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4114-31-2 - Ethyl carbazate, 97% - Ethoxycarbonylhydrazine - Ethyl hydrazinocarboxylate - A13860 - Alfa Aesar

A13860 Ethyl carbazate, 97%

Número CAS
4114-31-2
Nombre Alternativo
Ethoxycarbonylhydrazine
Ethyl hydrazinocarboxylate

Tamaño Precio ($) Cantidad Disponibilidad
50g 40,41
250g 124,80
1000g 390,40
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Ethyl carbazate, 97%

MDL
MFCD00007595
EINECS
223-903-3

Propiedades químicas

Fórmula
C3H8N2O2
Peso molecular
104.11
Punto de fusión
44-47°
Punto de ebullición
85-86°/7mm
Punto de inflamabilidad
86°(186°F)
Sensibilidad
Moisture Sensitive
Solubilidad
Very soluble in water.

Aplicaciones

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.

Notas

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.

Referencias documentales

A. Davoodnia,; M. Bakavoli,; M. Soleimany,;H. Behm. A new one-pot neat synthesis of 1,2,4-triazol-3-ones through 4-(N,N-dimethylamino) pyridine (DMAP) catalyzed cyclocondensation of ethyl carbazate with aryl nitriles. Chinese Chemical Letters. 2008, 19 (6),685-688.

N. I. Ghali,; D. L. Venton,; S. C. Hung,; G. C. Le Breton. High-yielding synthesis of monoalkylhydrazines. J. Org. Chem., . 1981, 46 (26), 5413-5414.

Forms crystalline ethoxycarbonyl hydrazones with aldehydes and ketones. With o-acylphenols, Pb(OAc)4 treatment of the resulting hydrazone results in replacement of the phenolic OH with ethoxycarbonyl, providing a route to ethyl o-acylbenzoates: Tetrahedron Lett ., 31, 6781 (1990).

Reaction with methyl ketones, followed by treatment with SOCl2, leads to 4-substituted 1,2,3-thiadiazoles: J. Am. Chem. Soc., 77, 5359 (1955). In the presence of base, these readily lose N2 to give alkynethiolates: Can. J. Chem., 46, 1057 (1968):

More recently, this sequence has been used in the synthesis of dendrimers from 1,3,5-triacetylbenzene: J. Chem. Soc., Perkin 1, 2203 (1994).

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H300-H315-H319-H335

Fatal if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Indicaciones de precaución: P280h-P305+P351+P338-P309-P310

Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

Otras referencias

Beilstein
878265
Clase de peligro
6.1
Grupo de embalaje
III
Código de tarifa arancelaria unificado
2928.00
TSCA
Yes
RTECS
FE2545000

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