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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 38
実験および物理化学的性質
Chemical Classes
Other Classes -> Aliphatics, Unsaturated
Flammable agents - 3rd degree
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.
Liquid
Colorless liquid; [CAMEO] Odor like gasoline; [FAHG] Slightly sweetish odor; [Alfa Aesar MSDS]
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
- 貯蔵温度
- 0 · 0-6°C
- 溶解性
- 0.535 g/L · 水:可溶0.535g/L at 25℃
- 外見
- 液体
- 比重
- 0.771 · 0.771
- 色
- 無色
- 水溶解度
- 混和しない
- 比熱容量
- 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)
- 安定性
- 安定。とても燃えやすい。強力な酸化剤とは相容れない。冷蔵保存。
- 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 データベース
- 142 · 142-29-0(CAS DataBase Reference)
- NISTの化学物質情報
- Cyclopentene(142-29-0)
- EPAの化学物質情報
- Cyclopentene (142-29-0)
化学的性質
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
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
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.)
Fire Hazards
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
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
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.
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
Cyclopentene
UN2246
Class 3 Flammable and combustible liquid (49 eCFR § 173.120)
PG II: the degree of danger presented by the material is medium
Peroxide Forming Chemical
Cyclopentene
B: Compounds that form peroxides on concentration (distillation/evaporation)
Clark
安全と保護具
Accidental Release Measures
· 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
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:
Isolation and Evacuation
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Immediate precautionary measure
毒性情報
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).
- hs_code
- 29021990
- risk_code
- 11-21/22-36/37/38-65-67-52/53-38
- 化審法
- (3)-3439
- 消防法
- 危-4-1-II
- hazard_code
- F,Xn
- safety_code
- 9-16-26-33-36-62-61-36/37
- hazard_class
- 3
- packing_group
- II
- 自然発火温度
- 743 °F
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 OralAsp. Tox. 1Flam. Liq. 2Skin Irrit. 2
- ストレージクラス
- 3 - Flammable liquids
化学と産業
用途と製造
General Manufacturing Information
Petrochemical Manufacturing
Cyclopentene: ACTIVE
応用分野
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
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.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: Cyclopentene is a cycloalkene that is cyclopentane having one endocyclic double bond.
関連反応
関連ノート
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