Cyclohexanol

Cyclohexanol[1]
Skeletal formula of cyclohexanol
Ball-and-stick model of the cyclohexanol molecule
Names
Preferred IUPAC name
Cyclohexanol
Other names
Cyclohexyl Alcohol,
hexahydrophenol,
hydrophenol,
hydroxycyclohexane,
Naxol
Hexalin
Hydralin
HOCy
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.301 Edit this at Wikidata
EC Number
  • 203-630-6
KEGG
RTECS number
  • GV7875000
UNII
  • InChI=1S/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2 checkY
    Key: HPXRVTGHNJAIIH-UHFFFAOYSA-N checkY
  • InChI=1/C6H12O/c7-6-4-2-1-3-5-6/h6-7H,1-5H2
    Key: HPXRVTGHNJAIIH-UHFFFAOYAN
  • C1CCCCC1O
Properties
C6H12O
Molar mass 100.158 g/mol
Appearance Colorless, viscous liquid.
Hygroscopic
Odor camphor-like
Density 0.9624 g/mL, liquid
Melting point 25.93 °C (78.67 °F; 299.08 K)
Boiling point 161.84 °C (323.31 °F; 434.99 K)
3.60 g/100 mL (20 °C)
4.3 g/100 mL (30 °C)
Solubility soluble in ethanol, ethyl ether, acetone, chloroform
miscible with ethyl acetate, linseed oil, benzene
Vapor pressure 1 mmHg (20°C)[2]
4.40 x 10−6 atm-cu m/mol
Acidity (pKa) 16
-73.40·10−6 cm3/mol
1.4641
Viscosity 41.07 mPa·s (30 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Flammable, skin irritant
Reacts violently with oxidizing agents
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H315, H332, H335
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P330, P332+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Flash point 67 °C (153 °F; 340 K)
300 °C (572 °F; 573 K)
Explosive limits 2.7-12%
Lethal dose or concentration (LD, LC):
2060 mg/kg (oral, rat)
2200-2600 mg/kg (oral, rabbit)[3]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 50 ppm (200 mg/m3)[2]
REL (Recommended)
 TWA 50 ppm (200 mg/m3)[2]
IDLH (Immediate danger)
 400 ppm[2]
Safety data sheet (SDS) MSDS for cyclohexanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Cyclohexanol is the organic compound with the formula HOCH(CH2)5. The molecule is related to cyclohexane by replacement of one hydrogen atom by a hydroxyl group.[4] This compound exists as a deliquescent colorless solid with a camphor-like odor, which, when very pure, melts near room temperature. Millions of tonnes are produced annually, mainly as a precursor to nylon.[5]

  1. ^ Merck Index, 11th Edition, 2731.
  2. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0165". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "Cyclohexanol". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ Lide, D. R., ed. (2005). CRC Handbook of Chemistry and Physics (86th ed.). Boca Raton (FL): CRC Press. ISBN 0-8493-0486-5.
  5. ^ Michael Tuttle Musser "Cyclohexanol and Cyclohexanone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.