Hydrazinecarboxylic acid, ethyl ester
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Basic information
- CAS
4114-31-2- Standard SMILES
CCOC(=O)NN- InChIKey
VYSYZMNJHYOXGN-UHFFFAOYSA-N- Molecular formula
- C3H8N2O2
- Average molar mass
- 104.11 g/mol
- Monoisotopic mass
- 104.0585775
Names & identifiers
- Preferred name
- Hydrazinecarboxylic acid, ethyl ester
- IUPAC
- ethyl N-aminocarbamate
- English name
- Ethyl carbazate
- Molecular formula
- C3H8N2O2
- Molecular weight
- 104.11
Names & synonyms
Ethyl carbazateEthyl hydrazinecarboxylate4114-31-2EthylcarbazateCarbethoxyhydrazineHydrazinecarboxylic acid, ethyl esterEthyl carbazinateCarboethoxyhydrazineMonocarbethoxyhydrazineN-(Carbethoxy)hydrazine(Ethoxycarbonyl)hydrazide(Ethoxycarbonyl)hydrazine
Show more names
HYDRAZINOCARBOXYLIC ACID ETHYL ESTERAKOS 90785ethylecarbazateethylcarbazinateEthyl CarbazatecasEthyl carbazate 97%
1-(Carbethoxy)hydrazineEthyl hydrazinocarboxylate1-Carbethoxy hydrazineN-(Ethoxycarbonyl)hydrazineEthoxycarbonyl hydrazideNSC 2277NSC 52663EINECS 223-903-3
Database identifiers
- CAS
4114-31-2- PubChem CID
- 20064
- DTXSID
DTXSID1063308- EC Number
- 223-903-3
- Nikkaji
- J2.206C
Properties
Computed structural propertiesFilling in
- XLogP
- -0.4
- Topological polar surface area
- 64.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 64
Physicochemical properties
- Melting point
- 44 · 44-47 °C (lit.)
- Boiling point
- 108 · 108-110 °C/22 mmHg (lit.)
- Density
- 1.2719 · 1.2719 (rough estimate)
- refractive index
- 1.4715 · 1.4715 (estimate)
- Flash point
- 187 °F · 187 °F
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- pka
- 10.72 · 10.72±0.20(Predicted)
- form
- Powder
- color
- White to cream
- Water Solubility
- Very soluble in water.
- Sensitive
- Moisture Sensitive
- BRN
- 878265 · 878265
- InChI
- 1S/C3H8N2O2/c1-2-7-3(6)5-4/h2,4H2,1H3,(H,5,6)
- InChIKey
- VYSYZMNJHYOXGN-UHFFFAOYSA-N
- SMILES
- CCOC(=O)NN
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (10.4%): Fatal if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (87.5%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- FE2545000
- ridadr
- 2811
- hs_code
- 29280090
- risk_code
- 36/37/38-25
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,T
- safety_code
- 26-36-45
- hazard_class
- 6.1
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationHydrazinecarboxylic acid, ethyl ester: ACTIVE
Applications
UsesSynthetic intermediate.
UsesPrepare 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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
289 records
Compound notes
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