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Cyclohexanol

CAS No.
108-93-0
Chemical Name:
Cyclohexanol
Synonyms
Cyclohexano;CYCLOHEXYL ALCOHOL;Anol;HEXALIN;1-Cyclohexanol;HEXAHYDROPHENOL;Naxol;Adronal;Adronol;hexaline
CBNumber:
CB7852772
Molecular Formula:
C6H12O
Molecular Weight:
100.16
MDL Number:
MFCD00003855
MOL File:
108-93-0.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:27

Cyclohexanol Properties

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 0.98 mm Hg ( 25 °C)
refractive index n20/D 1.465(lit.)
Flash point 67 °C
storage temp. Store below +30°C.
solubility 40g/l
form Liquid After Melting
pka 16
color Clear colorless
Odor Like camphor.
Relative polarity 0.509
PH 6.5 (40g/l, H2O, 20℃)
explosive limit 2-11.2%(V)
Odor Type camphoreous
Water Solubility 3.6 g/100 mL (20 ºC)
Sensitive 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 limits TLV-TWA 200 mg/m3 (50 ppm) (ACGIH); IDLH 3500 ppm (NIOSH).
Dielectric constant 15.0(25℃)
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.
LogP 1.25 at 25℃
Indirect Additives used in Food Contact Substances CYCLOHEXANOL
FDA 21 CFR 175.105; 176.200
CAS DataBase Reference 108-93-0(CAS DataBase Reference)
EWG's Food Scores 5-6
FDA UNII 8E7S519M3P
NIST Chemistry Reference Cyclohexanol(108-93-0)
EPA Substance Registry System Cyclohexanol (108-93-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302+H312+H332-H315-H319-H335-H411
Precautionary statements  P273-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
Hazard Codes  Xn
Risk Statements  20/22-37/38
Safety Statements  24/25
WGK Germany  1
RTECS  GV7875000
21
Autoignition Temperature 572 °F
TSCA  Yes
HS Code  2906 12 00
Toxicity LD50 orally in rats: 2.06 g/kg (Smyth)
IDLA 400 ppm
NFPA 704
2
1 0

Cyclohexanol price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22328 Cyclohexanol for synthesis 108-93-0 100mL $34.7 2024-03-01 Buy
Sigma-Aldrich 8.22328 Cyclohexanol for synthesis 108-93-0 1L $64.8 2024-03-01 Buy
Sigma-Aldrich 8.22328 Cyclohexanol for synthesis 108-93-0 2.5L $122 2024-03-01 Buy
Sigma-Aldrich 8.22328 Cyclohexanol for synthesis 108-93-0 25L $508 2024-03-01 Buy
Sigma-Aldrich 105899 Cyclohexanol ReagentPlus , 99% 108-93-0 25ml $48.3 2024-03-01 Buy
Product number Packaging Price Buy
8.22328 100mL $34.7 Buy
8.22328 1L $64.8 Buy
8.22328 2.5L $122 Buy
8.22328 25L $508 Buy
105899 25ml $48.3 Buy

Cyclohexanol Chemical Properties,Uses,Production

Description

Cyclohexanol is a sticky solid (above 25℃/77°F) or colorless, viscous liquid with a faint camphorodor. Odor threshold=0.07 ppm. Molecularweight=100.16; Specific gravity (H2O:1)=0.96; Boilingpoint=161℃; Freezing/Melting point=24℃; Vaporpressure=mmHg at 25℃; Flash point=68℃;Autoignition temperature=300℃. The explosive limitsare: LEL=2.4%; UEL=12%. Hazard Identification (basedon NFPA-704 M Rating System): Health 1, Flammability 2,Reactivity 0. Slight solubility in water; solubility=4% at20℃.

Chemical Properties

Cyclohexanol is a sticky solid (above 25°C /77°C F) or colorless, viscous liquid. Faint camphor odor.It has a fairly high flash point and boiling range. A solvent for cellulose ethers, ester gum,shellac, low viscosity silicones and polyvinyl chloride. lt has a fairly limited use in screen inks. lt is miscible with oils and hydrocarbon solvents.

Physical properties

Clear, colorless to pale yellow, viscous, hygroscopic liquid with a camphor-like odor. A detection odor threshold concentration of 64 μg/m3 (155 ppbv) was reported by Punter (1983).

Uses

Cyclohexanol is used for the productionof adipic acid and caprolactam for makingnylon. Its phthalate derivatives are used forplasticizers. It is used as a stabilizer for soapsand detergents; as a solvent for lacquers,varnishes, and shellacs; and as a dye solventfor textiles.

Uses

Solvent for oils, resins, ethyl cellulose; manufacture of soap, plastics

Production Methods

Cyclohexanol is prepared by the catalytic air oxidation of cyclohexane or by the catalytic hydrogenation of phenol. The most important use of cyclohexanol is in producing adipic acid used in the manufacture of caprolactam. Cyclohexanol is used in the manufacture of esters for use as plasticizers; it is also used as a chemical intermediate, a stabilizer, a homogenizer for various soap and detergent emulsions, and as a solvent for lacquers and varnishes . The primary routes of occupational exposure are dermal and inhalation.

Definition

ChEBI: Cyclohexanol is an alcohol that consists of cyclohexane bearing a single hydroxy substituent. The parent of the class of cyclohexanols. It has a role as a solvent. It is a secondary alcohol and a member of cyclohexanols.

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 7118, 1975 DOI: 10.1021/ja00857a025
Tetrahedron Letters, 21, p. 2305, 1980 DOI: 10.1016/S0040-4039(00)92591-7

General Description

A colorless liquid with a camphor-like odor. Soluble in most organic liquids. Flash point 154°F. May be toxic by inhalation or skin exposure. Vapors are narcotic in high concentrations. Irritates skin, eyes and mucus membranes. Used in making soap, lacquers, and plastics.

Air & Water Reactions

Less dense than water and slightly soluble in water.

Reactivity Profile

Cyclohexanol is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Violent reaction with nitric acid. Incompatible with strong oxidizers (chromium trioxide, nitric acid, etc.).

Health Hazard

Cyclohexanol is moderately toxic. Targetorgans are the eyes, skin, and respiratorysystem. At high concentrations cyclohexanolabsorbed through the skin may possiblyinjure the brain, kidney, and heart.
LD50 value, single oral dose (rats): 2060mg/kg
LD50 value, single intravenous dose (mice):270 mg/kg
Inhalation of vapors may cause irritationof the eyes, nose, and throat. However,because of its low vapor pressure (1.12 torrat 25°C), the health hazard due to inhalationis low. Ingestion can cause nausea,trembling, and gastrointestinal disturbances.Repeated skin contact may produce erythemaand edema.

Flammability and Explosibility

Not classified

Chemical Reactivity

Reactivity with Water: No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Potential Exposure

Cyclohexanol is used in making plac- ticizers, dry cleaning, dyebath; and textile finishing formu- lations; as a solvent for ethyl cellulose and other resins; it is used in soap manufacture; it is used as a raw material for adipic acid manufacture; as a nylon intermediate.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

storage

Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with cyclohexanol you should be trainedon its proper handling and storage. Before entering confinedspace where this chemical may be present, check to makesure that an explosive concentration does not exist.Cyclohexanol must be stored to avoid contact with strongoxidizers (such as chlorine, bromine, and fluorine), sinceviolent reactions occur. Metal containers involving thetransfer of this chemical should be grounded and bonded.Where possible, automatically pump liquid from drums orother storage containers to process containers. Drums mustbe equipped with self-closing valves, pressure vacuum bungs,and flame arresters. Use only nonsparking tools and equipment, especially when opening and closing containers of thischemical. Sources of ignition, such as smoking and openflames, are prohibited where this chemical is used, handled,or stored in a manner that could create a potential fire orexplosion hazard. Wherever this chemical is used, handled,manufactured, or stored, use explosion-proof electrical equipment and fittings.

Shipping

UN1986 Alcohols, toxic, flammable, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poison Inhalation Hazard, Technical Name Required.

Purification Methods

Reflux it with freshly ignited CaO, or dry it with Na2CO3, then fractionally distil it. Redistil it from Na. It is further purified by fractional crystallisation from the melt in dry air. Peroxides and aldehydes can be removed by prior washing with ferrous sulfate and water, followed by distillation under nitrogen from 2,4-dinitrophenylhydrazine, using a short fractionating column: water distils as the azeotrope. Dry cyclohexanol is very hygroscopic. The 3,4-dinitrobenzoate has m 111-112o (EtOH or aqueous EtOH) It has TOXIC vapours. [Beilstein 6 III 10, 6 IV 20.]

Incompatibilities

Forms explosive mixture in air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoa- cids, epoxides. Attacks some plastics.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinera- tor equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

108-95-2
108-93-0
Synthesis of Cyclohexanol from Phenol
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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyclohexanol pictures 2024-03-11 Cyclohexanol
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US $20.00-5.00 / kg 500kg 99.9 200tons Shandong Juchuang Chemical Co., LTD
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US $0.00 / kg 1kg 99% 1000000 Hebei Jingbo New Material Technology Co., Ltd
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US $40.00-40.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
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  • US $0.00 / kg
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