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Ethyl 2,3-Butadienoate
(CAS RN:14369-81-4 Product Number:E0820)

Structure

Ethyl 2,3-Butadienoate
Synonym 2,3-Butadienoic Acid Ethyl Ester

General Information

Product Number E0820

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Purity/Analysis Method >95.0%(GC)
Storage Temperature <0°C
M.F. / M.W. C6H8O2=112.13
CAS RN 14369-81-4
Related CAS RN
MDL Number MFCD01863567
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(GC) min. 95.0 %
Specific gravity (20/20) 0.9710 to 0.9780
Refractive index n20/D 1.4550 to 1.4600

Data of Reference

flp 47°C(lit.)
bp 80°C/60mmHg(lit.)
λmax 209(MeOH)(lit.)

References

Beilstein 2(4)1692
Reaxys-RN 1747205
PubChem SID 87561456

GHS

Pictogram
Signal Word Warning
Hazard Statements
  • H226
  • :Flammable liquid and vapour.
Precautionary Statements
  • P210
  • :Keep away from heat/sparks/open flames/hot surfaces. – No smoking.
  • P233
  • :Keep container tightly closed.
  • P280
  • :Wear protective gloves, eye protection.
  • P303+P361+P353
  • :IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water or shower.
  • P370+P378
  • :In case of fire: Use dry chemical or dry sand to extinguish.
  • P403+P235
  • :Store in a well-ventilated place. Keep cool.

Transport Information

UN Number 3272
Class 3
Packing Group III
HS Number 2916199590

Application

Aldol condensation of ethyl 2,3-butadinenoate with aldehydes

Typical procedure: To a solution of ethyl 2,3-butadinenoate (123 mg) in dry THF (8 mL) is added 1.59 M butyl lithium in hexane (0.69 mL) at -92ºC. After 1 h, a solution of heptanal (114 mg) is added, and the mixture is stirred for 5 h at -92ºC. Aqueous THF is added, and the mixture is poured into ice-water and neutralized with 10% HCl. Organic materials are extracted with ethyl acetate, and the combined extracts are washed with water and dried over MgSO4. After evaporation of the solvent, the products are separated by column chromatography (eluent: hexane / ethyl acetate = 10/1-1/1) on silica gel to give 136 mg (60% yield) of the desired product as the first fraction.

References

PubMed Literature

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