Cyclohexene

Cyclohexene
Names
Preferred IUPAC name
Cyclohexene
Other names
Tetrahydrobenzene, 1,2,3,4-Tetrahydrobenzene, Benzenetetrahydride, Cyclohex-1-ene, Hexanaphthylene, UN 2256
Identifiers
3D model (JSmol)
906737
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.462 Edit this at Wikidata
EC Number
  • 203-807-8
1659
RTECS number
  • GW2500000
UNII
  • InChI=1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2 checkY
    Key: HGCIXCUEYOPUTN-UHFFFAOYSA-N checkY
  • InChI=1/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
    Key: HGCIXCUEYOPUTN-UHFFFAOYAQ
  • C1CCC=CC1
Properties
C6H10
Molar mass 82.143 g/mol
Appearance colorless liquid
Odor sweet
Density 0.8110 g/cm3
Melting point −103.5 °C (−154.3 °F; 169.7 K)
Boiling point 82.98 °C (181.36 °F; 356.13 K)
slightly soluble in water
Solubility miscible with organic solvents
Vapor pressure 8.93 kPa (20 °C)

11.9 kPa (25 °C)

0.022 mol·kg−1·bar−1
-57.5·10−6 cm3/mol
1.4465
Hazards
GHS labelling:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H225, H302, H305, H311, H411
P210, P233, P240, P241, P242, P243, P264, P270, P273, P280, P301+P310, P301+P312, P302+P352, P303+P361+P353, P312, P322, P330, P331, P361, P363, P370+P378, P391, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
3
0
Flash point −12 °C (10 °F; 261 K)
244 °C (471 °F; 517 K)
Explosive limits 0.8–5 %
Lethal dose or concentration (LD, LC):
1407 mg/kg (oral, rat)
13,196 ppm (mouse, 2 hr)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 300 ppm (1015 mg/m3)[1]
REL (Recommended)
 TWA 300 ppm (1015 mg/m3)[1]
IDLH (Immediate danger)
 2000 ppm[1]
Safety data sheet (SDS) External MSDS
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 ?)

Cyclohexene is a hydrocarbon with the formula (CH2)4C2H2. It is an example of a cycloalkene. At room temperature, cyclohexene is a colorless liquid with a sharp odor. Among its uses, it is an intermediate in the commercial synthesis of nylon.[3]

  1. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0167". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Cyclohexene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Xie, Feng; Chen, Lihang; Cedeño Morales, Eder Moisés; Ullah, Saif; Fu, Yiwen; Thonhauser, Timo; Tan, Kui; Bao, Zongbi; Li, Jing (2024). "Complete separation of benzene-cyclohexene-cyclohexane mixtures via temperature-dependent molecular sieving by a flexible chain-like coordination polymer". Nature Communications. 15 (1): 2240. Bibcode:2024NatCo..15.2240X. doi:10.1038/s41467-024-46556-6. PMC 10933443. PMID 38472202.