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4-(Dimethylamino)cinnamaldehyde

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4-(Dimethylamino)cinnamaldehyde Basic information

Product Name:
4-(Dimethylamino)cinnamaldehyde
Synonyms:
  • 4-DIMETHYLAMINOCINNAMALDEHYDE
  • 4-(DIMETHYLAMINO)-CINNAMALDEHYDE REAGENT
  • 4-(N,N-DIMETHYLAMINO)CINNAMALDEHYDE
  • 4-Dimethylaminociamaldehyde
  • 3-[4-(Dimethylamino)phenyl]prop-2-enal, N,N-Dimethyl-4-(3-oxoprop-1-en-1-yl)aniline
  • 4-DiMethylaMinocinnaMaldehyde, 98% 25GR
  • 4-DiMethylaMinocinnaMaldehyde, 98% 5GR
  • 3-[4-(Dimethylamino)phenyl]acrylaldehyde 3-[4-(Dimethylamino)phenyl]-2-propenal
CAS:
6203-18-5
MF:
C11H13NO
MW:
175.23
EINECS:
228-267-0
Product Categories:
  • A to Z
  • Building Blocks
  • C10-C12
  • Carbonyl Compounds
  • Chemical Synthesis
  • Core Bioreagents
  • D
  • Dyes
  • Hematology and Histology
  • Organic Building Blocks
  • Research Essentials
  • Stains &amp
  • Stains and Dyes
  • Pharmaceutical intermediate
  • Aromatic Aldehydes & Derivatives (substituted)
  • Cinnamic acid
  • Absolute Configuration Determination (Exciton Chirality CD Method)
  • Analytical Chemistry
  • Enantiomer Excess & Absolute Configuration Determination
  • Exciton Chirality CD Method (for Primary Amino Groups)
  • Aldehydes
  • C10 to C21
  • Carbonyl Compounds
  • DResearch Essentials
  • Core Bioreagents
  • Stains and Dyes
  • Stains&Dyes, A to
Mol File:
6203-18-5.mol
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4-(Dimethylamino)cinnamaldehyde Chemical Properties

Melting point:
138-140 °C(lit.)
Boiling point:
306.53°C (rough estimate)
Density 
1.0582 (rough estimate)
refractive index 
1.5260 (estimate)
storage temp. 
-20°C
solubility 
dioxane: 50 mg/mL, clear
pka
4.59±0.24(Predicted)
form 
Powder
color 
Yellow to orange
Sensitive 
Air & Light Sensitive
BRN 
972369
Stability:
Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey
RUKJCCIJLIMGEP-ONEGZZNKSA-N
LogP
2.630 (est)
CAS DataBase Reference
6203-18-5(CAS DataBase Reference)
NIST Chemistry Reference
2-Propenal, 3-[4-(dimethylamino)phenyl]-(6203-18-5)
EPA Substance Registry System
2-Propenal, 3-[4-(dimethylamino)phenyl]- (6203-18-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
UN 1789 8/PG 3
WGK Germany 
3
8-10-23
TSCA 
Yes
HS Code 
29124990

MSDS

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4-(Dimethylamino)cinnamaldehyde Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

4-(Dimethylamino)cinnamaldehyde is a reagent used in the assay of apotryptophanase and tryptophanase. It has been used in a chromogenic method for quantifying proanthocyandines in cranberry powder.

Uses

Used to determine the ability of an organism to split indole from the tryptophan molecule.

Uses

4-(Dimethylamino)cinnamaldehyde is a reagent for assay of indole product of apotryptophanase and tryptophanase. It has been used in a chromogenic method for quantifying proanthocyandines in cranberry powder.

Definition

ChEBI: 4-dimethylaminocinnamaldehyde is a member of cinnamaldehydes.

General Description

DMACA is basically a selective staining reagent. It helps identify the flavanols by staining them blue in color.

Biochem/physiol Actions

Reagent for assay of indole product of apotryptophanase and tryptophanase. DMAC produces colored adducts with flavanols for subsequent HPLC. It has been used in a chromogenic method for quantifying proanthocyandines in cranberry powder.

Purification Methods

The aldehyde crystallises from EtOH or ligroin and is dried in vacuo. The oxime has m 157o (from ligroin). The phenylhydrazone has m 169o (form MeOH). It is used as a reagent for amines (with NH3, UV has max at 630nm). [K.nig et al. Chem Ber 61 2075 2075, Quareshi & Kahn Anal Chim Acta 86 309 1976, Beilstein 14 III 184, 14 IV 197.]

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