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trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester

trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester Struktur
77627-82-8
CAS-Nr.
77627-82-8
Englisch Name:
trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester
Synonyma:
2,2,2-Trichloroethyl trans-1,3-Butadiene-1-carbaMate;(E)-1,3-Butadienyl-carbaMic Acid 2,2,2-Trichloroethyl Ester;Carbamic acid, N-(1E)-1,3-butadien-1-yl-, 2,2,2-trichloroethyl ester;trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester
CBNumber:
CB52502963
Summenformel:
C7H8Cl3NO2
Molgewicht:
244.5
MOL-Datei:
77627-82-8.mol

trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester Eigenschaften

Schmelzpunkt:
161-163°C
storage temp. 
Amber Vial, -20°C Freezer, Under inert atmosphere
L?slichkeit
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand
Solid
Farbe
Off-White
Stabilit?t:
Light, Temperature and Moisture sensitive

Sicherheit

trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

White Solid

synthetische

The synthesis of trans-1,3-butadienecarbamates utilizes a modified Curtius rearragement. In the synthesis of 2,2,2-trichloroethyl trans-1,3-butadiene-1-carbamate, Malonic Acid and Acrolein were condensed in pyridine to obtain trans-2,4- pentadienoic acid in 44-51% yield (eq 1). This compound, which may be stored in a freezer for several months, was treated with Ethyl Chloroformate and the resulting mixed anhydride transformed into the azide derivative. Due to the explosive nature, the azide was not isolated but immediately added to a refluxing solution of 2,2,2-Trichloroethanol in toluene. Purification by silica gel column chromatography (hexane-ethyl acetate = 9:1) then afforded the title compound.
trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester Synthesis

Allgemeine Beschreibung

trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester is a diene which provides regio- and stereoselective control in Diels-Alder reaction.[1]

trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


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  • (E)-1,3-Butadienyl-carbaMic Acid 2,2,2-Trichloroethyl Ester
  • 2,2,2-Trichloroethyl trans-1,3-Butadiene-1-carbaMate
  • trans-N-(1E)-1,3-Butadien-1-yl-carbamic Acid 2,2,2-Trichloroethyl Ester
  • Carbamic acid, N-(1E)-1,3-butadien-1-yl-, 2,2,2-trichloroethyl ester
  • 77627-82-8
  • Miscellaneous Reagents
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