Hydrazinecarboxylic acid, ethyl ester (HCID 20064)

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 properties

XLogP: -0.4
Topological polar surface area: 64.4 Å²
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
CAS DataBase Reference: 4114 · 4114-31-2(CAS DataBase Reference)
NIST Chemistry Reference: Hydrazinecarboxylic acid, ethyl ester(4114-31-2)
EPA Substance Registry System: Hydrazinecarboxylic acid, ethyl ester (4114-31-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xi,T
Risk Statements: 36 · 36/37/38-25
Safety Statements: 26 · 26-36-45
RIDADR: 2811 · 2811
WGK Germany: 3 · 3
RTECS: 2545000 · FE2545000
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29280090 · 29280090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

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
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationHydrazinecarboxylic acid, ethyl ester: ACTIVE

Applications · 2 items

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

4-[4-(BROMOMETHYL)PHENYL]-1,2,3-THIADIAZOLE 4-METHYL-1,2,3-THIADIAZOLE-5-CARBOXAMIDE 1,2,3-THIADIAZOLE-4-CARBOXYLIC ACID 4-(1,2,3-THIADIAZOL-4-YL)PHENOL Cadralazine 4-(1,2,3-THIADIAZOL-4-YL)BENZOIC ACID 4-(4-METHOXYPHENYL)-1,2,3-THIADIAZOLE 4-(1,2,3-THIADIAZOL-4-YL)ANILINE 4-(4-NITROPHENYL)-1,2,3-THIADIAZOLE 4-(1,2,3-THIADIAZOL-4-YL)BENZALDEHYDE 4-PHENYL-1,2,3-THIADIAZOL-5-AMINE 4-(4-METHYLPHENYL)-1,2,3-THIADIAZOLE

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]

Related reactions

289 records

New reaction record

HRID 22189As reactantuspto-grants-1995_06

HRID 30981As reactantuspto-grants-2008_09

HRID 36170As reactantuspto-grants-1995_05

HRID 42673As reactantuspto-grants-2013_09

HRID 44287As reactantuspto-grants-2013_09

HRID 52768As reactantuspto-grants-1997_04

HRID 54644As reactantuspto-grants-1997_04

HRID 62018As reactantuspto-grants-2016_09

Linked notes

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Basic information