4-(Dimethylamino)cinnamaldehyde

Synonym(s):4-(Dimethylamino)-cinnamaldehyde;4-(Dimethylamino)-cinnamaldehyde solution;DMAC;DMACA

CAS NO.：6203-18-5
Empirical Formula: C11H13NO
Molecular Weight: 175.23
MDL number: MFCD00007002
EINECS: 228-267-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-06-06 16:20:44

4-(Dimethylamino)cinnamaldehyde Structural

What is 4-(Dimethylamino)cinnamaldehyde?

Chemical properties

white to light yellow crystal powde

The Uses of 4-(Dimethylamino)cinnamaldehyde

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.

The Uses of 4-(Dimethylamino)cinnamaldehyde

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.

The Uses of 4-(Dimethylamino)cinnamaldehyde

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

What are the applications of Application

4-(Dimethylamino)cinnamaldehyde is a reagent used in the assay of apotryptophanase & tryptophanase

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.]

Properties of 4-(Dimethylamino)cinnamaldehyde

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
form	Powder
pka	4.59±0.24(Predicted)
color	Yellow to orange
Sensitive	Air & Light Sensitive
BRN	972369
Stability:	Stable. Incompatible with strong oxidizing agents, strong bases.
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)

Safety information for 4-(Dimethylamino)cinnamaldehyde

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Environment GHS09
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P273:Avoid release to the environment. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.