Basic information
- Name:
Cyclohexene
- CAS No.:
110-83-8
- Molecular Structure:
- Formula:
- C6H10
- Molecular Weight:
- 82.15
- Deleted CAS:
- 33004-06-7
- Synonyms:
- 1,2,3,4-Tetrahydrobenzene;Benzene tetrahydride;Benzene, tetrahydro-;Cyclohex-1-ene;NSC 24835;Tetrahydrobenzene;
- EINECS:
- 203-807-8
- Density:
- 0.811 g/mL at 25 °C(lit.)
- Melting Point:
- -104 °C
- Boiling Point:
- 85.636 °C at 760 mmHg
- Solubility:
- insoluble in water
- Appearance:
- colorless flammable liquid
- Hazard Symbols:
F,
Xn- Risk Codes:
- 11-21/22-65
- Safety Description:
- 16-29-33-36/37 Details
- Transport Information:
- UN 2256 3/PG 2
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Chemistry
IUPAC Name: Cyclohexene
Molecular Formula: C6H10
Molecular Weight: 82.15 g/mol
EINECS: 203-807-8
Density: 0.811 g/mL at 25 °C(lit.)
Melting Point: -104 °C
Boiling Point: 83 °C
Flash Point: -20 °C
Solubility: insoluble in water
Storage Temp.: flammables area
Appearance: colorless flammable liquid
Molecule structure of Cyclohexene (CAS NO.110-83-8):
Index of Refraction: 1.459
Molar Refractivity: 27.27 cm3
Molar Volume: 99.7 cm3
Surface Tension: 29 dyne/cm
Canonical SMILES: C1CCC=CC1
InChI: InChI=1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
InChIKey: HGCIXCUEYOPUTN-UHFFFAOYSA-N
Product Categories: Pharmaceutical Intermediates
Uses
Cyclohexene (CAS NO.110-83-8) can be used as solvents, and also used in organic synthesis.
Production
A common experiment for beginning organic chemistry students is the acid catalyzed dehydration of cyclohexanol with distillative removal of the resulting cyclohexene from the reaction mixture:
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Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | skin | > 20mL/kg (20mL/kg) | National Technical Information Service. Vol. OTS0556686, | |
| mouse | LD50 | oral | > 3200uL/kg (3.2mL/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0546026, |
| rat | LC | inhalation | > 6370ppm/4H (6370ppm) | BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | National Technical Information Service. Vol. OTS0555329, |
| rat | LD50 | oral | 2400uL/kg (2.4mL/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0546026, |
| rat | LD50 | unreported | 2gm/kg (2000mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(12), Pg. 53, 1985. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Hazard Codes: 
F, 
Xn
Risk Statements: 11-21/22-65
R11:Highly flammable.
R21/22:Harmful in contact with skin and if swallowed.
R65:Harmful: may cause lung damage if swallowed.
Safety Statements: 16-29-33-36/37
S16:Keep away from sources of ignition.
S29:Do not empty into drains.
S33:Take precautionary measures against static discharges.
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 2256 3/PG 2
WGK Germany: 1
RTECS: GW2500000
HazardClass: 3
PackingGroup: II
Moderately toxic by inhalation and ingestion. A very dangerous fire hazard when exposed to flame; can react with oxidizers. Dangerous; keep away from heat and open flame. To fight fire, use foam, CO2, dry chemical.
Standards and Recommendations
OSHA PEL: 300 ppm
ACGIH TLV: 300 ppm
DFG MAK: 300 ppm (1000 mg/m3)
DOT Classification: 3; Label: Flammable Liquid
Analytical Methods
For occupational chemical analysis use NIOSH: Hydrocarbons.
Specification
Cyclohexene (CAS NO.110-83-8) is also named as 1,2,3,4-Tetrahydrobenzene ; 3,4,5,6-Tetrahydrobenzene ; 4-05-00-00218 (Beilstein Handbook Reference) ; AI3-03146 ; BRN 0906737 ; Benzene tetrahydride ; Benzene, tetrahydro- ; Benzenetetrahydride ; CCRIS 8739 ; Cyclohex-1-ene ; Cykloheksen ; Cykloheksen [Polish] ; HSDB 1624 ; Hexanaphthylene ; NSC 24835 ; Tetrahydrobenzene . Cyclohexene (CAS NO.110-83-8) is colourless liquid. It is insoluble in water. Inhalation of high concentrations may have a narcotic effect. Cyclohexene is highly flammable. Cyclohexene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. Oxidizes readily in air to form unstable peroxides that may explode spontaneously. May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. Will be easily ignited by heat, sparks or flames. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor of Cyclohexene explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated.