Cyclopentene
- CAS No.
- 142-29-0
- Chemical Name:
- Cyclopentene
- Synonyms
- Cyclopenten;opentene;Cyclopcnten;Cyclopentene;1-Cyclopentene;Cyclopentene >Cyclopentene, 98+%;Cyclopentene, tech.;CYCLOPENTENE, STAB.;Cyclopentene, tech., ≥95%
- CBNumber:
- CB7231452
- Molecular Formula:
- C5H8
- Molecular Weight:
- 68.12
- MOL File:
- 142-29-0.mol
- Modify Date:
- 2023/12/26 17:07:23
| Melting point | −135 °C(lit.) |
|---|---|
| Boiling point | 44-46 °C(lit.) |
| Density | 0.771 g/mL at 25 °C(lit.) |
| vapor pressure | 20.89 psi ( 55 °C) |
| refractive index |
n |
| Flash point | <−30 °F |
| storage temp. | 0-6°C |
| solubility | water: soluble0.535g/L at 25°C |
| form | Liquid |
| Specific Gravity | 0.771 |
| color | Colorless |
| Water Solubility | immiscible |
| Sensitive | Air Sensitive |
| BRN | 635707 |
| Henry's Law Constant | 6.3 x 10-2 atm?m3/mol at 25 °C (Hine and Mookerjee, 1975) |
| Stability | Stable. Highly flammable. Incompatible with strong oxidizing agents. Store cold. |
| InChIKey | LPIQUOYDBNQMRZ-UHFFFAOYSA-N |
| LogP | 2.47 at 25℃ |
| CAS DataBase Reference | 142-29-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Cyclopentene(142-29-0) |
| EPA Substance Registry System | Cyclopentene (142-29-0) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H302+H312-H304-H315 | |||||||||
| Precautionary statements | P210-P233-P280-P301+P310-P303+P361+P353-P331 | |||||||||
| Hazard Codes | F,Xn | |||||||||
| Risk Statements | 11-21/22-36/37/38-65-67-52/53-38 | |||||||||
| Safety Statements | 9-16-26-33-36-62-61-36/37 | |||||||||
| RIDADR | UN 2246 3/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | GY5950000 | |||||||||
| F | 10-23 | |||||||||
| Autoignition Temperature | 743 °F | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29021990 | |||||||||
| Toxicity | Acute oral LD50 for rats is 1,656 mg/kg (quoted, RTECS, 1985). | |||||||||
| NFPA 704 |
|
Cyclopentene price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 344508 | Cyclopentene 96% | 142-29-0 | 100ML | ₹3555.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 344508 | Cyclopentene 96% | 142-29-0 | 500ML | ₹10233.9 | 2022-06-14 | Buy |
| TCI Chemicals (India) | C1617 | Cyclopentene min. 95.0 % | 142-29-0 | 25ML | ₹1800 | 2022-05-26 | Buy |
| TCI Chemicals (India) | C1617 | Cyclopentene min. 95.0 % | 142-29-0 | 100ML | ₹2800 | 2022-05-26 | Buy |
| ALFA India | ALF-A11027-AP | Cyclopentene, 97% | 142-29-0 | 500mL | ₹8911 | 2022-05-26 | Buy |
Cyclopentene Chemical Properties,Uses,Production
Chemical Properties
Cyclopentene is a highly flammable liquid with a low flash point. It reacts readily with oxidizing agents.
Physical properties
Clear, colorless, watery, very flammable liquid with a characteristic sweet, petroleum-like odor.
Uses
Cyclopentene is a cycloalkene that is cyclopentane having one endocyclic double bond. Vapors heavier than air. Inhalation of high concentrations may be narcotic. Used to make rubber and plastics. Neopentyl phosphine ligand catalyzed Heck coupling of cyclopentene has been reported. Mechanism of reaction of ground state oxygen atom with cyclopentene has been investigated. Homopolymerization of cyclopentene has been reported. Photocatalytic oxidation of cyclopentene over various titanium(IV) oxide catalyst has been reported. Cyclopentene was used to investigate the [2+2] cycloaddition of diamond (001) surfaces with alkene.
Definition
ChEBI: Cyclopentene is a cycloalkene that is cyclopentane having one endocyclic double bond.
Preparation
Cyclopentene is synthesized by selective hydrogenation of cyclopentadiene or by dehydration of cyclopentanol. It is produced industrially in large amounts by steam cracking of naphtha. Cyclopentene is present in coal tar, cigarette smoke, and automobile emissions.
General Description
Cyclopentene appears as a colorless liquid. Less dense than water and insoluble in water. Flash point below 0°F. Vapors heavier than air. Inhalation of high concentrations may be narcotic. Used to make rubber and plastics.
Air & Water Reactions
Highly flammable. Insoluble in water.
Reactivity Profile
Cyclopentene 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.
Health Hazard
May be harmful by inhalation, ingestion, or skin absorption. May cause eye and skin irritation.
Fire Hazard
Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback. Explosion may occur under fire condition.
Safety Profile
Moderately toxic by ingestion and skin contact. A very dangerous fire hazard when exposed to flame or heat; can react with oxidning materials. Keep away from heat and open flame. To fight fire, use foam, CO2, dry chemical.
Environmental Fate
Biological. Cyclopentene may be oxidized by microbes to cyclopentanol, which may oxidize to
cyclopentanone (Dugan, 1972).
Photolytic. The following rate constants were reported for the reaction of cyclopentene with OH
radicals in the atmosphere: 6.39 x 10-11 cm3/molecule?sec (Atkinson et al., 1983), 4.99 x 10-11
cm3/molecule?sec at 298 K (Rogers, 1989), 4.0 x 10-10 cm3/molecule?sec (Atkinson, 1990) and
6.70 x 10-11 cm3/molecule?sec (Sablji? and Güsten, 1990); with ozone in the atmosphere: 8.13 x
10-16 at 298 K (Japar et al., 1974) and 9.69 x 10-16 cm3/molecule?sec at 294 K (Adeniji et al.,
1981); with NO3 in the atmosphere: 4.6 x 10-13 cm3/molecule?sec at 298 K (Atkinson, 1990) and
5.81 x 10-13 cm3/molecule?sec at 298 K (Sablji? and Güsten, 1990).
Chemical/Physical. Gaseous products formed from the reaction of cyclopentene with ozone
were (% yield): formic acid, carbon monoxide, carbon dioxide, ethylene ,
formaldehyde, and butanal. Particulate products identified include succinic acid,
glutaraldehyde, 5-oxopentanoic acid, and glutaric acid (Hatakeyama et al., 1987).
At elevated temperatures, rupture of the C-C bond occurs forming molecular hydrogen and
cyclopentadiene (95% yield) as the principal products (Rice and Murphy, 1942).
Purification Methods
Free cyclopentene from hydroperoxide by refluxing with cupric stearate. Fractionally distil it from Na. It can be chromatographed on a Dowex 710-Chromosorb W GLC column. Methods for cyclohexene should be applicable here. Also, it has been washed with 1M NaOH solution followed by water. It was dried over anhydrous Na2SO4, distilled over powdered NaOH under nitrogen, and passed through neutral alumina before use [Woon et al. J Am Chem Soc 108 7990 1986]. It was distilled in a dry nitrogen atmosphere from powdered fused NaOH through a Vigreux column (p 11), and then passed through activated neutral alumina before use [Wong et al. J Am Chem Soc 109 3428 1987]. [Beilstein 5 IV 209.]
Cyclopentene Preparation Products And Raw materials
Raw materials
Preparation Products
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