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CAS No.: | 6203-18-5 |
---|---|
Name: | 4-(Dimethylamino)cinnamaldehyde |
Article Data: | 43 |
Molecular Structure: | |
Formula: | C11H13NO |
Molecular Weight: | 175.23 |
Synonyms: | Cinnamaldehyde,p-(dimethylamino)- (6CI,7CI,8CI);3-(4-Dimethylaminophenyl)propenal;3-[4-(Dimethylamino)phenyl]-2-propenal;4-(N,N-Dimethylamino)cinnamaldehyde;4-Dimethylaminocinnamic aldehyde;4-Dimethylaminozimtaldehyde;NSC 62138;p-(Dimethylamino)cinnamaldehyde;p-(Dimethylamino)cinnamic aldehyde;p-(N,N-Dimethylamino)cinnamaldehyde;4-Dimethylaminocinnamaldehyde; |
EINECS: | 228-267-0 |
Density: | 1.057 g/cm3 |
Melting Point: | 138-140 °C(lit.) |
Boiling Point: | 328.9 °C at 760 mmHg |
Flash Point: | 131.2 °C |
Solubility: | dioxane: 50 mg/mL, clear |
Appearance: | white to light yellow crystal powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36 |
Transport Information: | UN 1789 8/PG 3 |
PSA: | 20.31000 |
LogP: | 1.96470 |
acrylaldehyde diethyl acetal
4-bromo-N,N-dimethylaniline
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
Stage #1: acrylaldehyde diethyl acetal; 4-bromo-N,N-dimethylaniline With potassium chloride; tetrabutylammonium acetate; potassium carbonate In N,N-dimethyl acetamide at 120℃; for 2.5h; Heck reaction; Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; chemospecific reaction; | 77% |
3-(4-dimethylaminophenyl)-prop-2-en-1-ol
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 2h; | 67% |
4-bromo-N,N-dimethylaniline
3-dimethylaminoacrolein
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran 1.) -78 deg C, 1 h; warm to 0 deg C, 2.) -78 deg C to room temperature; | 26% |
Conditions | Yield |
---|---|
With sulfuric acid at -3 - 0℃; |
4-dimethylamino-benzaldehyde
paracetaldehyde
A
7-<4-(N,N-dimethylamino)phenyl>hepta-2,4,6-trien-1-al
B
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With sulfuric acid at 1 - 4℃; |
2-<4-(Dimethylamino)styryl>-N-phenyl-1,3-oxazolidine
A
2-Anilinoethanol
B
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
oxonium In 1,4-dioxane; water at 30℃; Mechanism; Rate constant; different pH values, μ = 0.5 M (KCl), other catalysts; |
2-(p-dimethylaminostyryl)-N,N'-dimethyl-1,3-imidazolidine
A
N,N`-dimethylethylenediamine
B
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With water at 30℃; Mechanism; Rate constant; pH dependence of rate constant, intermediate formation of cationic Schiff base; |
2-(p-dimethylaminostyryl)-N-isopropyl-N'-phenyl-1,3-imidazolidine
A
N-isopropyl-N'-phenylethylenediamine
B
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With water at 30℃; Mechanism; Rate constant; pH dependence of rate constant, D2O solvent isotope effect, intermediate formation of cationic Schiff bases and their interconversion, buffer catalysis; |
2-(p-dimethylaminostyryl)-N,N'-diphenyl-1,3-imidazolidine
A
N,N'-diphenylethylenediamine
B
p-dimethylaminocinnamaldehyde
Conditions | Yield |
---|---|
With water at 30℃; Mechanism; Rate constant; pH dependence of rate constant, D2O solvent isotope effect, intermediate formation of cationic Schiff base; |
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The 4-(Dimethylamino)cinnamaldehyde belongs to the classes of (1)Aromatic Aldehydes & Derivatives (substituted); (2)Cinnamic acid; (3)Absolute Configuration Determination (Exciton Chirality CD Method); (4)Analytical Chemistry; (5)Enantiomer Excess & Absolute Configuration Determination; (6)Exciton Chirality CD Method (for Primary Amino Groups); (7)Aldehydes; (8)C10 to C21; (9)Carbonyl Compounds; (10)DResearch Essentials; (11)Core Bioreagents; (12)Stains and Dyes; (13)Stains&Dyes, A to. Its cas register number is 6203-18-5. Its EINECS register number is 228-267-0. Its systematic name is (2E)-3-[4-(dimethylamino)phenyl]prop-2-enal . This chemical is sensitive to Air & Light. It is stable, but incompatible with strong oxidizing agents, strong bases. The appearance is white to light yellow crystal powder. Store it at temperature of -20°C.
Physical properties about this chemical are: (1) ACD/LogP: 2.63 ; (2) # of Rule of 5 Violations: 0 ; (3) ACD/LogD (pH 5.5): 2.58 ; (4) ACD/LogD (pH 7.4): 2.63 ; (5) ACD/BCF (pH 5.5): 52.29 ; (6) ACD/BCF (pH 7.4): 58.58 ; (7) ACD/KOC (pH 5.5): 572.04 ; (8) ACD/KOC (pH 7.4): 640.91 ; (9) #H bond acceptors: 2 ; (10) #H bond donors: 0 ; (11) #Freely Rotating Bonds: 3 ; (12) Index of Refraction: 1.599 ; (13) Molar Refractivity: 56.64 cm3 ; (14) Molar Volume: 165.7 cm3 ; (15) Surface Tension: 41.7 dyne/cm; (16) Density: 1.057 g/cm3 ; (17) Flash Point: 131.2 °C ; (18) Enthalpy of Vaporization: 57.13 kJ/mol ; (19) Boiling Point: 328.9 °C at 760 mmHg ; (20) Vapour Pressure: 0.000184 mmHg at 25°C.
Uses of 4-(Dimethylamino)cinnamaldehyde : it can used to produce other chemicals such as 3-(4-dimethylamino-phenyl)-acrylic acid .
The reaction will need ragent pyridinium chlorochromate . The reaction occurs at temperature of 20 ℃ for 4 hours. The yield is about 80%.
When you are using this chemical, please be cautious about it as the following:
The 4-(Dimethylamino)cinnamaldehyde is irritating to eyes, respiratory system and skin.Wear suitable protective clothing when you are using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C\C=C\c1ccc(N(C)C)cc1;
(2)InChI: InChI=1/C11H13NO/c1-12(2)11-7-5-10(6-8-11)4-3-9-13/h3-9H,1-2H3/b4-3+;
(3)InChIKey: RUKJCCIJLIMGEP-ONEGZZNKBZ