3-(DIMETHYLAMINO)-1-PHENYL-2-PROPEN-1-ONE Chemical Properties

Melting point:

91-93°C

Boiling point:

260.0±32.0 °C(Predicted)

Density 

1.022±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

6.63±0.70(Predicted)

color 

White to Yellow to Green

λmax

325nm(lit.)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2922390090

3-(DIMETHYLAMINO)-1-PHENYL-2-PROPEN-1-ONE Usage And Synthesis

Definition

ChEBI: 3-(dimethylamino)-1-phenylprop-2-en-1-one is a carbonyl compound.

Synthesis Reference(s)

Chemistry Letters, 13, p. 1419, 1984
The Journal of Organic Chemistry, 45, p. 4522, 1980 DOI: 10.1021/jo01310a058

Synthesis

In a 100 mL dry round-bottomed flask, acetophenone (1.08 g, 9 mmol) and N,N-dimethylformamide dimethyl acetal (3.9 mL, 30 mmol) were added with 30 mL of xylene as solvent. The reaction mixture was refluxed at 140 °C for 12 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and the heating was stopped after confirming the completion of the reaction. The solvent was removed by distillation under reduced pressure and the resulting crude product was purified by fast column chromatography to afford 3-(dimethylamino)-1-phenyl-2-propen-1-one (1.48 g, 97% yield) as a light yellow solid.

References

[1] RSC Advances, 2017, vol. 7, # 45, p. 28483 - 28488
[2] Patent: CN108383763, 2018, A. Location in patent: Paragraph 0044; 0046
[3] Patent: US2011/195993, 2011, A1. Location in patent: Page/Page column 10; 14
[4] Journal of Organic Chemistry, 1980, vol. 45, # 24, p. 4857 - 4860
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 4, p. 1214 - 1217

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