Ethoxymethylenmalononitril

2-(Ethoxymethylene)propanedinitrile

HCID 67152CAS 123-06-8

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Grundinformationen

Standard-SMILES: CCOC=C(C#N)C#N
InChIKey: OEICGMPRFOJHKO-UHFFFAOYSA-N
Summenformel: C6H6N2O
Durchschnittliche Molmasse: 122,12 g/mol
Monoisotopische Masse: 122,04801281

Überblick

structure given in first source

Namen und Bezeichner

Bevorzugter Name: 2-(Ethoxymethylene)propanedinitrile
IUPAC: 2-(ethoxymethylidene)propanedinitrile
Lokaler Name: Ethoxymethylenmalononitril
Englischer Name: Ethoxymethylenemalononitrile
Summenformel: C6H6N2O
Molmasse: 122.12

Namen und Synonyme

Ethoxymethylenemalononitrile123-06-8(Ethoxymethylene)malononitrilePropanedinitrile, (ethoxymethylene)-2-Cyano-3-ethoxyacrylonitrile(Ethoxymethylene)propanedinitrileMalononitrile, (ethoxymethylene)-2-(ethoxymethylene)propanedinitrile91PS2PWB1QNSC-27792DTXSID3059551ethoxymethylene-MN

Weitere Namen anzeigen

ononitriLusafkf-10NSC 27792USAF KF-10usafa-9230

RefChem:592835DTXCID2033786204-597-0ETHOXYMETHYLENEMALONITRILE2-(Ethoxymethylene)malononitrile2-(ethoxymethylidene)propanedinitrileEthoxymethylene malononitrileUSAF A-9230

Datenbank-Bezeichner

CAS: 123-06-8
PubChem CID: 67152
DTXSID: DTXSID3059551
UNII: 91PS2PWB1Q
EC Number: 204-597-0
Nikkaji: J1.508C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,5
Polarare Oberfläche (TPSA): 56,8 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 9
Formalladung: 0
Komplexität: 182

Physikochemische Eigenschaften

Schmelzpunkt: 64 · 64-66 °C(lit.)
Siedepunkt: 160 °C12 · 160 °C12 mm Hg(lit.)
Dichte: 1.2236 · 1.2236 (rough estimate)
Brechungsindex: 1.4738 · 1.4738 (estimate)
Flammpunkt: 155 °C · 155 °C
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: DMF, DMSO, Ethanol, Methanol
Aggregatzustand: Liquid
Farbe: Clear colorless to yellow
Wasserlöslichkeit: insoluble
BRN: 1634241 · 1634241
InChI: 1S/C6H6N2O/c1-2-9-5-6(3-7)4-8/h5H,2H2,1H3
InChIKey: OEICGMPRFOJHKO-UHFFFAOYSA-N
SMILES: CCO\C=C(\C#N)C#N
CAS Datenbank: 123 · 123-06-8(CAS DataBase Reference)
NIST chemische Informationen: Propanedinitrile, (ethoxymethylene)-(123-06-8)
EPA chemische Informationen: Propanedinitrile, (ethoxymethylene)- (123-06-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H301 (23.2%): Toxic if swallowed [Danger Acute toxicity, oral]

P233, P260, P261, P262, P264, P270, P271, P272, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P316, P321, P330, P333+P317, P342+P316, P361+P364, P362+P364, P403, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 3 (23.2%)

Sicherheitsdaten

F: 21
wgk: 3
tsca: TSCA listed
ridadr: 3439
hs_code: 29269090
RTECS-Nr.: OO3850000
risk_code: 22-42/43-23/24/25-43-20/21/22-R42/43-R23/24/25-R22
Toxizität: mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689,
hazard_code: Xn,T,Xi
safety_code: 22-36/37-45-36/37/39-26-36-24/25-S45-S36/37/39-S26-S22
hazard_class: 6.1
packing_group: III
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralResp. Sens. 1Skin Sens. 1

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationPropanedinitrile, 2-(ethoxymethylene)-: ACTIVE

Anwendungen

VerwendenChemical intermediate.

Darstellung · 1 Eintrag

synthetischeTriethyl orthoformate (67.3 mg, 0.454 mol) and malononitrile (20.0 mg,0.302 mol) were andded to acetic anhydride (77.2 gm, 0.75 moles) and the mixture was refluxed for 4-5 h at 110-140°C. The reaction was monitored by GC. After the reaction is complete, it is cooled to room temperature. Concentrated the mixture at 70°C at reduced pressure to yield crude solid product and the pure product (Ethoxymethylenemalononitrile) was obtained through purified either by vacuum distillation.