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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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J Mahmood et al.
Radiation research, 179(2), 125-134 (2012-12-15)
Exposure of civilian populations to radiation due to accident, war or terrorist act is an increasing concern. The lung is one of the more radiosensitive organs that may be affected in people receiving partial-body irradiation and radiation injury in lung
Journal of the American Chemical Society, 116, 3760-3760 (1994)
The Journal of Organic Chemistry, 59, 6038-6038 (1994)
Excited and ground state conformations of p-dimethylamino-benzaldehyde and p-dimethylaminoacetophenone.
Dobkowski J, et al.
Journal of Luminescence, 27(4), 339-355 (1982)
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

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