Ethylisocyanacetat

Ethyl isocyanoacetate

HCID 533707CAS 2999-46-4

Grundinformationen

Standard-SMILES
[C-]#[N+]CC(=O)OCC
InChIKey
FPULFENIJDPZBX-UHFFFAOYSA-N
Summenformel
C5H7NO2
Durchschnittliche Molmasse
113,11 g/mol
Monoisotopische Masse
113,04767846

Namen und Bezeichner

Bevorzugter Name
Ethyl isocyanoacetate
IUPAC
ethyl 2-isocyanoacetate
Lokaler Name
Ethylisocyanacetat
Englischer Name
Ethyl isocyanoacetate
Summenformel
C5H7NO2
Molmasse
113.11

Namen und Synonyme

Ethyl isocyanoacetate2999-46-4EINECS 221-077-9DTXSID20184078RefChem:596231DTXCID30106569221-077-9ethyl 2-isocyanoacetateIsocyanoacetic Acid Ethyl EsterAcetic acid, isocyano-, ethyl esterethyl-2-isocyanoacetateMFCD00000007
Weitere Namen anzeigen
Isocyanoacetate2-Oxo-2-ethoxyethyl isocyanideeicaHANSA ISN-0528eica cas2999-46-4BIO-FARMA BF001872IsocyanicAcidEsterethyl isocyanzacetate
ETHYLISOCYANOACETATEAcetic acid, 2-isocyano-, ethyl esterethyl iso-cyanoacetateethyl isocyano-acetateethyl 2-isocyanoacetatethyl isocyano- acetateSCHEMBL7225isocyano-acetic acid ethylester

Datenbank-Bezeichner

CAS
2999-46-4
PubChem CID
533707
DTXSID
DTXSID20184078
EC Number
221-077-9
Nikkaji
J150.099F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,4
Polarare Oberfläche (TPSA)
30,7 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
8

Physikochemische Eigenschaften

Siedepunkt
194 · 194-196 °C (lit.)
Dichte
1.035 g/mL · 1.035 g/mL at 25 °C (lit.)
Dampfdruck
61.7 Pa · 61.7Pa at 25℃
Brechungsindex
20 · n20/D 1.418(lit.)
Flammpunkt
184 °F · 184 °F
storage temp.
2 · 2-8°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.8% (1 of 55) of reports.

Danger

H302 (89.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 11-04-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17093
Hazard Classes and CategoriesAcute Tox. 4 (89.1%)

Sicherheitsdaten

F
8-9-21
wgk
3
ridadr
UN 2810 6.1/PG 3
hs_code
29299090
risk_code
20/22-20/21/22
hazard_code
Xn

Chemie und Industrie

Anwendungen

VerwendenEthyl Isocyanoacetate, is a cyclization synthon used to prepare pyrroles, oxazolines, benzodiazepines, oxazoles and imidazoles. Ethyl isocyanoacetate can be used to prepare pyrroles,1,2 oxazolines, benzodiazepines, oxazoles and imidazoles.

Darstellung · 1 Eintrag

synthetischesynthesis of ethyl isocyanoacetate A solution containing N-formyl glycine ethyl ester (1, 1.31 g, 10 mmol), DIPEA (2.62 g, 20 mmol) and DMAP (0.45 g, 3 mmol) in dry DCM (10 mL) was loaded in a sample loop and combined with a second stream containing triphosgene (2, 0.98 g, 3.3 mmol) also dissolved in dry DCM (10 mL) at individual channel flow rates of 0.5 mL/min. The combined stream was directed into two linked 10 mL FEP reactor vessels to achieve a 20 minutes residence time at ambient temperature. The output was collect and the solvent was carefully evaporated to 80% of its total volume. The crude material was filtered through silica (5 g) and washed with DCM (2 × 10 mL) to obtain the salt-free product. The desired product 3 was obtained as dark yellow oil after evaporation of the organic phase (1.03 g, 91 % isolated yield, >97% purity by 1H NMR).

Anbieter50 Anbieter

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