Cyclohexanone oxime

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Names

[ CAS No. ]:
100-64-1

[ Name ]:
Cyclohexanone oxime

[Synonym ]:
N-cyclohexylidenehydroxylamine
Cyclohexanone oxime
EINECS 202-874-0
Cyclohexanone, oxime
N-Hydroxycyclohexanimine
Cyclohexylimine
MFCD00001660

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
208.0±0.0 °C at 760 mmHg

[ Melting Point ]:
86-89 °C(lit.)

[ Molecular Formula ]:
C6H11NO

[ Molecular Weight ]:
113.158

[ Flash Point ]:
112.4±8.0 °C

[ Exact Mass ]:
113.084061

[ PSA ]:
32.59000

[ LogP ]:
1.12

[ Vapour Pressure ]:
0.1±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.529

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents. Reacts violently with fuming sulfuric acid at elevated temperature.

[ Water Solubility ]:
<0.1 g/100 mL at 20 ºC

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GW1925000
CHEMICAL NAME :
Cyclohexanone, oxime
CAS REGISTRY NUMBER :
100-64-1
BEILSTEIN REFERENCE NO. :
1616769
LAST UPDATED :
199712
DATA ITEMS CITED :
15
MOLECULAR FORMULA :
C6-H11-N-O
MOLECULAR WEIGHT :
113.18
WISWESSER LINE NOTATION :
L6YTJ AUNQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
710 mg/kg
TOXIC EFFECTS :
Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
250 mg/kg/2W-I
TOXIC EFFECTS :
Endocrine - changes in spleen weight Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1625 mg/kg/13W-I
TOXIC EFFECTS :
Endocrine - changes in spleen weight Blood - changes in erythrocyte (RBC) count Blood - changes in leukocyte (WBC) count
TYPE OF TEST :
TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1 mg/m3/24H/90D-C
TOXIC EFFECTS :
Blood - methemoglobinemia-carboxyhemoglobin Blood - changes in erythrocyte (RBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
175 mg/kg/2W-C
TOXIC EFFECTS :
Liver - changes in liver weight
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
26117 mg/kg/13W-C
TOXIC EFFECTS :
Sense Organs and Special Senses (Olfaction) - deviated nasal septum Liver - other changes Kidney, Ureter, Bladder - changes in bladder weight

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - mouse Lymphocyte
DOSE/DURATION :
1938 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 204,149,1988 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 10 mg/m3 JAN 1993

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
GW1925000

[ HS Code ]:
29280090

Synthetic Route

Precursor & DownStream

Precursor

  • Cyclohexanone
  • Nitrocyclohexane
  • Cyclohexylamine
  • cyclohexane
  • Butyraldehyde
  • α-hydroperoxy cyclohexylamine
  • N-(cyclohexylideneamino)cyclohexanimine
  • 1,1'-dioxybiscyclohexan-1-ol
  • N-(cyclohexylideneamino)-N-methylmethanamine
  • 1-nitrocyclohex-1-ene

DownStream

  • N-(cyclohex-1-en-1-yl)formamide
  • Cyclohexanone
  • Cyclohexane,1,1-diethoxy-
  • Caprolactam
  • 1-chloro-1-nitro-cyclohexane
  • capronitrile
  • 5-HEXENENITRILE
  • cyclohexenone
  • 1-bromo-1-nitrosocyclohexane

Customs

[ HS Code ]: 29280090

Articles

Oxidative effects in human erythrocytes caused by some oximes and hydroxylamine.

Arch. Toxicol. 72(5) , 270-6, (1998)

Both oximes and hydroxylamine (HYAM) are compounds with known oxidative capacity. We tested in vitro whether acetaldoxime (AAO), cyclohexanone oxime (CHO), methyl ethyl ketoxime (MEKO) or HYAM affect ...

Hierarchically structured monolithic silicalite-1 consisting of crystallized nanoparticles and its performance in the Beckmann rearrangement of cyclohexanone oxime.

J. Am. Chem. Soc. 127(36) , 12595-600, (2005)

In this study, we present a synthetic pathway for the fabrication of self-supporting zeolite monoliths consisting of crystallized nanoparticles. A resorcinol-formaldehyde-based organic aerogel is used...

Oximes: metabolic activation and structure-allergenic activity relationships.

J. Med. Chem. 51 , 2541-50, (2008)

Metabolic activation of chemicals (prohaptens) in the skin can cause allergic contact dermatitis. We have explored structure-allergenic activity relationships for seven potential oxime prohaptens usin...


More Articles


Related Compounds

  • cyclohexanone oxime
  • 4-Ethylcyclohexanone oxime
  • 2-allylcyclohexanone oxime
  • 2-Azidocyclohexanone oxime
  • 2-Aminocyclohexanone oxime
  • 2-Methylcyclohexanone oxime
  • (3-(Morpholinomethyl)-1,4-thiazepan-4-yl)(4-(trifluoromethyl)phenyl)methanone
  • Tert-butyl (r)-2-(5-amino-1-phenyl-1H-pyrazol-3-yl)pyrrolidine-1-carboxylate
  • tert-Butyl 4-(1H-benzo[d]imidazol-2-yl)-2-methylpiperazine-1-carboxylate
  • tert-Butyl 4-(1-(2,6-dichlorobenzyl)-1H-benzo[d]imidazol-2-yl)-2-methylpiperazine-1-carboxylate
  • 5-Cyclopropoxy-4-fluoronicotinonitrile
  • 4-Tert-butoxy-5-cyclopropoxynicotinonitrile
  • tert-Butyl 4-(1-(3,4-dichlorobenzyl)-1H-benzo[d]imidazol-2-yl)-2-methylpiperazine-1-carboxylate
  • tert-Butyl 4-(1-(3-chlorobenzyl)-1H-benzo[d]imidazol-2-yl)-2-methylpiperazine-1-carboxylate
  • tert-Butyl 4-(1-(2,5-dichlorobenzyl)-1H-benzo[d]imidazol-2-yl)-2-methylpiperazine-1-carboxylate
  • tert-Butyl 4-(1-(3-fluorobenzyl)-1H-benzo[d]imidazol-2-yl)-2-methylpiperazine-1-carboxylate
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