シクロペンテン

Cyclopentene

HCID 8882CAS 142-29-0

基本情報

標準SMILES
C1=CCCC1
InChIKey
LPIQUOYDBNQMRZ-UHFFFAOYSA-N
分子式
C5H8
平均分子量
68.12 g/mol
単同位体質量
68.06260026

概要

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.

名称と識別子

優先名称
Cyclopentene
IUPAC
cyclopentene
現地名
シクロペンテン
英語名
Cyclopentene
分子式
C5H8
分子量
68.12

名称と別名

CYCLOPENTENE142-29-01-CyclopenteneDTXSID6029171UNII-ONM2CKV81ZONM2CKV81ZNSC 5160EINECS 205-532-9UN2246NSC-5160DTXCID609171CHEBI:49155
名称をさらに表示
シクロペンテン1-シクロペンテンCyclopentenopenteneCyclopcntenCyclopentene >Cyclopentene, 98+%CYCLOPENTENE, STAB.Cyclopentene, tech.Cyclopentene, tech., ≥95%
EC 205-532-9RefChem:129879205-532-9InChI=1/C5H8/c1-2-4-5-3-1/h1-2H,3-5HLPIQUOYDBNQMRZ-UHFFFAOYSA-NC5H8MFCD0000139429300-20-7

データベース識別子

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

物性

構造計算による物性

XLogP
1.9
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
0
重原子数
5

実験および物理化学的性質

Chemical Classes · 2 件

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)

物理化学的性質

融点
135 °C · −135 °C(lit.)
沸点
44 · 44-46 °C(lit.)
比重(密度)
0.771 g/mL · 0.771 g/mL at 25 °C(lit.)
蒸気圧
20.89 psi · 20.89 psi ( 55 °C)
屈折率
20 · n20/D 1.421(lit.)
闪点
30 °F · <−30 °F
化学的性質 · 3 件

化学的特性シクロペンタンは化学式C5H10で表される環状の飽和炭化水素ですこの化合物はペンタンの異性体の一つであり有機化学の分野では非常に基本的で重要な化合物とされていますその構造は5つの炭素原子が一つの環を形成していることが特徴でこれにより独特の化学的性質を持ちます

化学的特性Cyclopentene is a highly flammable liquid with a low flash point. It reacts readily with oxidizing agents.

化学性质シクロペンタンは無色で軽い特有の匂いを持つ液体です常温常圧では液体状態で存在し揮発性がありますまた水には溶けにくいが有機溶剤には良く溶けるという性質を持っています燃焼時には二酸化炭素と水を生成し燃焼熱は比較的高いです

安全と法規制

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

Regulatory Information · 5 件

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 件

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.

Health Hazards · 2 件

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 件

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

安全と保護具

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

· 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 件

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 件

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Immediate precautionary measure

毒性情報

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

安全データ

F
10-23
wgk
3
tsca
TSCA listed
rtecs
GY5950000
ridadr
UN 2246
毒性
Acute oral LD50 for rats is 1,656 mg/kg (quoted, RTECS, 1985).

化学と産業

用途と製造

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 件

Petrochemical Manufacturing

Cyclopentene: ACTIVE

応用分野 · 5 件

解説[別用語参照]シクロアルケン森北出版「化学辞典(第2版)

用途二重結合部分で開環し重合したポリマーは強度、加工性、耐老化性、耐磨耗性の優れたゴムとして用いられる。

使用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.

一般的な説明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.

使用用途シクロペンテンの主な使用用途は、化学合成の原料です。特に、各種プラスチックやゴム材料の出発モノマーなどに用いられます。シクロペンテンは、ナフサ分解時に得られるC5留分から大量に得ることが可能な、入手性の高い物質です。 また、分子内に活性な二重結合を有することから、さまざまな用途での使用が研究開発されています。 シクロペンテンを原料として得られる具体的な物質には、シクロペンテンを開環メタセシス重合して得られるシクロペンテンゴムや、抗がん剤や抗ウイルス活性を持つ医薬品として知られるNeplanocin Aなどが知られています。 シクロペンテンゴムは強度、加工性、耐老化性、耐磨耗性の優れたゴムとして有用です。

調製方法 · 2 件

製造方法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.

純化方法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.]

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东春雨精细化工有限责任公司13561220159 · [email protected]
上海比阳实业有限公司+86-21-52699951; +8613917686115 · [email protected]

補足説明

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

関連反応

77 件

関連ノート

読み込み中…