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Ethyl carbazate, 97%, Thermo Scientific Chemicals

Catalog No. AAA1386030
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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.

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

Specifications

Melting Point

44°C to 47°C

Boiling Point

85°C to 86°C (7 mmHg)

Flash Point

86°C (186°F)

Quantity

250 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

Hazard Category

H301+H311-H315-H319-H335-H373

Hazard Statement

GHS H Statement
H300-H315-H319-H335
Fatal if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.

Precautionary Statement

P260-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P314-P330-P332+P313-P361-P363-P501c

DOTInformation

Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: TOXIC SOLIDS, ORGANIC, N.O.S.

EINECSNumber

223-903-3

RTECSNumber

FE2545000

TSCA

Yes

Recommended Storage

Ambient temperatures

RUO – Research Use Only

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