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Key Documents

C102202

Sigma-Aldrich

Cyclohexanone oxime

97%

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About This Item

Linear Formula:
C6H10(=NOH)
CAS Number:
Molecular Weight:
113.16
Beilstein:
1616769
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

crystals

bp

206-210 °C (lit.)

mp

86-89 °C (lit.)

SMILES string

O\N=C1/CCCCC1

InChI

1S/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H2

InChI key

VEZUQRBDRNJBJY-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R E Glover et al.
Chemical research in toxicology, 12(10), 952-957 (1999-10-20)
Cyclohexanone oxime (CHOX), an intermediate used in the synthesis of polycaprolactam (Nylon-6), has been reported to be hematotoxic in Fischer rats. The in vivo metabolism of CHOX was found to release nitric oxide, which was detected in venous blood by
Raphaël Turgis et al.
ChemSusChem, 3(12), 1403-1408 (2010-12-01)
Brønsted-acidic ionic liquids that bear a sulfonic acid group, known as Forbes acids, show a good catalytic activity for the Beckmann rearrangement, used to prepare ε-caprolactam, which is a precursor of Nylon 6. The activity essentially stems from the acidity of
S C Gad et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 5(1), 128-136 (1985-02-01)
Dermal exposure of rabbits to cyclohexanone oxime (CHO) for 24 hr at 0, 0.8, 2, and 5 g/kg caused dose-related reticulocytosis on the day after dosing as well as a decrease in hemoglobin in the 5-g/kg females 7 days postdosing.
M J Prival
Mutation research, 497(1-2), 1-9 (2001-08-30)
The basis for the observed mutagenicity of cyclohexanone oxime in the presence of hamster liver S9 in Salmonella typhimurium strain TA1535, but not in TA100, was explored. While the chemical had no effect on the appearance of the background lawn
D Parmar et al.
Drug metabolism and disposition: the biological fate of chemicals, 19(6), 1101-1107 (1991-11-01)
Cyclohexanone oxime (CHOX), an intermediate used in the synthesis of Polycaprolactam/Nylon, was found to be rapidly absorbed and cleared from the body within 24 hours after a single oral administration of 1, 10 and 30 mg/kg of [14C]-CHOX to the

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