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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:
100-10-7
Molecular Weight:
149.19
Beilstein:
606802
EC Number:
202-819-0
MDL number:
MFCD00003381
UNSPSC Code:
12352100
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

156477-BULK:
156477-250G:
156477-VAR:
156477-25G:
156477-100G:
156477-2G:
156477-500G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH6159
BCCH7759
BCCK1026
BCCK8100
BCCG4038

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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
The Journal of Organic Chemistry, 59, 6038-6038 (1994)
A protocol for preparing, characterizing and using three RNA-specific, live cell imaging probes: E36, E144 and F22
Li Q & Chang YT
Nature Protocols, 1(6), 2922-2922 (2006)
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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