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Cyclopenten

Cyclopentene

HCID 8882
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Grundinformationen

CAS
142-29-0
Standard-SMILES
C1=CCCC1
InChIKey
LPIQUOYDBNQMRZ-UHFFFAOYSA-N
Summenformel
C5H8
Durchschnittliche Molmasse
68,12 g/mol
Monoisotopische Masse
68,06260026

Überblick

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.

Namen und Bezeichner

Bevorzugter Name
Cyclopentene
IUPAC
cyclopentene
Lokaler Name
Cyclopenten
Englischer Name
Cyclopentene
Summenformel
C5H8
Molmasse
68.12

Namen und Synonyme

CYCLOPENTENE142-29-01-CyclopenteneDTXSID6029171UNII-ONM2CKV81ZONM2CKV81ZNSC 5160EINECS 205-532-9UN2246NSC-5160DTXCID609171CHEBI:49155
Weitere Namen anzeigen
CyclopentenopenteneCyclopcntenCyclopentene >Cyclopentene, 98+%CYCLOPENTENE, STAB.Cyclopentene, tech.
EC 205-532-9RefChem:129879205-532-9InChI=1/C5H8/c1-2-4-5-3-1/h1-2H,3-5HLPIQUOYDBNQMRZ-UHFFFAOYSA-NC5H8MFCD0000139429300-20-7

Datenbank-Bezeichner

CAS
142-29-0
PubChem CID
8882
DTXSID
DTXSID6029171
ChEMBL
CHEMBL1797299
ChEBI
CHEBI:49155
UNII
ONM2CKV81Z
EC Number
205-532-9
Nikkaji
J34.912G

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
1,9
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
5
Formalladung
0
Komplexität
38

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Aliphatics, Unsaturated

Flammable agents - 3rd degree

SpringerMaterials PropertiesSchoenflies notation
Density0.774 (USCG, 1999) - Less dense than water; will float
Flash Point-30 °F (USCG, 1999)
Boiling Point112 °F at 760 mmHg (USCG, 1999)
Melting Point-211 °F (USCG, 1999)
Vapor Pressure380.0 [mmHg]
Physical Description · 3 Einträge

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.

Liquid

Colorless liquid; [CAMEO] Odor like gasoline; [FAHG] Slightly sweetish odor; [Alfa Aesar MSDS]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H225 (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.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Cyclopentene

Cyclopentene 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/27532

Cyclopentene: Does not have an individual approval but may be used under an appropriate group standard

The 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 LabelFlammable Liquid
Fire Hazards · 2 Einträge

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.

Chemie und Industrie

Verwendung und Herstellung

UsesUsed to make rubber and plastics; [CAMEO]
U.S. Production2023: 50,000,000 - <100,000,000 lb
Consumer UsesOther
Industry UsesOther
General Manufacturing Information · 2 Einträge

Petrochemical Manufacturing

Cyclopentene: ACTIVE

Anwendungen · 1 Eintrag

VerwendenCyclopentene 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.

Darstellung · 1 Eintrag

synthetischeCyclopentene 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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

3a,4,7,7a-Tetrahydro-4,7-methan-1H-inden

Zugehörige Reaktionen

77
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 2892
HRID 2892als Eduktuspto-grants-1998_03
Reaktionsgleichung von HRID 6444
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Reaktionsgleichung von HRID 6447
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Reaktionsgleichung von HRID 6451
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Reaktionsgleichung von HRID 10489
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Reaktionsgleichung von HRID 47412
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Reaktionsgleichung von HRID 170277
HRID 170277als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
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Physikochemische Eigenschaften

Schmelzpunkt
135 °C · −135 °C (−211 °F; 138 K)
Siedepunkt
44 to · 44 to 46 °C (111 to 115 °F; 317 to 319 K)
Dichte
0.771 g/cm3 · 0.771 g/cm3
Dampfdruck
20.89 psi · 20.89 psi ( 55 °C)
Brechungsindex
1.42 · 1.42
Flammpunkt
29 °C · −29 °C (−20 °F; 244 K)
storage temp.
0 · 0-6°C
Löslichkeit
0.535 g/L · water: soluble0.535g/L at 25°C
Aggregatzustand
clear liquid
Farbe
Colorless to Almost colorless
Wichte
0.771 · 0.771
Wasserlöslichkeit
immiscible
Spezifische Wärmekapazität
1.8 J/ · Cp(liquid): 1.8 J/(g·K), at 25℃
BRN
635707 · 635707
Henry's Law Constant
6.3 x · 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
2.47 at · 2.47 at 25℃
CAS Datenbank
142 · 142-29-0(CAS DataBase Reference)
NIST chemische Informationen
Cyclopentene(142-29-0)
EPA chemische Informationen
Cyclopentene (142-29-0)
Health Hazards · 2 Einträge

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.

Hazards Summary · 1 Eintrag

May polymerize; High vapor concentrations may have narcotic effects; [CAMEO] May cause smarting and reddening of skin if spilled and allowed to remain on clothes; High 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 peroxides; An irritant; Harmful by ingestion (may cause lung damage by aspiration); Inhalation may cause dizziness or drowsiness; Harmful by ingestion and skin absorption; [Alfa Aesar MSDS] See 1-Pentene.

DOT ID and Guide2246 128
Reactive GroupHydrocarbons, Aliphatic Unsaturated
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

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 · 4 Einträge

Cyclopentene

UN2246

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG II: the degree of danger presented by the material is medium

Air and Water ReactionsHighly flammable. Insoluble in water.
Peroxide Forming Chemical · 3 Einträge

Cyclopentene

B: Compounds that form peroxides on concentration (distillation/evaporation)

Clark

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Accidental Release Measures · 2 Einträge

· 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.

First Aid · 2 Einträge

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:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Isolation and Evacuation · 2 Einträge

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 GuidelinesCAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

Toxikologische Informationen

Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity DataLCLo (rat) = 16,000 ppm/4hr

Sicherheitsdaten

F
10-23
wgk
3
tsca
TSCA listed
ridadr
UN 2246
hs_code
29021990
RTECS-Nr.
GY5950000
risk_code
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).
hazard_code
F,Xn
safety_code
9-16-26-33-36-62-61-36/37
hazard_class
3
packing_group
II
Speicherklasse
3 - Flammable liquids
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 OralAsp. Tox. 1Flam. Liq. 2Skin Irrit. 2
Selbstentzündungstemperatur
743 °F
Cyclopentanol
Isopren
Cyclopentadien
Aluminiumoxid

Nachgelagerte Produkte

RamiprilSebacinsure(±)-2-Allyl-4-hydroxy-3-methylcyclopent-2-en-1-onLENAMPICILLIN2-ChlorphenylcyclopentylketonKetaminhydrochloridRosaprostolAlprostadil3-Ethyl-2-hydroxycyclopent-2-en-1-onKETAMINE RELATED COMPOUND A (50 MG) (1 -[(2-CHLOROPHENYL)(METHYLIMINO)METHYL]CYLCOPENTA-NOL)1,2-EpoxycyclopentanCyclopentadiencis-1,2-CyclopentanediolBicyclopentylCyclopentanmethanolIsopropylcyclopentanSilane, trichloro(1-methylethoxy)-

Ergänzende Hinweise

DefinitionChEBI: Cyclopentene is a cycloalkene that is cyclopentane having one endocyclic double bond.