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Ethyl carbazate

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Ethyl carbazate Basic information

Product Name:
Ethyl carbazate
Synonyms:
  • (Ethoxycarbonyl)hydrazide
  • (Monocarbethoxy)hydrazine
  • 1-(Carbethoxy)hydrazine
  • 1-(Ethoxycarbonyl)hydrazine
  • AKOS 90785
  • Ethoxycarbonylhydrazine~Ethyl hydrazinocarboxylate
  • ETHOXY CARBONYLHYDRAZINE
  • ETHOXY FORMHYDRAZINE
CAS:
4114-31-2
MF:
C3H8N2O2
MW:
104.11
EINECS:
223-903-3
Product Categories:
  • Pharmaceutical Intermediates
  • Miscellaneous
  • Building Blocks
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Protected Amines
  • bc0001
Mol File:
4114-31-2.mol
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Ethyl carbazate Chemical Properties

Melting point:
44-47 °C (lit.)
Boiling point:
108-110 °C/22 mmHg (lit.)
Density 
1.2719 (rough estimate)
refractive index 
1.4715 (estimate)
Flash point:
187 °F
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka
10.72±0.20(Predicted)
form 
Powder
color 
White to cream
Water Solubility 
Very soluble in water.
Sensitive 
Moisture Sensitive
BRN 
878265
InChIKey
VYSYZMNJHYOXGN-UHFFFAOYSA-N
CAS DataBase Reference
4114-31-2(CAS DataBase Reference)
NIST Chemistry Reference
Hydrazinecarboxylic acid, ethyl ester(4114-31-2)
EPA Substance Registry System
Hydrazinecarboxylic acid, ethyl ester (4114-31-2)
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Safety Information

Hazard Codes 
Xi,T
Risk Statements 
36/37/38-25
Safety Statements 
26-36-45
RIDADR 
2811
WGK Germany 
3
RTECS 
FE2545000
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29280090

MSDS

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Ethyl carbazate Usage And Synthesis

Chemical Properties

Off-white crystals.

Uses

Synthetic intermediate.

Uses

Prepare 4-phenylurazole from ethyl carbazate and then oxidize the urazole with gaseous dinitrogen tetroxide to yield 4-phenyl-1,2,4-tri- azoline-3,5-dione la. Modification of the ethyl carbazate procedure in which analytically pure monoalkylhydrazine hydrochlorides were isolated in greater than 90% yield, starting from a ketone or aldehyde. Treatment of primary amines is with chloroamine or hydroxylamine-0-sulfonic acid and the condensation of a carbonyl compound with ethyl carbazate. The FeCl 3 -catalyzed reaction of ethyl carbazate (2 b) proceeded readily to give β-hydroxyester 3 b in better yield. A new one-pot neat synthesis of some 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones through cyclocondensation of ethyl carbazate with aryl nitriles catalyzed by DMAP as an efficient and basic nucleophilic catalyst is described.

Hazard

Irritant.

Purification Methods

Fractionate the carbazate using a Vigreux column (p 11) until the distillate crystallises [Allen & Bell Org Synth Coll Vol III 404 1955, Beilstein 3 IV 174].

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