Cyclohexanonoxim
Cyclohexanone Oxime
Grundinformationen
- CAS
100-64-1- Standard-SMILES
ON=C1CCCCC1- InChIKey
VEZUQRBDRNJBJY-UHFFFAOYSA-N- Summenformel
- C6H11NO
- Durchschnittliche Molmasse
- 113,16 g/mol
- Monoisotopische Masse
- 113,08406397
Überblick
Prisms, liquid or light tan crystalline solid. (NTP, 1992)
Namen und Bezeichner
- Bevorzugter Name
- Cyclohexanone Oxime
- IUPAC
- N-cyclohexylidenehydroxylamine
- Lokaler Name
- Cyclohexanonoxim
- Englischer Name
- Cyclohexanone oxime
- Summenformel
- C6H11NO
- Molmasse
- 113.16
Namen und Synonyme
Cyclohexanone oxime100-64-1Cyclohexanone, oxime(HYDROXYIMINO)CYCLOHEXANEDTXSID40218422U60L00CGFNSC-6300DTXCID701842RefChem:129640202-874-0N-cyclohexylidenehydroxylaminecyclohexanoneoxime
Weitere Namen anzeigen
CHOCyclohexanonoximAKOS BBS-00004405Cyclohexane oximeCyclohexanon-oximeAntioxidant DCylohexanone oximeCCYLOHEXANONE OXIME
NSC 6300MFCD00001660CAS-100-64-1CCRIS 1383HSDB 5337EINECS 202-874-0BRN 1616769UNII-2U60L00CGF
Datenbank-Bezeichner
- CAS
100-64-1- PubChem CID
- 7517
- DTXSID
DTXSID4021842- ChEMBL
CHEMBL137035- UNII
- 2U60L00CGF
- EC Number
- 202-874-0
- Nikkaji
- J45.666G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,2
- Polarare Oberfläche (TPSA)
- 32,6 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 90,7
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Oximes
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Color/FormHEXAGONAL PRISMS FROM PETROLEUM ETHER
Solubility
less than 1 mg/mL at 68 °F (NTP, 1992)
SOL IN WATER, ALCOHOL, ETHER, METHYL ALCOHOL
Boiling Point
403 to 410 °F at 760 mmHg (NTP, 1992)
206-210 °C
Melting Point
192 to 196 °F (NTP, 1992)
89-90 °C
Vapor Density3.91 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
Physical Description
Prisms, liquid or light tan crystalline solid. (NTP, 1992)
Solid; [HSDB] Liquid or light tan solid; mp = 89-91 deg C; [CAMEO] White chunks or powder; [Alfa Aesar MSDS]
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 1.9% (5 of 262) of reports.
Danger
H228 (55%): Flammable solid [Danger Flammable solids]
P210, P240, P241, P260, P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P319, P330, P337+P317, P370+P378, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 262 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Cyclohexanone, oxime
Status: Active Update: 27-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/7659
Cyclohexanone oxime: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Cyclohexanone, oxime: Human health tier I assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
Hazards Summary
Mixtures of cyclohexanone and oxime (varying ratios) produced anesthesia, conjunctivitis, and increased aggression in oral studies of rats; Emergency treatment: Methemoglobinemia; [HSDB] May peroxidize; [CAMEO] Increased methemoglobin levels observed in dermal lethal-dose study or rabbits; Progressive anemia with increased splenic hemosiderin deposition and hematopoiesis observed in 90-day gavage study of rats; No changes in sperm motility or vaginal cytological parameters seen; Limited evidence of mutagenicity in vitro and no evidence in vivo; A major metabolite, cyclohexanone (CAS # 108-94-1), caused reduced fetal body weight and increased frequency of retardation of ossification at levels maternally toxic in inhalation study of rats (LOAEL for maternal and developmental toxicity both equal 5,600 mg/m3/day); [EPA ChAMP: Screening Level Hazard Characterization] A strong eye irritant; Harmful by ingestion; Prolonged or repeated ingestion exposure may cause injury to the hematopoietic system; [ECHA REACH Registrations] An irritant; Toxic by ingestion; [Alfa Aesar MSDS]
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
CYCLOHEXYLAMINE WAS DEAMINATED TO CORRESPONDING KETONES BY RABBIT LIVER MICROSOMES IN PRESENCE OF NADPH & MOL OXYGEN. CYCLOHEXANONE OXIME, IDENTIFIED FROM INCUBATION MIXTURES, MAY BE AN INTERMEDIATE OF MICROSOMAL DEAMINATION OF ALICYCLIC PRIMARY AMINES.
Verwendung und Herstellung
Uses
Used to make caprolactam; [HSDB] A closed-system intermediate (CSI); [EPA ChAMP: Screening Level Hazard Characterization] Used in coatings; [ECHA REACH Registrations]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
IN PREPN OF CAPROLACTAM
General Manufacturing InformationCyclohexanone, oxime: ACTIVE
Anwendungen
VerwendenCyclohexanone oxime is used in a wide variety of industrial applications. Primarily, it is used as a captive intermediate in the synthesis of caprolactam, which is polymerized in the production of polycaprolactam (Nylon-6) fibers and plastics (Fisher and Cresentini, 1985; NCI, 1985). The annual U.S. caprolactam production is over 500,000 tons (NCI, 1985). Approximately 90% of the monomer is used to produce fibers for clothing, carpets, home furnishings, and tire cording. The remaining 10% is used to produce nylon resins for food packaging film, extrusion compounds for bristle filaments and wire coatings, and molded plastics for automobiles and appliances (NCI, 1985). Cyclohexanone oxime is also thought to be an intermediate in the oxidative metabolism of sodium cyclamate, an artificial sweetener (Unger and McMahon, 1981).
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Zugehörige Reaktionen
85
Notizen zur Verbindung
Wird geladen…