Itaconsureanhydrid
Itaconic Anhydride
Grundinformationen
- CAS
2170-03-8- Standard-SMILES
C=C1CC(=O)OC1=O- InChIKey
OFNISBHGPNMTMS-UHFFFAOYSA-N- Summenformel
- C5H4O3
- Durchschnittliche Molmasse
- 112,08 g/mol
- Monoisotopische Masse
- 112,01604399
Namen und Bezeichner
- Bevorzugter Name
- Itaconic Anhydride
- IUPAC
- 3-methylideneoxolane-2,5-dione
- Lokaler Name
- Itaconsureanhydrid
- Englischer Name
- Itaconic anhydride
- Summenformel
- C5H4O3
- Molmasse
- 112.08
Namen und Synonyme
Itaconic anhydride3-methylideneoxolane-2,5-dioneItaconic acid anhydrideDihydro-3-methylene-2,5-furandioneMethylenesuccinic anhydride2,5-Furandione, dihydro-3-methylene-Succinic anhydride, methylene-Y455KS1U7Q25300-97-4ITACONIC-ANHYDRIDENSC-43979UNII-Y455KS1U7Q
Weitere Namen anzeigen
3-Methylenedihydrofuran-2,5-dioneITACONIC ANHYDIDEITACONIC AHYDRIDEItaconicAnhydride>Itaconic anhydride,98%Itaconic anhydride 95%ITACONIC ANHYDRIDE 95+%
DTXSID8062230EINECS 218-518-2NSC 439793-METHYLIDENEDIHYDROFURAN-2,5-DIONERefChem:150199Succinic anhydride, methyleneDihydro3methylene2,5furandioneDTXCID2036538
Datenbank-Bezeichner
- CAS
2170-03-8、25300-97-4- PubChem CID
- 75110
- DTXSID
DTXSID8062230- ChEMBL
CHEMBL87967- UNII
- Y455KS1U7Q
- EC Number
- 218-518-2
- Nikkaji
- J38.162D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,2
- Polarare Oberfläche (TPSA)
- 43,4 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 169
Experimentelle und physikochemische Eigenschaften
PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesChemical shift
Physical DescriptionOff-white or white crystalline powder; [Alfa Aesar MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 66 · 66-68 °C (lit.)
- Siedepunkt
- 114 · 114-115 °C/12 mmHg (lit.)
- Dichte
- 1.26 · 1.2600
- Brechungsindex
- 1.513 · 1.5130 (estimate)
- Flammpunkt
- 114 · 114-115°C/12mm
- storage temp.
- 30 °C · Store below +30°C.
- Aggregatzustand
- Crystalline Powder
- Farbe
- White to cream
- Wasserlöslichkeit
- Hydrolyzes in water.
- BRN
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, 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 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 2,5-Furandione, dihydro-3-methylene-
REACH registered substance: Itaconic anhydride (EC: 218-518-2)
2,5-Furandione, dihydro-3-methylene-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryHydrolyzed by water; An irritant; [Alfa Aesar MSDS] See ACID ANHYDRIDES.
Hazard Classes and CategoriesAcute Tox. 4 (83.3%)
Sicherheitsdaten
- F
- 3-10-21
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2917190090
- risk_code
- 36/37/38-22
- hazard_code
- Xi,Xn
- safety_code
- 26-36-24/25
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing Information2,5-Furandione, dihydro-3-methylene-: ACTIVE
Anwendungen
VerwendenItaconic anhydride is used in immobilization of β-glucosidase. It undergoes estrification to obtain suitable monomers for emulsion polymerization itaconates.
Darstellung
synthetischeTo a flask equipped with a 12 mm diameter ground glass adaptor tube bent for downward distillation and joined to a 100 cm condenser is added 200 gm (0.95 mole) of citric acid monohydrate. An ice-cooled flask and a cold trap are connected to the condenser. The flask containing the citric acid is heated rapidly with a wide flame of the Meker burner so that in 12-15 min the distillation at 175-190°C is complete. The distillation is stopped earlier if the vapors in the reaction flask become yellow. Superheating of the citric acid will cause rearrangement to citraconic anhydride. The water is quickly separated from the distillate and the itaconic anhydride layer dried to afford 40-50 gm (37-47%), m.p. 67-68°C. Long time contact of the water with the anhydride causes it to hydrolyze to itaconic acid, m.p. 162-165°C.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Zugehörige Reaktionen
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