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シクロブタン

Cyclobutane

HCID 9250
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
287-23-0
標準SMILES
C1CCC1
InChIKey
PMPVIKIVABFJJI-UHFFFAOYSA-N
分子式
C4H8
平均分子量
56.11 g/mol
単同位体質量
56.06260026

概要

Gas that condenses to a liquid at 55 °F. Insoluble in water. Soluble in alcohol, acetone and ether. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.

名称と識別子

優先名称
Cyclobutane
IUPAC
cyclobutane
現地名
シクロブタン
英語名
Cyclobutane
分子式
C4H8
分子量
56.11

名称と別名

CYCLOBUTANE287-23-0TetramethyleneUNII-5X619RB2CYHSDB 585X619RB2CYEINECS 206-014-5DTXSID2059772CHEBI:30377RefChem:5716DTXCID6037853206-014-5
名称をさらに表示
テトラメチレンシクロブタンCyclobutan
UN2601Cyclobutane [UN2601] [Flammable gas]CYCLOBUTANE [MI]cyclobutane, tetramethyleneSCHEMBL893CYCLOBUTANE [HSDB]SCHEMBL1997SCHEMBL2088

データベース識別子

CAS
287-23-0
PubChem CID
9250
DTXSID
DTXSID2059772
ChEBI
CHEBI:30377
UNII
5X619RB2CY
EC Number
206-014-5
Nikkaji
J2.562C

物性

構造計算による物性

XLogP
2.5
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
4
形式電荷
0
複雑度
8

実験および物理化学的性質

Chemical Classes · 2 件

Toxic Gases & Vapors -> Simple Asphyxiants

Flammable agents - 4th degree

SpringerMaterials PropertiesCoriolis coupling
Density0.7038 AT 0 °C; 0.7125 @ 5 °C
Color/FormColorless gas
Solubility · 2 件

INSOL IN WATER; FREELY SOL IN ALCOHOL, ACETONE

Sol in ethanol, ether, and acetone

Flash PointBELOW 50 °F Closed Cup
Boiling Point13.08 °C @ 741 MM HG
DecompositionWhen heated to decomposition it emits acrid smoke and fumes.
Melting Point-80 °C
Vapor Density1.93 (AIR= 1)
Vapor Pressure1.18X10+3 mm Hg @ 25 °C
Refractive IndexINDEX OF REFRACTION: 1.3625 @ 290 °C/D

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Danger

H220 (100%): Extremely flammable gas [Danger Flammable gases]

P203, P210, P222, P280, P377, P381, P403, and P410+P403 (click each P-code to see the statement)

Aggregated GHS information provided per 71 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationThe 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 Gas
Fire Hazards · 2 件

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:

· EXTREMELY FLAMMABLE.

Fire PotentialVERY DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.
Health Hazards · 2 件

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:

· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.

Hazards Summary · 1 件

Fire hazard; [Hawley] In confined space spill, may displace air and act as simple asphyxiant; [HSDB] Evaporating liquid can cause frostbite; May cause asphyxiation without warning; [CAMEO] May cause difficulty breathing and suffocation; Evaporating liquid can cause frostbite; [MSDSonline] See n-Butane.

DOT ID and Guide2601 115
Reactive Group

化学と産業

用途と製造

Uses · 2 件

Used as intermediate in organic synthesis; [HSDB]

INT IN ORGANIC SYNTHESIS

Methods of Manufacturing · 3 件

DISTILLATION OF PETROLEUM

PREPD BY HYDROGENATION OF CYCLOBUTENE IN PRESENCE OF NICKEL @ 100 °C. BY PYROLYSIS OF ETHER, ALONG WITH OTHER PRODUCTS. IN 39% YIELD FROM CYCLOBUTANECARBOXYLIC ACID.

Catalytic hydrogenation of cyclobutene

General Manufacturing Information · 2 件

Cyclobutane: ACTIVE

THE GAS.../SRP: HAS BEEN/ USED AS AN ANESTHETIC, BUT IT IS A WEAK CARDIAC SENSITIZER, AND A SIMPLE ASPHYXIANT.

応用分野

解説C4H8(56.11).臭化シクロブチルマグネシウムとブチルアルコールとの反応で得られる.シクロブタンカルボン酸の熱分解でも生成する."無色の気体.融点-80 ℃,沸点12 ℃.d04 0.7038.ニッケル触媒の存在下,200 ℃ で還元するとブタンになる.4個の炭素原子は同一平面上になく,折れまがった構造をとる.[CAS 287-23-0]森北出版「化学辞典(第2版)

一般的な説明Gas that condenses to a liquid at 55°F. Density of liquid 0.7 g / cm3. Insoluble in water. Soluble in alcohol, acetone and ether. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.

調製方法 · 2 件

Cyclobutane is produced from cyclobutene and reutilized in catalytic cracking processes.

純化方法This easily liquefiable gas is dried over Na at melting ice temperature for 4days and distilled at low temperature through a Podbielniak (p 10) precision still. A dry sample has been prepared by passage through P2O5 and distilled repeatedly until all fractions had similar vapour pressures at 0o. [Cansson & Wat J Org Chem 14 31 1949, Heisig J Am Chem Soc 63 1698 1941, Stodola & Heisig Org Synth Coll Vol III 213 1955.]

上流・下流製品情報

上流原料

関連反応

10 件
反応記録を作成
HRID 211322 の反応式
HRID 211322反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 494009 の反応式
HRID 494009反応物としてuspto-grants-2009_05
HRID 851560 の反応式
HRID 851560反応物としてuspto-grants-1983_05
HRID 851561 の反応式
HRID 851561反応物としてuspto-grants-1983_05
HRID 953230 の反応式
HRID 953230反応物としてValidation data from https://doi.org/10.1039/C8SC04228D
HRID 953579 の反応式
HRID 953579反応物としてValidation data from https://doi.org/10.1039/C8SC04228D
HRID 1223460 の反応式
HRID 1223460反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1548267 の反応式
HRID 1548267反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (1/10)
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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

物理化学的性質

融点
-80 ° · -80°
沸点
741 · bp741 13.08°
比重(密度)
0 · d0 0.7038; d-5 0.7185
屈折率
0 · nD0 1.37520
Henry's Law Constant
1.3 · 1.3×10-6 mol/(m3Pa) at 25℃, Hayer et al. (2022)
EPAの化学物質情報
Cyclobutane (287-23-0)

化学的性質

化学的特性Cyclobutane is a colorless, flammable, explosive gas.

Hydrocarbons, Aliphatic Saturated
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 件

CYCLOBUTANE may be incompatible with strong oxidizing agents like nitric acid. Charring may occur followed by ignition of unreacted material and other nearby combustibles. In other settings, mostly unreactive. Not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents.

DOT Emergency Guidelines · 5 件

/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Fire or Explosion: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket.

/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Health: Vapors may cause dizziness or asphyxiation without warning. Some may be irritating if inhaled at high concentrations. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases.

/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 100 meters (330 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Many gases are heavier than air and will spread along ground and collect in low or confined areas (sewers, basements, tanks). Keep out of low areas.

/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids.

For more DOT Emergency Guidelines (Complete) data for CYCLOBUTANE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 3 件

Cyclobutane

UN2601

Div 2.1 Flammable gas (49 eCFR § 173.115)

安全と保護具

Fire FightingExcerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
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

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresSTOP FLOW OF GAS; CARBON DIOXIDE, DRY CHEMICAL, OR WATER SPRAY.
Nonfire Spill ResponseExcerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Isolation and Evacuation · 2 件

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:

Immediate precautionary measure

Threshold Limit Values (TLV)1000.0 [ppm]
Personal Protective Equipment (PPE)Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Emergency Response Planning Guidelines· DO NOT EXTINGUISH A LEAKING GAS FIRE UNLESS LEAK CAN BE STOPPED.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 49(SRC), determined from a structure estimation method(2), indicates that cyclobutane is expected to have very high mobility in soil(SRC). Volatilization of cyclobutane from moist soil surfaces is expected to be important(SRC) given an estimated Henry's Law constant of 0.14 atm-cu m/mole(3). The potential for volatilization of cyclobutane from dry soil surfaces may exist(SRC) based on a vapor pressure of 1.18X10+3 mm Hg(4). Activated sludge tests suggest that biodegradation of cyclobutane is expected to be slow in soil(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 49(SRC), determined from a structure estimation method(2), indicates that cyclobutane is not expected to adsorb to suspended solids and sediment in water(SRC). Cyclobutane is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 0.14 atm-cu m/mole(4). Estimated volatilization half-lives for a model river and model lake are 2 hrs and 3 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF of 10(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Cyclobutane is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Activated sludge tests suggest that biodegradation of cyclobutane is expected to be slow in water(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyclobutane, which has a vapor pressure of 1.18X10+3 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyclobutane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 10 days(3,SRC). Cyclobutane is not expected to undergo direct photolysis due to the lack of absorption in the environmental spectrum(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Effluent ConcentrationsCyclobutane was found to be an emission from commercial natural gas, but not from gasoline or vehicle exhausts(1).
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for cyclobutane can be estimated to be about 49(SRC). According to a classification scheme(2), this estimated Koc value suggests that cyclobutane is expected to have very high mobility in soil(SRC).

Human Toxicity ExcerptsMAY BE SIMPLE ASPHYXIANT.
Artificial Pollution SourcesCyclobutane's production and use in organic synthesis(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

When incubated with either adapted or nonadapted activated sludge, cyclobutane underwent <25% of the theoretical BOD in 24 hrs(1). Pure culture studies showed various isolated species of bacteria were unable to utilize cyclobutane as the sole carbon source in soil(2).

Environmental Bioconcentration · 1 件

An estimated BCF of 10 was calculated for cyclobutane(1,SRC), using an estimated log Kow of 2.19(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1 件

The Henry's Law constant for cyclobutane is estimated as 0.14 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that cyclobutane is expected to volatilize rapidly from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is approximately 2 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is approximately 3 days(2,SRC). Cyclobutane's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of cyclobutane from dry soil surfaces may exist(SRC) based on a vapor pressure of 1.18X10+3 mm Hg(3).

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of cyclobutane with photochemically-produced hydroxyl radicals of 1.20X10-12 cu cm/molecule-sec at 25 °C(1) corresponds to an atmospheric half-life of about 10 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(2,SRC). Cyclobutane is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3) nor to directly photolyze due to the lack of absorption in the environmental spectrum.

Probable Routes of Human Exposure · 2 件

INDUSTRIALLY...NOT EXPECTED TO BE HEALTH HAZARD.

Occupational exposure to cyclobutane may occur through inhalation and dermal contact with this compound at workplaces where cyclobutane is produced or used. (SRC)

Environmental Water ConcentrationsSURFACE WATER: Cyclobutane was detected in 1 of 8 Rhine River water samples, 1989, at a concn of 0.027 ug/l(1).

安全データ

tsca
TSCA listed
ridadr
UN 2601
hazard_class
2.1
有毒物質データの
287-23-0(Hazardous Substances Data)
Cyclobutene

下流製品

クロロシクロブタン1-ブテン

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