Methylisocyanacetat

Methyl isocyanoacetate

HCID 547815CAS 39687-95-1

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Grundinformationen

Standard-SMILES: [C-]#[N+]CC(=O)OC
InChIKey: CRXFROMHHBMNAB-UHFFFAOYSA-N
Summenformel: C4H5NO2
Durchschnittliche Molmasse: 99,09 g/mol
Monoisotopische Masse: 99,0320284

Namen und Bezeichner

Bevorzugter Name: Methyl isocyanoacetate
IUPAC: methyl 2-isocyanoacetate
Lokaler Name: Methylisocyanacetat
Englischer Name: Methyl isocyanoacetate
Summenformel: C4H5NO2
Molmasse: 99.09

Namen und Synonyme

Methyl isocyanoacetate39687-95-1Acetic acid, isocyano-, methyl esterRefChem:157906254-593-8CRXFROMHHBMNAB-UHFFFAOYSA-NEINECS 254-593-8InChI=1/C4H5NO2/c1-5-3-4(6)7-2/h3H2,2HMethyl 2-isocyanoacetateIsocyanoacetic acid methyl esterMFCD00000006methylisocyanoacetate

Weitere Namen anzeigen

Methyl isocyanoformateROXA-015Methyl Isocyanoacetate >Methyl Isocyanoacetate,>97%Methyl isocyanoacetate , tech.2-Oxo-2-methoxyethyl isocyanide(2-Oxo-2-methoxyethyl) isocyanide

Isocyano-acetic acid methyl estermethyl-isocyanoacetatemethyl isocyano-acetatemethyl alpha-isocyanoacetateSCHEMBL160120SCHEMBL11419732GEO-03019AKOS015950609

Datenbank-Bezeichner

CAS: 39687-95-1
PubChem CID: 547815
EC Number: 254-593-8
Nikkaji: J236.418B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,5
Polarare Oberfläche (TPSA): 30,7 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 7
Formalladung: 0
Komplexität: 110

Physikochemische Eigenschaften

Siedepunkt: 75 · 75-76 °C10 mm Hg(lit.)
Dichte: 1.09 g/mL · 1.09 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.417(lit.)
Flammpunkt: 193 °F · 193 °F
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Aggregatzustand: Liquid
Farbe: Clear yellow to brown
Wasserlöslichkeit: Miscible with organic solvents. Slightly miscible with water.
BRN: 3537963 · 3537963
InChI: 1S/C4H5NO2/c1-5-3-4(6)7-2/h3H2,2H3
InChIKey: CRXFROMHHBMNAB-UHFFFAOYSA-N
SMILES: COC(=O)C[N+]#[C-]
CAS Datenbank: 39687 · 39687-95-1(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Danger

H302 (95.7%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (95.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H331 (13%): Toxic if inhaled [Danger Acute toxicity, inhalation]；H332 (87%): Harmful if inhaled [Warning Acute toxicity, inhalation]

P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (95.7%)；Acute Tox. 4 (95.7%)；Skin Corr. 1B (100%)；Acute Tox. 3 (13%)；Acute Tox. 4 (87%)

Sicherheitsdaten

F: 8-9-32-13-19
wgk: 3
ridadr: UN 2922 8/PG 2
hs_code: 29291090
risk_code: 20/21/22-34
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
packing_group: II
Speicherklasse: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Skin Corr. 1B

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenMethyl isocyanoacetate is used in the copper-catalyzed, diastereoselective synthesis of oxazolines. It is involved in the direct aldol reaction with carbonyl compounds to prepare corresponding oxazoline by using catechol-copper network catalyst. Further, it is also involved in four-component Ugi condensation reaction. It undergoes asymmetric aldol reaction with fluorinated benzaldehyde using gold(I) as a catalyst.