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3-Ethoxyacryloyl chloride

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3-Ethoxyacryloyl chloride Basic information

Product Name:
3-Ethoxyacryloyl chloride
Synonyms:
  • 3-ETHOXYACRYLOYL CHLORIDE
  • 3-Ethoxyacrylic acid chloride
  • 3-Ethoxypropenoic acid chloride
  • b-Ethoxyacrylic chloride
  • (2E)-3-Ethoxyacryloyl chloride
  • 3-ethoxyprop-2-enoyl chloride
  • Ethoxyacryloylchloride
  • 88.0%
CAS:
6191-99-7
MF:
C5H7ClO2
MW:
134.56
EINECS:
228-239-8
Product Categories:
  • Small molecule
  • Acid HalidesOrganic Building Blocks
  • Acyclic
  • Alkenes
  • Carbonyl Compounds
  • Organic Building Blocks
Mol File:
6191-99-7.mol
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3-Ethoxyacryloyl chloride Chemical Properties

Boiling point:
75°C/10mmHg(lit.)
Density 
1.125±0.06 g/cm3(Predicted)
refractive index 
1.4860 to 1.4910
Flash point:
25 °C
storage temp. 
2-8°C
form 
clear liquid
color 
Colorless to Light orange to Yellow
InChI
InChI=1S/C5H7ClO2/c1-2-8-4-3-5(6)7/h3-4H,2H2,1H3
InChIKey
SFMFACMIOWQIPR-UHFFFAOYSA-N
SMILES
C(Cl)(=O)C=COCC
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Safety Information

Hazard Codes 
C
Risk Statements 
10-22-34-42/43
Safety Statements 
23-24-26-36/37/39-45
RIDADR 
UN2920 8/PG 2
WGK Germany 
3
HazardClass 
8/3
PackingGroup 
II
HS Code 
2909500090
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3-Ethoxyacryloyl chloride Usage And Synthesis

Chemical Properties

light yellow liquid

Uses

Used as an intermediate in organic synthesis.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 13, p. 1015, 1976 DOI: 10.1002/jhet.5570130515
Synthesis, p. 1079, 1993

Synthesis

To a solution of ethyl 3,3-diethoxypropionate (20 g) in water (50 mL) was added sodium hydroxide (5 g) at room temperature and the reaction was heated to 110°C and stirred at this temperature for 1 hour. Then the reaction system was naturally cooled to room temperature, diluted with water (2L), extracted with ethyl acetate (1L), the extract was washed with saturated brine (1L), dried over anhydrous sodium sulfate and filtered; the filtrate was directly concentrated to obtain To the crude was added thionyl chloride (30 mL) and the reaction was heated to 70°C and stirring was continued at this temperature for one hour. After the reaction, the reaction solution was directly concentrated under reduced pressure to obtain a brown solid 3-Ethoxyacryloyl chloride (14 g, yield 90%).

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