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Merck

8.22034

4-(Dimethylamino)-cinnamaldehyde

for synthesis

Synonym(s):

4-(Dimethylamino)-cinnamaldehyde

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About This Item

Linear Formula:
4-[(CH3)2N]C6H4CH=CHCHO
CAS Number:
Molecular Weight:
175.23
UNSPSC Code:
12352114
EC Index Number:
228-267-0
NACRES:
NA.22
MDL number:
Technical Service
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Quality Level

form

powder

mp

135-138 °C

storage temp.

2-30°C

SMILES string

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

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

Application

<ul>
<li><strong>High-resolution imaging of plant tissues:</strong> 4-dimethylaminocinnamaldehyde (DMACA) is used as a PA-specific fluorescent dye that allows localization of PAs at high resolution in cell walls and inside cells using confocal microscopy, revealing features of previously unreported wall-bound PAs (Chowdhury et al., 2022).</li>
<li><strong>Chromogenic reagent for dietary supplements:</strong> DMACA serves as a chromogenic reagent in a microplate spectrophotometric method, used for the analysis of indole-3-carbinol in dietary supplements, demonstrating its utility in enhancing the accuracy of supplement analysis (Chaisiwamongkhol et al., 2022).</li>
<li><strong>Development of fluorescent chemosensors:</strong> Utilized in the synthesis of the chemosensor NBF, which is employed for the detection of cyanide ions (Gao et al., 2022).</li>
</ul>

Analysis Note

Assay (HClO₄): ≥ 98.0 %
Melting range (lower value): ≥ 137 °C
Melting range (upper value): ≤ 140 °C
Identity (IR): passes test


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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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