Consentement d'utilisation des Cookies

J'accepte Notre site sauvegarde des traceurs textes (cookies) sur votre appareil afin de vous garantir de meilleurs contenus et à des fins de collectes statistiques.Vous pouvez désactiver l'usage des cookies en changeant les paramètres de votre navigateur. En poursuivant votre navigation sur notre site sans changer vos paramètres de navigateur vous nous accordez la permission de conserver des informations sur votre appareil.

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

A13860 Ethyl carbazate, 97%

Numéro CAS
4114-31-2
Synonymes
Ethoxycarbonylhydrazine
Ethyl hydrazinocarboxylate

Dimensions Prix ($) Quantité Disponibilité
50g 42,60
250g 153,00
1000g 478,00
Ajouter au panier Ajouter au devis en vrac Afficher l'article

Ethyl carbazate, 97%

MDL
MFCD00007595
EINECS
223-903-3

Propriétés chimiques

Formule
C3H8N2O2
Poids formulaire
104.11
Point de fusion
44-47°
Point d'ébullition
85-86°/7mm
Point d'éclair
86°(186°F)
Sensibilité
Moisture Sensitive
Solubilité
Very soluble in water.

Applications

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.

Notes

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

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H300-H315-H319-H335

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

Mentions de prudence: 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.

Autres références

Beilstein
878265
Classe de danger
6.1
Groupe d'emballage
III
Code tarifaire harmonisé
2928.00
TSCA
Yes
RTECS
FE2545000

Recommandé

  • A15680

    p-Phenylenediamine, 97%
  • B21872

    Sodium methoxide, ca 30% w/w in methanol
  • 36644

    2-Propanol, ACS, 99.5% min
  • 38304

    Palladium, 10% on activated carbon powder, standard, reduced, nominally 50% water wet
  • H53507

    Rubrene, 97%

Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire