde and p-dimethylaminoacetophenone.
Dobkowski J, et al.
Journal of Luminescence, 27(4), 339-355 (1982)
Journal of the American Chemical Society, 116, 3760-3760 (1994)

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