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156477

Sigma-Aldrich

4-(Dimethylamino)benzaldehyde

ACS reagent, 99%

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Synonym(s):
Ehrlich’s reagent
Linear Formula:
(CH3)2NC6H4CHO
CAS Number:
100-10-7
Molecular Weight:
149.19
Beilstein:
606802
EC Number:
202-819-0
MDL number:
MFCD00003381
PubChem Substance ID:
24849612
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H317

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

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The Journal of Organic Chemistry, 59, 6038-6038 (1994)
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
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)
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