Cyclohexene

Cyclohexene
Names
	Preferred IUPAC name Cyclohexene
	Other names Tetrahydrobenzene, 1,2,3,4-Tetrahydrobenzene, Benzenetetrahydride, Cyclohex-1-ene, Hexanaphthylene, UN 2256
Identifiers
CAS Number	110-83-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	906737
ChEBI	CHEBI:36404 ;
ChEMBL	ChEMBL16396 ;
ChemSpider	7788 ;
ECHA InfoCard	100.003.462
EC Number	203-807-8;
Gmelin Reference	1659
PubChem CID	8079;
RTECS number	GW2500000;
UNII	12L0P8F7GN ;
CompTox Dashboard (EPA)	DTXSID9038717 ;
	InChI InChI=1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2 Key: HGCIXCUEYOPUTN-UHFFFAOYSA-N ; InChI=1/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2 Key: HGCIXCUEYOPUTN-UHFFFAOYAQ;
	SMILES C1CCC=CC1;
Properties
Chemical formula	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)
Solubility in water	slightly soluble in water
Solubility	miscible with organic solvents
Vapor pressure	8.93 kPa (20 °C) 11.9 kPa (25 °C)
Henry's law; constant (kH)	0.022 mol·kg−1·bar−1
Magnetic susceptibility (χ)	-57.5·10−6 cm3/mol
Refractive index (nD)	1.4465
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H305, H311, H411
Precautionary statements	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)	1 3 0
Flash point	−12 °C (10 °F; 261 K)
Autoignition; temperature	244 °C (471 °F; 517 K)
Explosive limits	0.8–5 %
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	1407 mg/kg (oral, rat)
LCLo (lowest published)	13,196 ppm (mouse, 2 hr)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 300 ppm (1015 mg/m3)
REL (Recommended)	TWA 300 ppm (1015 mg/m3)
IDLH (Immediate danger)	2000 ppm
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). verify (what is ?) Infobox references

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]

^ ^a ^b ^c NIOSH Pocket Guide to Chemical Hazards. "#0167". National Institute for Occupational Safety and Health (NIOSH).
^ "Cyclohexene". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ 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.

[PGCH-1] 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.

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