Ethyl 3-(N,N-dimethylamino)acrylate Chemical Properties

Melting point:

17-18 °C

Boiling point:

118-121 °C (7.501 mmHg)

Density 

1

refractive index 

1.5105-1.5125

Flash point:

105 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Liquid

pka

6.67±0.70(Predicted)

Specific Gravity

0.996

color 

Clear yellow to light orange

Water Solubility 

90 g/L (25 ºC)

InChI

InChI=1S/C7H13NO2/c1-4-10-7(9)5-6-8(2)3/h5-6H,4H2,1-3H3

InChIKey

MVUMJYQUKKUOHO-AATRIKPKSA-N

SMILES

C(OCC)(=O)C=CN(C)C

CAS DataBase Reference

924-99-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

43-36/37/38

Safety Statements 

37-24-36/37-26

HS Code 

29299090

MSDS

• Language:English Provider:Ethyl 3-(N,N-dimethylamino)acrylate
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Ethyl 3-(N,N-dimethylamino)acrylate Usage And Synthesis

Chemical Properties

clear yellow to light orange liquid

Uses

Ethyl 3-(dimethylamino)acrylate is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Synthesis

Firstly, ethyl acetate (880kg, 10kmol) and 40% dimethylamine aqueous solution (1237.5kg, 11kmol) were pumped into 3000L stainless steel kettle sequentially, the motor was turned on for stirring, and formic acid (690kg, 15kmol) was pumped into the kettle after homogeneous stirring. At the end of feeding, steam was introduced into the jacket of the reactor, and the temperature inside the reactor was warmed up to 125??C. At this time, the pressure of the reaction system was about 0.2MPa, and then nitrogen was introduced into the reactor to pressurize it to 0.55MPa, and then it started to hold the reaction for 16h. When the pressure dropped during the period of heat preservation, nitrogen was introduced into the reactor to keep the pressure stable at 0.55MPa.

After the heat preservation ended, nitrogen was introduced into the reactor to keep the pressure stable at 0.55MPa. After the cooling was completed, the resulting material was transferred to a freeze dryer, and the moisture content in the product was made to be less than 0.5% by the freeze drying process, so as to obtain a crude product of ethyl 3-(N,N-dimethylamino)acrylate.

By the end of the lyophilization, the crude ethyl N,N-dimethylaminoacrylate was transferred to a distillation kettle and subjected to decompression distillation at a vacuum of 0.095 MPa and a temperature of 150 ??C, to obtain 1314.2 kg of colorless and transparent ethyl 3-(N,N-dimethylamino)acrylate finished product, with a molar yield of 91.9% and a gas chromatographic purity of 99.52%.

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