Cyclohexan-1,3-dion
1,3-Cyclohexanedione
Grundinformationen
- CAS
504-02-9- Standard-SMILES
O=C1CCCC(=O)C1- InChIKey
HJSLFCCWAKVHIW-UHFFFAOYSA-N- Summenformel
- C6H8O2
- Durchschnittliche Molmasse
- 112,13 g/mol
- Monoisotopische Masse
- 112,05242949
Überblick
Cyclohexane-1,3-dione is a cyclohexanedione carrying oxo substituents at positions 1 and 3. It is a cyclohexanedione and a beta-diketone.
Namen und Bezeichner
- Bevorzugter Name
- 1,3-Cyclohexanedione
- IUPAC
- cyclohexane-1,3-dione
- Lokaler Name
- Cyclohexan-1,3-dion
- Englischer Name
- 1,3-Cyclohexanedione
- Summenformel
- C6H8O2
- Molmasse
- 112.13
Namen und Synonyme
1,3-Cyclohexanedione504-02-9CYCLOHEXANE-1,3-DIONEDihydroresorcinolHydroresorcinolResorcinol, dihydro-DTXSID10444336UK3D2BXJTNSC-57477DTXCID9024433CHEBI:17766RefChem:72549
Weitere Namen anzeigen
CHDTECO-013NSC 57477ohexanedioneDihydroresorcin
207-980-01,3-Cyclohexandione1,3 Cyclohexanedione1,3-Cyclohexanone1,3-Benzenediol, dihydro-cyclohMFCD00001585cyclohexan- 1,3-dione
Datenbank-Bezeichner
- CAS
504-02-9- PubChem CID
- 10434
- DTXSID
DTXSID1044433- ChEMBL
CHEMBL363919- ChEBI
CHEBI:17766- UNII
- 6UK3D2BXJT
- EC Number
- 207-980-0
- Nikkaji
- J6.214F
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0
- Polarare Oberfläche (TPSA)
- 34,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 112
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Aliphatic Ketones, Other
Physical Description
Dry Powder
Solid; [Merck Index] Light brown powder; [Alfa Aesar MSDS]
Collision Cross Section122.6 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID1044433]
Physikochemische Eigenschaften
- Schmelzpunkt
- 101 · 101-105 °C (lit.)
- Siedepunkt
- 170.05 °C · 170.05°C (rough estimate)
- Dichte
- 1 · 1,1 g/cm3
- Dampfdruck
- 0.018 Pa · 0.018Pa at 25℃
- Brechungsindex
- 1.4576 · 1.4576 (estimate)
- storage temp.
- 2 °C · Store at +2°C to +8°C.
- Löslichkeit
- Chloroform (Slightly), Methanol (Slightly)
- Aggregatzustand
- Powder
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
This chemical does not meet GHS hazard criteria for 0.6% (1 of 168) of reports.
Danger
H302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 168 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: 1,3-Cyclohexanedione
1,3-Cyclohexanedione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Cyclohexanedione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: Cyclohexane-1,3-dione (EC: 207-980-0)
1,3-Cyclohexanedione: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards SummaryMay cause irritation; Oral LD50 (rat) = 1,600-2,500 mg/kg; Harmful by ingestion; [Alfa Aesar MSDS] See Cyclohexanone.
Hazard Classes and CategoriesAcute Tox. 4 (98.2%)
Toxikologische Informationen
Adverse Effects
Chemie und Industrie
Verwendung und Herstellung
U.S. Production2023: 550,000 - <1,000,000 lb
Industry UsesIntermediate
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
1,3-Cyclohexanedione: ACTIVE
Anwendungen
Verwenden1,3-Cyclohexanedione is used in organic synthesis and pharmaceutical intermediates. It is the intermediate of herbicides sulcotrione and nitrosulfonone. It is also nitisinone intermediate.
Verwenden1,3-Cyclohexanedione can be used as a building block in the synthesis of:9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.[(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.It can be also used to prepare 2-substituted adducts, which are important intermediates for the synthesis of -enaminones , polyhydroquinoline derivatives , 1,8-dioxo-dodecahydroxanthenes , spirocyclopentanols , oxathioles , and triquinanes.
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