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Cyclohexene information


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 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
 906737
ChEBI
  • CHEBI:36404 checkY
ChEMBL
  • ChEMBL16396 checkY
ChemSpider
  • 7788 checkY
ECHA InfoCard 100.003.462 Edit this at Wikidata
EC Number
  • 203-807-8
Gmelin Reference
 1659
PubChem CID
  • 8079
RTECS number
  • GW2500000
UNII
  • 12L0P8F7GN checkY
CompTox Dashboard (EPA)
  • DTXSID9038717 Edit this at Wikidata
InChI
  • 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
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
 GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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)
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)
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)[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 ?)
Infobox references

Cyclohexene is a hydrocarbon with the formula (CH2)4C2H2. It is an example of a cycloalkene. At room temperature, cyclohexene a colorless liquid with a sharp odor. It has few practical applications.

  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).

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Cyclohexene

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Cyclohexene is a hydrocarbon with the formula (CH2)4C2H2. It is an example of a cycloalkene. At room temperature, cyclohexene a colorless liquid with...

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Cyclohexene oxide is a cycloaliphatic epoxide. It can react in cationic polymerization to poly(cyclohexene oxide). As cyclohexene is monovalent, poly(cyclohexene...

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Limonene

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1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene Other names 1-Methyl-4-(1-methylethenyl)cyclohexene 4-Isopropenyl-1-methylcyclohexene p-Menth-1,8-diene Racemic: DL-Limonene;...

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Hydroxymethylpentylcyclohexenecarboxaldehyde

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in patients undergoing patch testing. 4-(4-Hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde at Sigma-Aldrich Fahlbusch, K.-G.; Hammerschmidt, F...

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Alicyclic compound

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Monocyclic cycloalkenes are cyclopropene, cyclobutene, cyclopentene, cyclohexene, cycloheptene, cyclooctene, and so on. Bicyclic alkenes include norbornene...

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Isophorone

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Orestrate

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Elimination reaction

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E1cB-elimination reaction Coleman, G. H.; Johnstone, H. F. (1925). "Cyclohexene". Organic Syntheses. 5: 33. doi:10.15227/orgsyn.005.0033. March, Jerry...

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Methylcyclohexene

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compounds consisting of cyclohexene with a methyl group substituent. The location of the methyl group relative to the cyclohexene double bond creates the...

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Cyclohexanol

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Heating in the presence of acid catalysts converts cyclohexanol to cyclohexene. Cyclohexanol has at least two solid phases. One of them is a plastic...

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Vinylcyclohexene dioxide

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4-Vinylcyclohexene dioxide (VCD) is an organic compound that contains two epoxide functional groups. It is industrially used as a crosslinking agent for...

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C6H10

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The molecular formula C6H10 (molar mass: 82.14 g/mol) may refer to: Cyclohexene 2,3-Dimethyl-1,3-butadiene 1,3-Hexadiene 1,4-Hexadiene 1,5-Hexadiene 2...

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Norbornene

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is a white solid with a pungent sour odor. The molecule consists of a cyclohexene ring with a methylene bridge between carbons 1 and 4. The molecule carries...

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Benzene

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benzene is impervious to hydrogen. Hydrogenation cannot be stopped to give cyclohexene or cyclohexadienes as these are superior substrates. Birch reduction...

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House mouse

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the urine. Among them, five compounds are specific to males, namely 3-cyclohexene-1-methanol, aminotriazole (3-amino-s-triazole), 4-ethyl phenol, 3-ethyl-2...

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Aliphatic compound

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C4H6 1-Butyne Alkyne C4H8 1-Butene Alkene C4H10 Butane Alkane C6H10 Cyclohexene Cycloalkene C5H12 n-pentane Alkane C7H14 Cycloheptane Cycloalkane C7H14...

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Cycloalkane

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a cyclohexene ring. This reaction is widely used in the synthesis of cycloalkanes and can be controlled to produce various substituted cyclohexenes. [2+2]...

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Benzyl alcohol

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Complex-Catalyzed Asymmetric Diels-Alder Reaction: (1R)-1,3,4-Trimethyl-3-Cyclohexene-1-Carboxaldehyde". Organic Syntheses. 72: 86; Collected Volumes, vol...

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Regioselectivity

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Fürst-Plattner rule for the addition of nucleophiles to derivatives of cyclohexene, especially epoxide derivatives. Regioselectivity in ring-closure reactions...

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Pimelic acid

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reacts with the enolate. In other syntheses, pimelic acid is made from cyclohexene-4-carboxylic acid, and a fourth method also exists based on the 1,4 reaction...

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Cyclohexylbenzene

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