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Cyclopenten
Cyclopenten · opentene · Cyclopcnten · Cyclopentene · 1-Cyclopentene · Cyclopentene >Cyclopentene, 98+% · CYCLOPENTENE, STAB. · Cyclopentene, tech.
Identifikatoren & physikalische Daten
| CAS No. | 142-29-0 |
|---|---|
| Summenformel | C5H8 |
| Durchschnittliche Molmasse | 68,12 g/mol |
| Monoisotopische Masse | 68,06260026 g/mol |
| SMILES | C1=CCCC1 |
| InChIKey | LPIQUOYDBNQMRZ-UHFFFAOYSA-N |
| PubChem CID | 8882 |
| ChEMBL | CHEMBL1797299 |
| ChEBI | CHEBI:49155 |
| EC No. | 205-532-9 |
| DTXSID | DTXSID6029171 |
| Lokaler Name | Cyclopenten |
Chemische & physikalische Eigenschaften
| XLogP | 1,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 38 |
| Stoffklassen | Other Classes -> Aliphatics, UnsaturatedFlammable agents - 3rd degree |
| SpringerMaterials Properties | Schoenflies notation |
| Dichte | 0.774 (USCG, 1999) - Less dense than waterwill float0.771 g/mL at 25 °C(lit.) |
| Flammpunkt | -30 °F (USCG, 1999)<−30 °F |
| Siedepunkt | 112 °F at 760 mmHg (USCG, 1999)44-46 °C(lit.) |
| Schmelzpunkt | -211 °F (USCG, 1999)−135 °C(lit.) |
| Dampfdruck | 380.0 [mmHg]20.89 psi ( 55 °C) |
| Physical 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.[CAMEO] Odor like gasoline[FAHG] Slightly sweetish odor[Alfa Aesar MSDS] |
| Brechungsindex | n20/D 1.421(lit.) |
| Lagerbedingungen | 0-6°C |
| Löslichkeit | water: soluble0.535g/L at 25°Cimmiscible |
| Aggregatzustand | Liquid |
| Wichte | 0.771 |
| Farbe | Colorless |
| Spezifische Wärmekapazität | Cp(liquid): 1.8 J/(g·K), at 25℃ |
| BRN | 635707 |
| Henry-Konstante | 6.3 x 10-2 atmm3/mol at 25 °C (Hine and Mookerjee, 1975) |
| Stabilität | Stable. Highly flammable. Incompatible with strong oxidizing agents. Store cold. |
| InChI | 1S/C5H8/c1-2-4-5-3-1/h1-2H,3-5H2 |
| InChIKey | LPIQUOYDBNQMRZ-UHFFFAOYSA-N |
| SMILES | C1CC=CC1 |
| LogP (Verteilungskoeffizient) | 2.47 at 25℃ |
| CAS Datenbank | 142-29-0(CAS DataBase Reference) |
| NIST chemische Informationen | Cyclopentene(142-29-0) |
| EPA chemische Informationen | Cyclopentene (142-29-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P330, P331, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 190 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H225: Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: CyclopenteneCyclopentene is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopentene are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 25-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/27532Cyclopentene: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback. Explosion may occur under fire condition. (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. |
| Gesundheitsgefahren | May be harmful by inhalation, ingestion, or skin absorption. May cause eye and skin irritation. (USCG, 1999)CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas. |
| Gefahrenübersicht | May polymerizeHigh vapor concentrations may have narcotic effects[CAMEO] May cause smarting and reddening of skin if spilled and allowed to remain on clothesHigh vapor concentrations may cause mild smarting of eyes and respiratory system, dizziness, and loss of consciousness[CHRIS] An irritant that can cause skin burns on prolonged contact[FAHG] May form explosive peroxidesHarmful by ingestion (may cause lung damage by aspiration)Inhalation may cause dizziness or drowsinessHarmful by ingestion and skin absorption[Alfa Aesar MSDS] See 1-Pentene. |
| DOT-Nummer und Handbuch | 2246 128 |
| Reaktive Gruppe | Hydrocarbons, Aliphatic Unsaturated |
| Reactivity Alerts | Highly Flammable |
| 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. |
| DOT Hazard Classification | CyclopenteneUN2246Class 3 Flammable and combustible liquid (49 eCFR § 173.120)PG II: the degree of danger presented by the material is medium |
| Air and Water Reactions | Highly flammable. Insoluble in water. |
| Peroxide Forming Chemical | CyclopenteneB: Compounds that form peroxides on concentration (distillation/evaporation)Clark |
| Brandbekämpfung | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Freisetungsmaßnahmen | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| Erste Hilfe | INHALATION: Call a physician. If inhaled, remove victim to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.General First Aid: |
| Expositionsschutz und Persönliche Schutzausrüstung | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Freisetung ohne Brand | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Isolation and Evacuation | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:Immediate precautionary measure |
| Personal Protective Equipment (PPE) | Self-contained breathing apparatus and protective clothing. (USCG, 1999) |
| Emergency Response Planning Guidelines | CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Toxicity Data | LCLo (rat) = 16,000 ppm/4hr |
| F | 10-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2246 |
| Zollcode | 29021990 |
| RTECS-Nr. | GY5950000 |
| R-Sätze (R) | 11-21/22-36/37/38-65-67-52/53-38 |
| Toxizität | Acute oral LD50 for rats is 1,656 mg/kg (quoted, RTECS, 1985). |
| Gefahrensymbole | F,Xn |
| Sicherheitshinweise (S) | 9-16-26-33-36-62-61-36/37 |
| Gefahrenklasse | 3Acute Tox. 4 DermalAcute Tox. 4 OralAsp. Tox. 1Flam. Liq. 2Skin Irrit. 2 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Selbstentzündungstemperatur | 743 °F |
Anwendungen & Verwendung
Verwenden
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.
Herstellung & Synthese
synthetische
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.