5-Oxo-2-tetrahydrofurancarboxylic acid

HCID 251524

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Grundinformationen

CAS: 4344-84-7
Standard-SMILES: O=C1CCC(C(=O)O)O1
InChIKey: QVADRSWDTZDDGR-UHFFFAOYSA-N
Summenformel: C5H6O4
Durchschnittliche Molmasse: 130,1 g/mol
Monoisotopische Masse: 130,02660867

Überblick

5-oxotetrahydrofuran-2-carboxylic acid is a gamma-lactone resulting from the formal intramolecular condensation of the alcoholic hydroxy group of 2-hydroxyglutaric acid with the carboxy group at position 5. It is a monocarboxylic acid and a gamma-lactone.

Namen und Bezeichner

Bevorzugter Name: 5-Oxo-2-tetrahydrofurancarboxylic acid
IUPAC: 5-oxooxolane-2-carboxylic acid
Englischer Name: Tetrahydro-5-oxo-2- furancarboxyli
Summenformel: C5H6O4
Molmasse: 130.1

Namen und Synonyme

5-oxo-2-tetrahydrofurancarboxylic acid5-OTFC acidRefChem:1033685-Oxotetrahydrofuran-2-carboxylic acid4344-84-75-oxooxolane-2-carboxylic acidTetrahydro-5-oxo-2- furancarboxylitetrahydro-5-oxo-2-furancarboxylic acidMFCD00066678carboxybutyrolactoneNSC72000SCHEMBL12212

Weitere Namen anzeigen

5-oxooxolane-2-carboxylicaciButyrolactonecarboxylic acidalpha-Hydroxyglutaryl lactoneTetrahydro-5-oxo-2-furoic acid5-oxo-2-tetrahydrofuranoic acidTetrahydro-5-oxo-2-furancarboxyletrahydro-5-oxo-2- furancarboxyli

(S)-(+)-5-Oxotetrahydrofuran-2-carboxylic AcidCHEBI:74524AKOS006228663PB48655AS-40819Q271447062-furancarboxylic acid, tetrahydro-5-oxo-BCP23217

Datenbank-Bezeichner

CAS: 4344-84-7
PubChem CID: 251524
DTXSID: DTXSID701015885
ChEBI: CHEBI:74524
EC Number: 828-657-6
Nikkaji: J1.541.979B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,2
Polarare Oberfläche (TPSA): 63,6 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 1
Schwere Atome: 9
Formalladung: 0
Komplexität: 151

Physikochemische Eigenschaften

Schmelzpunkt: 48 · 48-50 °C
Siedepunkt: 116 · 116-118 °C(Press: 1.5 Torr)
Dichte: 1.469 · 1.469±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Slightly), DMSO (Slightly), Water (Sparingly)
Aggregatzustand: Solid
pka: 3.11 · 3.11±0.20(Predicted)
Farbe: White to Off-White
InChI: InChI=1S/C5H6O4/c6-4-2-1-3(9-4)5(7)8/h3H,1-2H2,(H,7,8)
InChIKey: QVADRSWDTZDDGR-UHFFFAOYSA-N
SMILES: O1C(=O)CCC1C(O)=O

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (50%): 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

Alarmwort: Warnung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H315

Chemie und Industrie

Anwendungen

VerwendenCarboxybutyrolactone is a structural analog of (±)-Paraconic Acid (P191200) and is used as a reagent in the synthesis of methylenecarboxybutyrolactones which have antibacterial activity.