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hydroxycyclohexane

Cyclohexanol

CAS: 108-93-0

Molecular Formula: C6H12O

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hydroxycyclohexane - Names and Identifiers

Name Cyclohexanol
Synonyms ANOL
Naxol
adronal
adronol
HEXALIN
hexalin
hydralin
hydrophenol
Cyclohexanol
CYCLOHEXANOL
1-Cyclohexanol
HEXAHYDROPHENOL
hexahydrophenol
HYDROXYCYCLOHEXANE
CYCLOHEXYL ALCOHOL
Cyclohexyl Alcohol
hydroxycyclohexane
CYCLOHEXANOL GC STANDARD
CAS 108-93-0
EINECS 203-630-6
InChI InChI=1/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2

hydroxycyclohexane - Physico-chemical Properties

Molecular FormulaC6H12O
Molar Mass100.16
Density0.948 g/mL at 25 °C (lit.)
Melting Point20-22 °C (lit.)
Boling Point160-161 °C (lit.)
Flash Point67 °C
Water Solubility3.6 g/100 mL (20 ºC)
Solubility 40g/l
Vapor Presure0.98 mm Hg ( 25 °C)
Vapor Density3.5 (vs air)
AppearanceLiquid After Melting
ColorClear colorless
OdorLike camphor.
Exposure LimitTLV-TWA 200 mg/m3 (50 ppm) (ACGIH);IDLH 3500 ppm (NIOSH).
Merck14,2725
BRN906744
pKa16
PH6.5 (40g/l, H2O, 20℃)
Storage ConditionStore below +30°C.
StabilityStable. Incompatible with oxidizing agents. Reacts violently with oxidizing agents such as hydrogen peroxide and nitric acid, even at room temperature, to form an explosive material. Hygroscopic.
SensitiveHygroscopic
Explosive Limit2-11.2%(V)
Refractive Indexn20/D 1.465(lit.)
Physical and Chemical PropertiesColorless oily flammable liquid. There is a similar smell of camphor. Hygroscopic. White crystals appear below the freezing point.
boiling point 161.1 ℃
freezing point 25.15 ℃
relative density 0.9493
refractive index 1.4648
flash point 67.2 ℃
solubility, linseed oil, aromatic hydrocarbons, ether, acetone, chloroform and other organic solvents miscible, slightly soluble in water.
UseCan be used for the preparation of adipic acid, hexamethylene diamine, cyclohexanone, cyclohexylamine, caprolactam, etc

hydroxycyclohexane - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR20/22 - Harmful by inhalation and if swallowed.
R37/38 - Irritating to respiratory system and skin.
Safety Description24/25 - Avoid contact with skin and eyes.
WGK Germany1
RTECSGV7875000
FLUKA BRAND F CODES21
TSCAYes
HS Code2906 12 00
ToxicityLD50 orally in rats: 2.06 g/kg (Smyth)

hydroxycyclohexane - Upstream Downstream Industry

Raw MaterialsBenzene
Hydrogen
Downstream ProductsCyclohexene
Cyclohexyl chloride
Dicyclohexyldisulfide
Adipic acid
oxybutynin chloride

hydroxycyclohexane - Nature

Open Data Verified Data

More than 25 °c is a colorless liquid, and less than 22 °c is a crystal. Camphor. Deliquescence. With ethanol, ethyl acetate, linseed oil, aromatic hydrocarbon phase miscibility. 20 C, the water solubility of 3.6% (mass). Flammable in case of open flame and high heat. A reaction with an oxidizing agent may occur. In case of high fever, the internal pressure of the container increases, and there is a risk of cracking and explosion.

Last Update:2025-06-10 22:55:16

hydroxycyclohexane - Preparation Method

Open Data Verified Data

phenol hydrogenation method or cyclohexane oxidation method can be obtained.

Last Update:2022-01-01 09:26:06

hydroxycyclohexane - Application

Open Data Verified Data

organic solvent. Reagents for the Colorimetric Determination of molybdenum and rhenium.

Last Update:2025-08-19 16:24:40

hydroxycyclohexane - Safety

Open Data Verified Data

oral LDsa in rats was 2060mg/kg. Human eye 100 x 10-6 will cause irritation. Rabbit skin open stimulation test 146ug/24h, there is a mild stimulation. People's eyes, nose, throat have a stimulating effect, liquid when there is a stimulating effect on the skin, contact can cause dermatitis, but the skin absorption is very slow, oral intake of small toxicity. Store in a cool, ventilated warehouse. Keep away from fire and heat source. Protection from direct sunlight. Should be stored separately from oxidants and acids.

Last Update:2022-01-01 09:26:07

hydroxycyclohexane - Chemical properties

colorless oily flammable liquid, white crystals below freezing point. Melting point 24 ℃ (freezing point 25.15 ℃), boiling point 161.10 ℃, relative density 0.9493(20/4 ℃), refractive index 1.4648, flash point (open cup) 67.2 ℃, viscosity (30 ℃)41.067mPa · s. It can be miscible with organic solvents such as ethanol, ethyl acetate, linseed oil, aromatic hydrocarbons, ether, acetone, chloroform, etc., and slightly soluble in water. Mixed with air explosion limit 1.52%-11.1% (volume). It has a camphor-like smell and is hygroscopic.

Last Update:2024-04-10 22:29:15

hydroxycyclohexane - Production method

Industrial production methods are mainly phenol hydrogenation and cyclohexane oxidation. 1. Phenol hydrogenation method Phenol vapor and hydrogen in the presence of nickel catalyst, at 110-185 ℃, pressure 1.078-1.471MPa, hydrogenation reaction in a tubular reactor to produce cyclohexanol vapor products, after heat exchange, condensation, separation and removal of hydrogen, and then distillation to obtain the finished product. 2. Cyclohexane oxidation benzene vapor is hydrogenated at 120-180 ℃ in the presence of nickel catalyst to obtain cyclohexane. Cyclohexane oxidation to produce cyclohexanol is divided into the following three methods according to different catalysts:

  • (1) cobalt salt catalytic method uses cobalt naphthenate, cobalt stearate or cobalt octoate as catalyst.
  • (2) The boric acid catalytic method uses boric acid or metaboric acid as a catalyst. During the air oxidation process, boric acid and cyclohexyl hydrogen peroxide form cyclohexanol perborate, and then become borate Cyclohexanol ester, or combined with the resulting cyclohexanol to form cyclohexanol borate and cyclohexanol metaborate. Then hydrolyze, the oil phase is purified to obtain the finished product.
  • (3) catalyst-free oxidation method uses cyclohexane as raw material, oxidizes cyclohexyl hydrogen peroxide with air with oxygen content of 10%-15% at a pressure of 1.47-1.96MPa and a temperature of 170-200 ℃. after concentration, cyclohexanol and cyclohexanone are catalytically decomposed at 70-160 ℃ to obtain cyclohexanol and cyclohexanone.
Last Update:2024-04-10 22:29:15

hydroxycyclohexane - Toxicity

category flammable liquid
toxicity classification Poisoning
acute toxicity oral administration-rat LD50: 2060 mg/kg; Abdominal injection-mouse LD50: 1352 mg/kg
Stimulus data eye-rabbit 2 mg severe; Skin-rabbit 14.6 mg/24 hours mild
explosive hazard characteristics Blowing with air
flammability hazard characteristics Combustible in case of open flame, high temperature and strong oxidant; combustion emission stimulates smoke
storage and transportation characteristics warehouse ventilation and low temperature drying
fire extinguishing agent foam, carbon dioxide, dry powder, sand
occupational standards TLV-TWA 50 PPM (200 mg/m3); STEL 75 PPM (300 mg/m3)
Last Update:2024-04-10 22:29:15

hydroxycyclohexane - Security information

dangerous goods mark Xn
hazard category code 20/22-37/38
safety instructions 24/25
WGK Germany 1
RTECS number GV7875000
F 21
auto-ignition temperature 572 °F
TSCA Yes
customs code 2906 12 00
toxic substance data 108-93-0(Hazardous Substances Data)
Toxicity LD50 orally in rats: 2.06 g/kg (Smyth)
Last Update:2024-04-10 22:29:15

hydroxycyclohexane - Reference Information

relative polarity 0.509
Henry's Law Constant16.9 at 50.00 °C, 34.4 at 60.00 °C (headspace-GC, Hovorka et al., 2002)
LogP1.25 at 25℃
NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Uses Cyclohexanol is an important chemical raw material, mainly used in the production of adipic acid, hexamethylene diamine, cyclohexanone, caprolactam, and can also be used as a stabilizer for soap, to manufacture disinfectant soap and descaling emulsion, used as a solvent for rubber, resin, nitro fiber, metal soap, oil, ester, ether, and coating mixture, leather degreaser, release agent, dry cleaning agent, polish. Cyclohexanol is also a raw material for fiber finishing agents, pesticides, and plasticizers. Cyclohexanol reacts with phosgene to obtain cyclohexyl chloroformate, which is an intermediate for the initiator of dicyclohexyl bicarbonate.
used in the process of dehydrogenation of cyclohexanol
can be used to prepare adipic acid, hexanediamine, cyclohexanone, cyclohexanone, caprolactam, etc.
colorimetric method for the determination of molybdenum and rhenium, and phenylhydrazine Determination of aluminum. Use 8-carbonylquinoline or iodide to determine bismuth as a solvent to extract colored substances. Rubber, resin and nitrocellulose solvents. Pesticide.
production method industrial production methods are mainly phenol hydrogenation method and cyclohexane oxidation method. 1. Phenol hydrogenation method Phenol vapor and hydrogen in the presence of nickel catalyst, at 110-185 ℃, pressure 1.078-1.471MPa, hydrogenation reaction in a tubular reactor to prepare cyclohexanol vapor products, after heat exchange, condensation, separation and removal of hydrogen, then distillation to obtain the finished product. 2. Cyclohexane oxidation benzene vapor is hydrogenated at 120-180 ℃ in the presence of nickel catalyst to obtain cyclohexane. Cyclohexane oxidation to produce cyclohexanol is divided into the following three methods according to different catalysts:(1) Cobalt salt catalytic method uses cobalt naphthenate, cobalt stearate or cobalt octanoate as catalyst. (2) The boric acid catalytic method uses boric acid or metaboric acid as a catalyst. During the air oxidation process, boric acid and cyclohexyl hydrogen peroxide generate cyclohexanol perborate, which then becomes cyclohexanol borate Ester, or combine with the resulting cyclohexanol to form cyclohexanol borate and cyclohexanol metaborate. Then hydrolyzed, the oil phase is purified to obtain the finished product. (3) In the catalyst-free oxidation method, cyclohexane is used as raw material, and cyclohexyl hydrogen peroxide is obtained by oxidation with air with oxygen content of 10%-15% at a pressure of 1.47-1.96MPa and a temperature of 170-200 ℃. After concentration, cyclohexanol and cyclohexanone are obtained by catalytic decomposition at 70-160 ℃.
category flammable liquid
toxicity classification poisoning
acute toxicity oral administration-rat LD50: 2060 mg/kg; Abdominal injection-mouse LD50: 1352 mg/kg
stimulation data eye-rabbit 2 mg severe; Skin-rabbit 14.6 mg/24 hours mild
explosive hazard characteristics blastable when mixed with air
flammability hazard characteristics combustible in case of open flame, high temperature and strong oxidant; Combustion emission stimulates smoke
storage and transportation characteristics warehouse ventilation and low temperature drying
fire extinguishing agent foam, carbon dioxide, dry powder, sand
occupational standard TLV-TWA 50 PPM (200 mg/m3); STEL 75 PPM (300 mg/m3)
auto-ignition temperature 572 °F
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
immediate life-threatening and health concentration 400 ppm
Last Update:2024-04-09 21:01:54

hydroxycyclohexane - Nature

melting point 20-22°C (lit.)
boiling point 160-161°C (lit.)
density 0.948 g/mL at 25°C (lit.)
vapor density 3.5 (vs air)
Vapor pressure 0.98mm Hg ( 25 °C)
refractive index n20/D 1.465(lit.)
flash point 67 °C
storage conditions Store below +30°C.
solubility 40g/l
morphology Liquid After Melting
color Clear colorless
relative polarity 0.509
Odor Like camphor.
PH value 6.5 (40g/l, H2O, 20℃)
explosion limit value (explosive limit) 2-11.2%(V)
water solubility 3.6 g/100 mL (20 °C)
sensitivity Hygroscopic
Merck 14,2725
BRN 906744
Henry's Law Constant 16.9 at 50.00 °C, 34.4 at 60.00°C (headspace-GC, Hovorka et al., 2002)
exposure limit TLV-TWA 200 mg/m3 (50 ppm) (ACGIH); IDLH 3500 ppm (NIOSH).
stability Stable. Incompatible with oxidizing agents. Reacts violently with oxidizing agents such as hydrogen peroxide and nitric acid, even at room temperature, to form an explosive material. Hygroscopic. Combustible.
NIST chemical information Cyclohexanol(108-93-0)
EPA chemical information Cyclohexanol (108-93-0)
Last Update:2024-04-09 19:04:54

hydroxycyclohexane - Application

  1. Cyclohexanol is an important chemical raw material. It is mainly used to produce adipic acid, hexanediamine, cyclohexanone, caprolactam, and can also be used as a stabilizer for soap, to manufacture disinfectant soap and descaling emulsion, Used as solvents for rubber, resin, nitro fiber, metal soap, oils, esters, ethers, paint admixtures, leather degreasing agents, film removers, dry. Cyclohexanol is also a raw material for fiber finishing agents, pesticides, and plasticizers. Cyclohexanol reacts with phosgene to obtain cyclohexyl chloroformate, which is an intermediate for the initiator of dicyclohexyl bicarbonate.
  2. For cyclohexanol dehydrogenation process

  3. Can be used to prepare adipic acid, hexamethylene, cyclohexanone, cyclohexylamine, caprolactam, etc.

  4. Colorimetric determination of molybdenum and rhenium, and determination of aluminum with phenylhydrazine. Use 8-carbonylquinoline or iodide to determine bismuth as a solvent to extract colored substances. Rubber, resin and nitrocellulose solvents. Insecticides

Last Update:2025-08-19 16:24:40
hydroxycyclohexane
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View History
hydroxycyclohexane
Raw Materials for hydroxycyclohexane
Benzene
Hydrogen
Downstream Products for hydroxycyclohexane
Cyclohexene
Cyclohexyl chloride
Dicyclohexyldisulfide
Adipic acid
oxybutynin chloride
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