Cyclohexanone oxime
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Cyclohexanone oxime
structure -
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CAS No:
100-64-1
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Formula:
C6H11NO
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Chemical Name:
Cyclohexanone oxime
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Synonyms:
Cyclohexanone,oxime;Antioxidant D;(Hydroxyimino)cyclohexane;NSC 6300;OxiKhim-Styrol;Cyclohexanone oxime;Exkin III;Borchinox C 3;136057-01-7;136056-95-6;1071540-61-8
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CAS No:
Description
PHYSICAL DESCRIPTION: Prisms, liquid or light tan crystalline solid. (NTP, 1992)
Prisms, liquid or light tan crystalline solid. (NTP, 1992)|Liquid
Prisms, liquid or light tan crystalline solid. (NTP, 1992)
Cyclohexanone oxime Basic Attributes
113.16
113.16
1616769
202-874-0
2U60L00CGF
6300
2811
DTXSID4021842
HEXAGONAL PRISMS FROM PETROLEUM ETHER
29280090
Characteristics
32.6
1.12
Off-white to beige-brownish Crystalline Powder, Crystals, or Chunks
0.980 g/cm3 @ Temp: 804 °C
89-90 °C
206-210 °C
90 °C
1.529
H2O: <0.1 g/100 mL at 20 ºC
Store below +30°C.
0.03 mmHg
3.91 (NTP, 1992) (Relative to Air)
Insoluble in water.
Oximes
Peroxidizable Compound
CYCLOHEXANONE OXIME reacts violently with fuming sulfuric acid at temperatures > 302° F. (NTP, 1992). Several explosions or violent decompositions have occurred during distillation of aldoximes, which may be attributable to the formation of peroxides of various types. This is especially the case in the presence of acid, Chem. Eng. News, 1974, 52(35), 3. A nickel catalyzed aldoxime rearrangement to an amide, went out of control after changing the solvent employed, J. Loss Prev., 1993, 6(2), 69.
Safety Information
NONH for all modes of transport
1
22
36/37/39
GW1925000
Xn
Stable. Combustible. Incompatible with strong oxidizing agents. Reacts violently with fuming sulfuric acid at elevated temperature.
P210, P240, P241, P260, P264, P270, P273, P280, P301+P312, P305+P351+P338, P314, P330, P337+P313, P370+P378, P501
H302
Flash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
|Warning|H228 (12.15%): Flammable solid [Danger Flammable solids]|P210, P240, P241, P260, P264, P270, P273, P280, P301+P312, P305+P351+P338, P314, P330, P337+P313, P370+P378, and P501|Aggregated GHS information provided by 293 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Drug Information
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.
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
cyclohexanone oxime
Cyclohexanone oxime Use and Manufacturing
Cyclohexanone oxime is an intermediate product in the production of caprolactam.
For organic synthesis
Intermediates
250,000,000 - 500,000,000 lb
All other basic organic chemical manufacturing|Cyclohexanone, oxime: ACTIVE
THE SENSITIVITY OF THE METHOD WAS 10 NG.
Computed Properties
Molecular Weight:113.16
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:113.084063974
Monoisotopic Mass:113.084063974
Topological Polar Surface Area:32.6
Heavy Atom Count:8
Complexity:90.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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