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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)
Ronald L Prior et al.
Journal of the science of food and agriculture, 90(9), 1473-1478 (2010-06-16)
The objective of this study was to validate an improved 4-dimethylaminocinnamaldehyde (DMAC) colorimetric method using a commercially available standard (procyanidin A2), for the standard method for quantification of proanthocyanidins (PACs) in cranberry powders, in order to establish dosage guidelines for
Subhasis Panja et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(1), 113-122 (2002-01-26)
This paper reports the probing of alpha-cyclodextrin (alpha-CD) cavities with the help of dual emission properties of 4-N,N dimethylamino cinnamaldehyde (DMACA) in aqueous solution. An interesting feature could be observed that due to 1:1 complexation DMACA is encapsulated within alpha-CD
M Dryjanski et al.
Journal of protein chemistry, 18(6), 627-636 (1999-12-28)
4-trans-(N,N-Dimethylamino)cinnamaldehyde (DACA) is a chromophoric substrate of aldehyde dehydrogenase (EC 1.2.1.3) whose fate can be followed during catalysis. During this investigation we found that DACA also fluoresces and that this fluorescence is enhanced and blue-shifted upon binding to aldehyde dehydrogenase.
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