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Cyclohexene

Cycloolefin Chemical properties Usage Production method Category Toxicity grading Acute toxicity Explosive hazardous characteristics Flammability hazard characteristics Storage Characteristics Extinguishing agent Occupational standards
Cyclohexene
Cyclohexene
CAS No.
110-83-8
Chemical Name:
Cyclohexene
Synonyms
HX;Cyclohexen;CYCLOHEXENE;Cykloheksen;1-Cyclohexene;Cyclohex-1-ene;Hexanaphthylene;cyclohexenering;TETRAHYDROBENZENE;tetrahydro-benzen
CBNumber:
CB2852823
Molecular Formula:
C6H10
Formula Weight:
82.14
MOL File:
110-83-8.mol

Cyclohexene Properties

Melting point:
-104 °C
Boiling point:
83 °C(lit.)
Density 
0.811 g/mL at 25 °C(lit.)
vapor density 
2.8 (vs air)
vapor pressure 
160 mm Hg ( 20 °C)
refractive index 
n20/D 1.446(lit.)
Flash point:
10 °F
storage temp. 
Flammables area
solubility 
water: insoluble
form 
Liquid
color 
Clear colorless
PH
7-8 (0.2g/l, H2O, 20℃)
explosive limit
1.2-7.7%(V)
Water Solubility 
insoluble
Merck 
14,2727
BRN 
906737
Stability:
Stable in the absence of air - may form peroxides in storage. Incompatible with oxidizing agents. Highly flammable.
InChIKey
HGCIXCUEYOPUTN-UHFFFAOYSA-N
CAS DataBase Reference
110-83-8(CAS DataBase Reference)
NIST Chemistry Reference
Cyclohexene(110-83-8)
EPA Substance Registry System
Cyclohexene(110-83-8)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  F,Xn
Risk Statements  11-21/22-65
Safety Statements  16-29-33-36/37-62
RIDADR  UN 2256 3/PG 2
WGK Germany  1
RTECS  GW2500000
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29021990
Hazardous Substances Data 110-83-8(Hazardous Substances Data)
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H225 Highly Flammable liquid and vapour Flammable liquids Category 2 Danger P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H304 May be fatal if swallowed and enters airways Aspiration hazard Category 1 Danger
H311 Toxic in contact with skin Acute toxicity,dermal Category 3 Danger P280, P302+P352, P312, P322, P361,P363, P405, P501
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H336 May cause drowsiness or dizziness Specific target organ toxicity,single exposure; Narcotic effects Category 3 Warning P261, P271, P304+P340, P312,P403+P233, P405, P501
H411 Toxic to aquatic life with long lasting effects Hazardous to the aquatic environment, long-term hazard Category 2
Precautionary statements:
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233 Keep container tightly closed.
P240 Ground/bond container and receiving equipment.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P273 Avoid release to the environment.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P312 Call a POISON CENTER or doctor/physician if you feel unwell.
P331 Do NOT induce vomiting.
P391 Collect spillage. Hazardous to the aquatic environment
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P303+P361+P353 IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P370+P378 In case of fire: Use … for extinction.
P405 Store locked up.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P501 Dispose of contents/container to..…

Cyclohexene price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 125431 Cyclohexene inhibitor-free, ReagentPlus , 99% 110-83-8 1l $72 2018-11-13 Buy
Sigma-Aldrich 125431 Cyclohexene inhibitor-free, ReagentPlus , 99% 110-83-8 2.5l $138 2018-11-13 Buy
TCI Chemical C0491 Cyclohexene >99.0%(GC) 110-83-8 25mL $14 2017-11-08 Buy
TCI Chemical C0491 Cyclohexene >99.0%(GC) 110-83-8 500mL $29 2017-11-08 Buy
Alfa Aesar A11359 Cyclohexene, 99% 110-83-8 100ml $19.5 2018-11-13 Buy

Cyclohexene Chemical Properties,Uses,Production

Cycloolefin

Cyclohexene is a cyclic olefin, and is a colorless, flammable liquid with a special pungent odor at room temperature. Long-term placement in the air it can be oxidated into peroxide by air. Naturally present in coal tar, soluble in acetone, carbon tetrachloride, benzene, ether, hexane, ethanol and other organic solvents, can form binary azeotrope with lower alcohols, acetic acid, etc. Cyclohexene has the general nature of olefin, decomposes rapidly in the presence of uranium salts under sunlight or ultraviolet rays, is constant as being heated in a sealed tube at 200 ℃ for a long time, forms benzene and naphthalene at 400~500 ℃.
It is obtained by dehydration of cyclohexanol at high temperature in the presence of an acid catalyst in industrial. It is obtained by sulfated dehydration of cyclohexanol in the laboratory.

Figure 1 is the chemical reaction equation of sulfated dehydration of cyclohexanol to obtain cyclohexene.
Cyclohexene is an important chemical raw materials, used for the production of adipic acid, adipic aldehyde, maleic acid, Cyclohexane acid, cyclohexane aldehyde, maleic acid, cyclohexyl carboxylic acid, cyclohexanecarboaldehyde in industry. It is also used as the extraction agent, the stabilizer having a high-octane gasoline. Inhalation can cause mild poisoning.
Here are some of these important compounds prepared by cyclohexene, (1)chlorinated cyclohexane is made, useful as pharmaceutical intermediates, a solvent and rubber additives. (2) cyclohexanone is made from cyclohexene, can be used as intermediates raw materials of medicine, pesticides, perfumes, and dyes, as polymer modifiers. (3) cyclohexyl acetate is made, used as a plastic solvent. (4) cyclohexanone phenol is made, can be used as raw materials medicine and pesticides. (5) aminocyclohexanol is made, can be used as surfactants and emulsifiers. (6) The product can also be used directly as organic intermediates, solvents and additives when spices are prepared. It can be used in the preparation of butadiene in the laboratory.
The above information were edited and collated by Yan Yanyong of Chemicalbook.

Chemical properties

Colorless flammable liquid. Insoluble in water, soluble in ether.

Usage

1. Used in organic synthesis, it is also used as a solvent.
2. It is used as organic synthetic raw materials, such as synthetic raw materials for lysine, cyclohexanone, phenol, polycycloolefin resin, chlorinated cyclohexane, rubber additives, cyclohexanol, etc. It is also used as a catalyst solvent and petroleum extraction agent, high octane gasoline stabilizer.
3. It is used for Preparation of adipic acid, maleic acid, hexahydro benzoic acid and acetaldehyde, preparation of butadiene in the laboratory. It is used as high-octane gasoline stabilizer.

Production method

Cyclohexanol is heated to generate cyclohexene in the presence of sulfuric acid catalyst, distilled to obtain crude products. Washed with a fine saturated salt solution, then sodium sulfate solution is used to neutralize traces of acid, then washed with water, layered, dried, filtration, distillation, collecting 82-85 ℃ distillate products to obtain cyclohexene.

Category

Flammable liquids.

Toxicity grading

Toxic

Acute toxicity

Inhalation-Rats TCL0: 600 PPM/6 hrs/26 weeks.

Explosive hazardous characteristics

It can be explosive mixed with air.

Flammability hazard characteristics

In case of fire, high temperature, oxidant, it is flammable, burning produces irritant smoke.

Storage Characteristics

Treasury ventilation low-temperature drying, stored separately from oxidants and acids. Not long storage to prevent polymerization.

Extinguishing agent

Dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent.

Occupational standards

TWA 1015 mg/cubic meter.

Chemical Properties

colourless liquid

Definition

ChEBI: A cycloalkene that is cylohexane with a single double bond.

Uses

Alkylation component. In the manufacture of adipic acid, maleic acid, hexahydrobenzoic acid and aldehyde. To prepare butadiene in the laboratory. Has been suggested for the synthesis of maleic acid and as stabilizer for high octane gasoline.

General Description

A colorless liquid. Insoluble in water and less dense than water. Flash point 20°F. Vapors heavier than air. Inhalation of high concentrations may have a narcotic effect. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

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 [Bretherick, 1979 p.151-154].

Health Hazard

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.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Purification Methods

Free cyclohexene from peroxides by washing with successive portions of dilute acidified ferrous sulfate, or with NaHSO3 solution, then with distilled water, drying with CaCl2 or CaSO4, and distilling under N2. Alternative methods for removing peroxides include passage through a column of alumina, refluxing with sodium wire or cupric stearate (then distilling from sodium). The diene is removed by refluxing with maleic anhydride before distilling under vacuum. Treatment with 0.1moles of MeMgI in 40mL of diethyl ether removes traces of oxygenated impurities. Other purification procedures include washing with aqueous NaOH, drying and distilling under N2 through a spinning band column, redistilling from CaH2, storing under sodium wire, and passing through a column of alumina, under N2, immediately before use. Store it at <0o under argon. [Coleman & Johnstone Org Synth Coll Vol I 83 1955, Carson & Ipatieff Org Synth Coll Vol II 152 1943, Woon et al. J Am Chem Soc 108 7990 1986, Wong et al. J Am Chem Soc 109 3428 1987.] [Beilstein 5 IV 218.]

Cyclohexene Preparation Products And Raw materials

Raw materials

Preparation Products


Cyclohexene Suppliers

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