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Cyclohexanone oxime

Cyclohexanone oxime Structure
CAS No.
100-64-1
Chemical Name:
Cyclohexanone oxime
Synonyms
CHO;Antioxidant D;Cyclohexanonoxim;AKOS BBS-00004405;Cyclohexane oxime;Cyclohexanon-oxime;Cylohexanone oxime;CYCLOHEXANONE OXIME;CCYLOHEXANONE OXIME;Cyclohexanone oxium
CBNumber:
CB8487050
Molecular Formula:
C6H11NO
Molecular Weight:
113.16
MOL File:
100-64-1.mol
MSDS File:
SDS
Modify Date:
2023/11/28 16:31:43

Cyclohexanone oxime Properties

Melting point 86-89 °C (lit.)
Boiling point 206-210 °C (lit.)
Density 1.0125 (rough estimate)
vapor pressure 1.78Pa at 20℃
refractive index 1.4860 (estimate)
Flash point 90 °C
storage temp. Store below +30°C.
solubility 17.7g/l
form Crystalline Powder, Crystals, or Chunks
pka 12.42±0.20(Predicted)
color Off-white to beige-brownish
Water Solubility <0.1 g/100 mL at 20 ºC
BRN 1616769
Dielectric constant 3.0(89℃)
Stability Stable. Combustible. Incompatible with strong oxidizing agents. Reacts violently with fuming sulfuric acid at elevated temperature.
InChIKey VEZUQRBDRNJBJY-UHFFFAOYSA-N
LogP 1.265 at 25℃
CAS DataBase Reference 100-64-1(CAS DataBase Reference)
NIST Chemistry Reference Cyclohexanone, oxime(100-64-1)
EPA Substance Registry System Cyclohexanone oxime (100-64-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36/37/39
WGK Germany  1
RTECS  GW1925000
TSCA  Yes
HS Code  29280090
NFPA 704
2
2 0

Cyclohexanone oxime price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C102202 Cyclohexanone oxime 97% 100-64-1 100G ₹4957.85 2022-06-14 Buy
Sigma-Aldrich(India) C102202 Cyclohexanone oxime 97% 100-64-1 500G ₹11149.75 2022-06-14 Buy
TCI Chemicals (India) C0490 Cyclohexanone Oxime min. 98.0 % 100-64-1 25G ₹1500 2022-05-26 Buy
ALFA India ALF-A19820-36 Cyclohexanone oxime, 97% 100-64-1 500g ₹10799 2022-05-26 Buy
TCI Chemicals (India) C0490 Cyclohexanone Oxime min. 98.0 % 100-64-1 500G ₹13400 2022-05-26 Buy
Product number Packaging Price Buy
C102202 100G ₹4957.85 Buy
C102202 500G ₹11149.75 Buy
C0490 25G ₹1500 Buy
ALF-A19820-36 500g ₹10799 Buy
C0490 500G ₹13400 Buy

Cyclohexanone oxime Chemical Properties,Uses,Production

Chemical Properties

Cyclohexanone oxime, a white crystalline solid, has a molecular weight of 113.16 and a melting point of 90 C. It is soluble in water and ethanol (Lide, 1992). This colorless solid is an important intermediate in the production of nylon 6, a widely used polymer. Cyclohexanone oxime is produced by the condensation of cyclohexanone with hydroxylamine sulfate or hydroxylamine phosphate (Fisher and Cresentini, 1985).

Uses

Cyclohexanone 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).

General Description

Prisms, liquid or light tan crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Cyclohexanone oxime reacts violently with fuming sulfuric acid at temperatures > 302° F. . Several explosions or violent decompositions have occurred during distillation of aldooximes, 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.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Cyclohexanone oxime emits toxic fumes of nitrogen oxides.

Fire Hazard

Flash point data for Cyclohexanone oxime are not available; however, Cyclohexanone oxime is probably combustible.

Purification Methods

Crystallise the oxime from water or pet ether (b 60-80o). [Bousquet Org Synth Coll Vol II 313 1943, Beilstein 7 III 32, 7 IV 21.]

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AKOS BBS-00004405 LABOTEST-BB LT00853999 Antioxidant D HYDROXYIMINOCYCLOHEXANE CCYLOHEXANONE OXIME CYCLOHEXANONE OXIME CYCLOHEXAN-1-ONE OXIME Cyclohexanon-oxime Cyclohexanonoxim Cyclohexanone oxium InChI=1/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H Cylohexanone oxime CYCLOHEXANONE OXIME RAW 2H-1-Benzopyran-2-one, 7-amino-4-(trifluoromethyl)- N-Cyclohexylidenehydroxylamine Cyclohexane-1-oneoxime Cyclohexanone oxime,97% Cyclohexane oxime Cyclohexanone oxiMe, 97% 100GR Cyclohexanone oxiMe 97% Cyclohexanone oxime Vetec(TM) reagent grade, 97% Cyclohexanone Oxime > Cyclohexanoneoxime(Chunks or pellets) CHO 100-64-1 C6H10NOH -CH2CH24CNOH Nitrogen Compounds Organic Building Blocks Oximes Building Blocks Intermediates of Dyes and Pigments Nitrogen Compounds Organic Building Blocks Oximes bc0001