ChemicalBook > CAS DataBase List > 4-(Dimethylamino)cinnamaldehyde

4-(Dimethylamino)cinnamaldehyde

Product Name: 4-(Dimethylamino)cinnamaldehyde
CAS No.: 6203-18-5
Chemical Name: 4-(Dimethylamino)cinnamaldehyde
Synonyms: DMACA REAGENT;amino)cinnamaL;4-Dimethylcinnamaldehyde;4-Dimethylaocinnamaldehyde;4-Dimethylaminociamaldehyde;4-Dimethylaminocinnamaldhyde;4-Dimethylaminocinnamaldehye;4-DIMETHYLAMINOCINNAMALDEHYDE;P-DIMETHYLAMINOCINNAMALDEHYDE;4-Dymethylaminocinnamaldehyde
CBNumber: CB1137251
Molecular Formula: C11H13NO
Formula Weight: 175.23
MOL File: 6203-18-5.mol

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4-(Dimethylamino)cinnamaldehyde Property

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D4506
Product name: 4-(Dimethylamino)cinnamaldehyde
Purity: chromogenic reagent for indoles and flavanols
Packaging: 1g
Price: $35.93
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.22034
Product name: 4-(Dimethylamino)-cinnamaldehyde
Purity: for synthesis
Packaging: 2g
Price: $97.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.22034
Product name: 4-(Dimethylamino)-cinnamaldehyde
Purity: for synthesis
Packaging: 10g
Price: $180
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.22034
Product name: 4-(Dimethylamino)-cinnamaldehyde
Purity: for synthesis
Packaging: 500g
Price: $4920
Updated: 2025/07/31

Sigma-Aldrich

Product number: 49825
Product name: DMACA Reagent
Purity: suitable for microbiology
Packaging: 50mL
Price: $204
Updated: 2025/07/31

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4-(Dimethylamino)cinnamaldehyde Chemical Properties,Usage,Production

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.

Synthesis

75-07-0

100-10-7

20432-35-3

General procedure for the synthesis of (E)-3-(4-(dimethylamino)phenyl)acrolein from acetaldehyde and p-dimethylaminobenzaldehyde: A mixture of 4-N,N-dimethylaminobenzaldehyde (5.00 g, 34 mmol) with 25 ml of concentrated sulfuric acid was cooled to 0°C. Subsequently, 1 ml of distilled water was slowly added. Keeping the reaction mixture at 0°C, acetaldehyde (5.6 ml, 102 mmol) was added dropwise, ensuring that the reaction temperature did not exceed 2°C. After the dropwise addition, the dark reaction mixture was continued to be stirred at 0°C for 0.5 hours. Subsequently, the reaction mixture was poured into ice water and neutralized with 10% NaOH solution to pH 7. The resulting brown solution was filtered and the crude product was washed with distilled water and crystallized twice by ethanol to give a final orange solid product. The yield was 56% and the melting point was 134-136 °C. The product was analyzed by FT-IR (KBr, cm^-1 ) showing characteristic peaks: 2921, 2801, 2738, 1662, 1599, 1527, 1456, 1373. 1H NMR (300 MHz, CDCl3, ppm) data were as follows: δ 9.62 (1H, d, J=7.5 Hz), 7.48 (2H, d, J=7.5 Hz), 7.41 (1H, d, J=13.1 Hz), 6.71 (2H, d, J=7.5 Hz), 6.57 (1H, dd, J=7.5 Hz, 13.1 Hz), 3.08 (6H, s). Mass spectrometry (MS) analysis showed the molecular ion peak m/z: 176.2 (M+), consistent with the molecular formula C11H13NO.

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.]

References

[1] Dyes and Pigments, 2017, vol. 139, p. 820 - 830
[2] Chemical and Pharmaceutical Bulletin, 1998, vol. 46, # 8, p. 1254 - 1260
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 8, p. 1803 - 1807

4-(Dimethylamino)cinnamaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-(Dimethylamino)cinnamaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4-(Dimethylamino)cinnamaldehyde 6203-18-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2025-03-14

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: 4- (dimethylamino) Cinnamaldehyde 6203-18-5
Price: US $180.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-06-06

R&D Scientific Inc.

Product: 4-(Dimethylamino)cinnamaldehyde 6203-18-5
Price: US $950.00/Kg
Min. Order: 1Kg
Purity: 97
Supply Ability: 500 Kg
Release date: 2024-02-02

6203-18-5, 4-(Dimethylamino)cinnamaldehydeRelated Search:

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6203-18-5