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39421

Sigma-Aldrich

4-(Dimethylamino)cinnamaldehyde

≥98.0% (HPLC)

Synonym(s):

DMAC, DMACA

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About This Item

Linear Formula:
(CH3)2NC6H4CH=CHCHO
CAS Number:
6203-18-5
Molecular Weight:
175.23
Beilstein:
972369
EC Number:
228-267-0
MDL number:
MFCD00007002
UNSPSC Code:
12171500
PubChem Substance ID:
329755869

Assay

≥98.0% (HPLC)

mp

138-140 °C (lit.)
138-141 °C

solubility

chloroform/ethanol (1:1): 50 mg/mL, clear to very faintly turbid, yellow to deep red

SMILES string

CN(C)c1ccc(\C=C\C=O)cc1

InChI

1S/C11H13NO/c1-12(2)11-7-5-10(6-8-11)4-3-9-13/h3-9H,1-2H3/b4-3+

InChI key

RUKJCCIJLIMGEP-ONEGZZNKSA-N

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Other Notes

Reagent for the determination of aromatic amines; e.g. PABA

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H335,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6619
BCCC7520
BCBZ5168
BCBX0916
BCBV8167

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A simple assay for measurement of urinary p-aminobenzoic acid in the oral pancreatic function test.
C Yamato et al.
Analytical biochemistry, 98(1), 13-17 (1979-09-15)
M. Qureshi et al.
Analytica Chimica Acta, 86, 309-309 (1976)
Mark J Payne et al.
Journal of AOAC International, 93(1), 89-96 (2010-03-26)
A simple, specific, high-throughput colorimetric method based on the reaction of 4-dimethylaminocinnamaldehyde (DMAC) with flavan-3-ols was developed to determine total procyanidins in selected cacao-based products. Extracts of defatted samples were dispensed into a 96-well plate and reacted with DMAC. The
Sharon Abrahams et al.
Plant physiology, 130(2), 561-576 (2002-10-12)
Proanthocyanidin (PA), or condensed tannin, is a polymeric flavanol that accumulates in a number of tissues in a wide variety of plants. In Arabidopsis, we found that PA precursors (detected histochemically using OsO(4)) accumulate in the endothelial cell layer of
Sander R Piersma et al.
Journal of protein chemistry, 22(5), 457-461 (2003-12-24)
Ethanol oxidation by nicotinoprotein alcohol dehydrogenase (np-ADH) from the bacterium Amycolatopsis methanolica is inhibited by trans-4-(N,N-dimethylamino)-cinnamaldehyde through direct binding to the catalytic zinc ion in a substrate-like geometry. This binding is accompanied by a characteristic red shift of the aldehyde
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