Citraconsäureanhydrid
Citraconic Anhydrides
Grundinformationen
- CAS
616-02-4- Standard-SMILES
CC1=CC(=O)OC1=O- InChIKey
AYKYXWQEBUNJCN-UHFFFAOYSA-N- Summenformel
- C5H4O3
- Durchschnittliche Molmasse
- 112,08 g/mol
- Monoisotopische Masse
- 112,01604399
Überblick
Methylmaleic anhydrides.
Namen und Bezeichner
- Bevorzugter Name
- Citraconic Anhydrides
- IUPAC
- 3-methylfuran-2,5-dione
- Lokaler Name
- Citraconsäureanhydrid
- Englischer Name
- Citraconic anhydride
- Summenformel
- C5H4O3
- Molmasse
- 112.08
Namen und Synonyme
Citraconic AnhydridesAnhydride, CitraconicAnhydrides, CitraconicMethylmaleic AnhydridesAnhydrides, Methylmaleic2 Methylmaleic AnhydrideAnhydride, 2-MethylmaleicRefChem:388886Citraconic anhydride616-02-43-methylfuran-2,5-dione2-Methylmaleic anhydride
Weitere Namen anzeigen
CTA3-methyl-furan-2,5-dionealpha-methylmaleicanhydridemethyl-maleicanhydrid3-methyl-5-furandioneIndobufen Impurity 53
2,5-Furandione, 3-methyl-METHYLMALEIC ANHYDRIDE3-Methylmaleic anhydrideCitraconic acid anhydrideMonomethylmaleic anhydrideMaleic anhydride, methyl-3-methyl-2,5-dihydrofuran-2,5-dione3-Methyl-2,5-furandione
Datenbank-Bezeichner
- CAS
616-02-4- PubChem CID
- 12012
- DTXSID
DTXSID8060660- ChEMBL
CHEMBL398893- UNII
- 105NP7PMXX
- EC Number
- 210-459-0
- Nikkaji
- J55.438C、J679.309F
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
- 178
Experimentelle und physikochemische Eigenschaften
PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesBoiling point
Density1.2469 @ 16 °C/4 °C
Color/FormCOLORLESS LIQUID
SolubilitySOL IN ALCOHOL, ETHER, ACETONE
Boiling Point213-214 °C @ 760 MM HG
Melting Point7-8 °C
Vapor Pressure1 MM HG @ 47.1 °C
Refractive IndexIndex of refraction: 1.4716 at 21 °C/D
Physical DescriptionColorless liquid; mp = 7-8 deg C; [Hawley] Clear almost colorless liquid; mp = 7 deg C; [MSDSonline]
Other Experimental PropertiesDECOMP IN WATER
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
Danger
H311 (23.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]
P233, P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P333+P317, P342+P316, P361+P364, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 222 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory InformationStatus: Active Update: 24-02-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/16743
Hazards SummaryAn irritant; [MSDSonline] See Maleic anhydride. See ACID ANHYDRIDES.
Hazard Classes and CategoriesAcute Tox. 3 (23.9%)
Toxikologische Informationen
Non-Human Toxicity Excerpts
... CITRACONIC ACID ANHYDRIDE TESTED FULL STRENGTH BY DROP APPLICATION TO RABBITS EYES CAUSED SEVERE INJURY LIKE THAT CAUSED BY ACETIC ACID.
VARIOUS CHEMICAL GROUPS WERE EVALUATED FOR THEIR SKIN SENSITIZATION POTENTIAL IN THE GUINEA PIG. CITRACONIC ANHYDRIDE SENSITIZED 3 OF 10 GUINEA PIGS.
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
Chemie und Industrie
Verwendung und Herstellung
Uses
Used as reagent for alkalies, alcohols, and amines; as monomer for specialty unsaturated polyester resins; [HSDB]
REAGENT FOR ALKALIES, ALCOHOLS, AND AMINES
MONOMER FOR SPECIALTY UNSATURATED POLYESTER RESINS
ANALYTICAL REAGENT FOR ALKALIES, ALCOHOLS & AMINES
U.S. Production(1979) AT LEAST 4.54X10+8 GRAMS
Methods of Manufacturing
PRODUCTION OF CITRACONIC ANHYDRIDE FROM ITACONIC ACID.
VACUUM PYROLYSIS OF CITRIC OR ITACONIC ACID
Formulations/PreparationsGRADES: REAGENT.
General Manufacturing Information2,5-Furandione, 3-methyl-: ACTIVE
Anwendungen
VerwendenCitraconic anhydride is used as a monomer for specialty unsaturated polyester resins. It is used to prepare bicyclic pyrrolidines, maleimides and co- and terpolymers. It is also used for the protection of N-terminal amino acids. Further, it is involved in the preparation of clothing ping acid and its amide. In addition to this, it is selectively used for the isolation of histidyl peptides.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
57
Notizen zur Verbindung
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