Ethyl carbazate, 97%, Thermo Scientific Chemicals

Description

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Very soluble in water.

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

Specifications

Chemical Identifiers

• CAS: 4114-31-2
• Molecular Formula: C3H8N2O2
• Molecular Weight (g/mol): 104.109
• MDL Number: MFCD00007595
• InChI Key: VYSYZMNJHYOXGN-UHFFFAOYSA-N
• Synonym: ethyl carbazate, ethyl hydrazinecarboxylate, ethoxycarbohydrazide, hydrazinecarboxylic acid, ethyl ester, carbethoxyhydrazine, ethylcarbazate, ethyl carbazinate, carboethoxyhydrazine, monocarbethoxyhydrazine, n-carbethoxy hydrazine
• PubChem CID: 20064
• IUPAC Name: ethyl N-aminocarbamate
• SMILES: CCOC(=O)NN

• Melting Point: 44°C to 47°C
• Boiling Point: 85°C to 86°C (7 mmHg)
• Flash Point: 86°C (186°F)
• Quantity: 50 g
• UN Number: UN2811
• Beilstein: 878265
• Sensitivity: Moisture sensitive
• Solubility Information: Very soluble in water.
• Formula Weight: 104.11
• Percent Purity: 97%
• Chemical Name or Material: Ethyl carbazate

RUO – Research Use Only