イソブタン

Isobutane

HCID 6360CAS 75-28-5

基本情報

標準SMILES
CC(C)C
InChIKey
NNPPMTNAJDCUHE-UHFFFAOYSA-N
分子式
C4H10
平均分子量
58.12 g/mol
単同位体質量
58.07825032

概要

Isobutane is a colorless gas with a faint petroleum-like odor. It is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. It is easily ignited. The vapors are heavier than air. Any leak can either be liquid or vapor. It can asphyxiate by the displacement of air. 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
Isobutane
IUPAC
2-methylpropane
現地名
イソブタン
英語名
Isobutane
分子式
C4H10
分子量
58.12

名称と別名

ISOBUTANE2-Methylpropane75-28-5Trimethylmethane1,1-Dimethylethaneiso-butaneR 600aCaswell No. 503AR-600aHSDB 608EINECS 200-857-2UNII-BXR49TP611
名称をさらに表示
イソブタン2-メチルプロパン2メチルプロパンr600ai-ButaneMethylpropaneIsobutantert-Butane2-Methylpropanmethyl-2ISOBUTANE HC-600AIsobutane(incylinderwithoutvalve)
EPA Pesticide Chemical Code 097101BXR49TP611E943b(CH3)2CH-CH3DTXSID1026401CHEBI:30363EC 200-857-2ISOBUTANE (II)

データベース識別子

CAS
75-28-5
PubChem CID
6360
DTXSID
DTXSID1026401
ChEMBL
CHEMBL2106398
ChEBI
CHEBI:30363
UNII
BXR49TP611
EC Number
200-857-2
Nikkaji
J4.159I

物性

構造計算による物性

XLogP
2.1
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

実験および物理化学的性質

Chemical ClassesFlammable agents - 4th degree
SolventsSolvents -> Aliphatics, Saturated (<C12)
Cosmetics · 3 件

Cosmetics ingredient -> Bulking/Viscosity; Other (Specify); Preservative/Stabilizer

Cosmetic ingredients (Isobutane) -> CIR (Cosmetic Ingredient Review)

Propellant

SpringerMaterials PropertiesSchoenflies notation
LogP · 2 件

log Kow = 2.76

2.8

Odor · 2 件

Gasoline-like or natural gas odor.

Slight odor

物理化学的性質

融点
160 °C · −160 °C(lit.)
沸点
12 °C · −12 °C(lit.)
比重(密度)
2.064 g/mL · 2.064 g/mL at 25 °C(lit.)
蒸気密度
2.01 · 2.01 (21 °C, vs air)
蒸気圧
72.2 psi · 72.2 psi ( 37.7 °C)
屈折率
1.3518 · 1.3518
化学的性質 · 2 件

化学的特性2-Methylpropane (isobutane), C4H10, a flammable gas, occurs in small quantities in natural gas and crude oil. It has been detected in urban atmospheres at concentrations of 44–74 ppb. It also evolves from natural sources and has been measured in diesel exhaust at 1.4–11 ppm and in cigarette smoke at 10 ppm. The partition coefficient of propane between olive oil and air at 37℃ is 12 using the method described by Sato and Nakajima and Perbellini et al.. The lower explosive limit is 18,000 ppm in air.

化学性质熱分解温度: -11.7℃, 接触分解温度: 0.75℃

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H220: Extremely flammable gas [Danger Flammable gases]

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

Danger

H220: Extremely flammable gas [Danger Flammable gases]

P203, P210, P222, P280, P318, P377, P381, P403, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Propane, 2-methyl-

Hazard Traits - Carcinogenicity; Genotoxicity

Regulation (EC) No 1935/2004 (amended)

Propane, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propane, 2-methyl- 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: 02-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15456

Propane, 2-methyl- (isobutane): HSNO Approval: HSR001003 Approved with controls

Other Safety InformationIMAP assessments - Propane, 2-methyl-: Human health tier I assessment
DOT LabelFlammable Gas
Fire Hazards · 4 件

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

· EXTREMELY FLAMMABLE.

· EXTREMELY FLAMMABLE.

Extremely flammable. Gas/air mixtures are explosive.

Fire Potential · 2 件

A very dangerous fire and explosion hazard when exposed to heat, flame, or oxidizers.

Isobutane is a flammable gas or liquid.

Health Hazards · 3 件

Central nervous system depression ranging from dizziness and incoordination to anesthesia and respiratory arrest, depending on concentration and extent of inhalation. Irregular heartbeat is rare but is a dangerous complication at anesthetic levels. (USCG, 1999)

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

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

安全と保護具

Fire Fighting · 2 件

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

Shut off supply; if not possible and no risk to surroundings, let the fire burn itself out. In other cases extinguish with water spray. In case of fire: keep cylinder cool by spraying with water. Combat fire from a sheltered position.

First Aid Measures · 3 件

Fresh air, rest. Refer for medical attention.

ON FROSTBITE: rinse with plenty of water, do NOT remove clothes. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Accidental Release Measures · 4 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.

· 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 · 4 件

Excerpt from NIOSH Pocket Guide for Isobutane:

General First Aid:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Cool.
Firefighting Hazards · 1 件

Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Containers may explode in fire. Storage containers and parts of containers may rocket great distances, in many directions.

毒性情報

TreatmentTreatment for butane poisoning is supportive and symptomatic. Stimulants should not be administered. Recovery normally occurs quickly once exposure has ceased but support of the cardiovascular and respiratory systems may be needed. (L1284)
Target Organscentral nervous system
Health EffectsButane targets the central nervous system and cardiovascular system. Inhalation of butane can cause frostbite which can result in death from asphyxiation and ventricular fibrillation. (L1283, L1284)
Environmental Fate · 4 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 250(SRC), determined from a log Kow of 2.76(2) and a regression-derived equation(3), indicates that isobutane is expected to have moderate mobility in soil(SRC). Volatilization of isobutane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.19 atm-cu m/mole(SRC), derived from its vapor pressure, 2610 mm Hg(4), and water solubility, 48.8 mg/L(5). Isobutane is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Isobutane reached 49% mineralization after 20 days using an activated sludge inoculum(6) suggesting that biodegradation may be an important environmental fate process under certain conditions in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 250(SRC), determined from a log Kow of 2.76(2) and a regression-derived equation(3), indicates that isobutane is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.19 atm-cu m/mole(SRC), derived from its vapor pressure, 2610 mm Hg(5), and water solubility, 48.8 mg/L(6). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 2 hours and 3 days, respectively(SRC). According to a classification scheme(7), an estimated BCF of 30(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Microcosm experiments designed to simulate natural estuaries reported half-lives for isobutane ranging from 16-26 days(8) suggesting that biodegradation may be an important environmental fate process under certain conditions in water(SRC).

AQUATIC FATE: Experiments performed with gaseous C2-C4 alkanes in a microcosm designed to replicate Narragansett Bay, RI in September (20 °C) and November (10 °C) have shown that the removal rate constant of isobutane is 0.061/day (standard deviation 0.005/day) at 20 °C and 0.030/day (standard deviation 0.006/day) at 10 °C(1). The respective half-lives are 11 days and 23 days(SRC). The results indicate that gas exchange is the dominant removal mechanism for isobutane gases from the water column following a hypothetical input. Scaling up the predicted gas exchange rate constants (0.26/day and 0.017/day at 20 and 10 °C, respectively) so they are consistent with natural estuaries, the volatilization half-lives for isobutane from the water columns in natural estuaries(1) are estimated to be 4.4 and 6.8 days at 20 and 10 °C, respectively(SRC). Isobutane also biodegrades in the microcosm at a rate that is slower than for n-butane and falls between propane and ethane in susceptibility. Biodegradation of isobutane initially occurs with a half-lives of 16-26 days at 20 °C and 33-139 days at 10 °C, significantly slower than the loss predicted by gas exchange from typical natural estuaries. However, after a lag of 2-4 weeks, the biodegradation rate increases markedly so that in the case of chronic inputs, biodegradation can become the dominant removal mechanism(1).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isobutane, which has a vapor pressure of 2610 mm Hg at 25 °C(2), is expected to exist solely as a gas in the ambient atmosphere. Gas-phase isobutane 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 6.8 days(SRC), calculated from its rate constant of 2.43X10-12 cu cm/molecule-sec at 25 °C(3). Gas-phase isobutane is degraded in the atmosphere by reaction with nitrate radicals(SRC); half-life for this reaction in air is estimated to be 165 days(4). Isobutane does not contain chromophores that absorb at wavelengths >290 nm(5) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 3 件

The substance can be absorbed into the body by inhalation.

inhalation, skin and/or eye contact (liquid)

Inhalation (L1283)

法規制情報

FDA RequirementsSubstance added directly to human food affirmed as generally recognized as safe (GRAS).
FIFRA Requirements · 2 件

Residues of isobutane are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: Propellant. Limit: None.

Residues of isobutane are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals. Use: Propellant. Limit: None.

DHS Chemicals of Interest (COI) · 4 件

Isobutane

1

10000

Flammable chemical that can be released at a facility.

安全データ

F
4.5-31
OEB
A
OEL
TWA: 800 ppm (1900 mg/m3)
wgk
-
tsca
TSCA listed
rtecs
TZ4300000

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

A study was conducted to establish whether volatile hydrocarbons, such as propane, n-butane and iso-butane, are metabolized in mice or not. In mice having inhaled these gases, isopropanol and acetone were yielded from propane, sec-butanol and methyl ethyl ketone from n-butane, and tert-butanol from iso-butane as the respective metabolites. In addition, liver microsomes were found to contain the enzymic system participating in these metabolisms. In vitro reactions with liver microsomes produced isopropanol from propane, sec-butanol from n-butane, and tert-butanol from iso-butane. It was assumed that hydrocarbons were first converted to (omega-1)-alcohols by microsomal enzyme system and then to corresponding ketones by alcohol dehydrogenase.

Isobutane is oxidatively metabolized by rat liver microsomes to its parent alcohol.

用途と製造

Uses · 6 件

CIR ingredient: Isobutane

Used as a fuel, a refrigerant, a propellant, and a gasoline additive; Used to calibrate instruments and to make other organic chemicals; [CHEMINFO] Used as an aerosol propellant and fuel source; [ACGIH]

For isobutane (USEPA/OPP Pesticide Code: 097101) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Organic synthesis, refrigerant, motor fuels, aerosol propellant, synthetic rubber, instrument calibration fluid.

Industrially, isobutane is converted to its corresponding olefin by catalytic dehydrogenation to satisfy the demand for high-octane fuel through olefin alkylation.

Liquid-phase autoxidation of isobutane gives tert-butyl hydroperoxide.

Impurities0.1% /BUTANE/
U.S. Production · 6 件

2023: 40,000,000,000 - <45,000,000,000 lb

(1972) 4.28X10+11 GRAMS

(1975) 3.39X10+11 GRAMS

(1984) 4.80x10+11 g

2-Methylpropane is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

For more U.S. Production (Complete) data for Isobutane (6 total), please visit the HSDB record page.

Consumption Patterns · 2 件

APPROX 94% AS A CHEM INT FOR ALKYLATE GASOLINE; APPROX 4% AS COMPONENT TO CONTROL VOLATILITY OF GASOLINE; & APPROX 2% AS A CHEM INT FOR PROPYLENE OXIDE & TERT-BUTYL ALCOHOL (1975)

In 1987, about 89% of isobutane consumption in the US was motor fuel alkylate.

Consumer UsesIntermediate
Industry UsesFuels and fuel additives
応用分野 · 4 件

解説イソブタン,無色,特異臭をもつ気体.融点-159.60 ℃,沸点-11.73 ℃.容易に液化する.化学的には安定であるが,引火,爆発性がある.爆発範囲1.8~8.4体積%.液化石油ガスの成分として燃料に用いられるほか,オレフィンによりアルキル化されて,C6~C8 のイソパラフィン類(アルキレートガソリン)の製造原料,また脱水素によるイソブテン製造の原料に用いられる.

使用Isobutane occurs in petroleum, natural gas,and petroleum cracking products. It is usedas a fuel gas or a liquefied petroleum gas. Itis also used in organic synthesis.

一般的な説明ISOBUTANE is a colorless gas with a faint petroleum-like odor. ISOBUTANE is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. ISOBUTANE is easily ignited. The vapors are heavier than air. Any leak can either be liquid or vapor. ISOBUTANE can asphyxiate by the displacement of air. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket.

使用用途イソブタンは、主にフロンガスの代替品として、エアコンや冷蔵庫の冷媒、スプレーなどに使用されています。アメリカ冷凍空調学会で定められた冷媒の種類を表す番号である冷媒番号は、R600aです。 また、イソブタンは、引火性及び爆発性があるため、液化ガスとして家庭用や工業用燃料に用いられている物質です。主にアウトドア仕様のカセットガスやライターに使われます。 沸点温度がブタンより低いため、寒冷地や冬山登山での使用に適性があります。また、その他の用途には有機合成原料、噴霧剤が挙げられ、イソブタンは特にイソパラフィン類の合成原料としても使用されている物質です。

調製方法 · 1 件

純化方法Olefins and moisture can be removed by passage at 65o through a bed of silica-alumina catalyst which has previously been evacuated at about 400o. Alternatively, water and CO2 can be removed by passage through P2O5, then asbestos impregnated with NaOH. Treatment with anhydrous AlBr3 at 0o then removes traces of olefins. Inert gases can be separated by freezing the isobutane at -195o and evacuating out the system. [Beilstein 1 IV 282.]

補足説明

定義本品は、次の化学式で表される炭化水素である。

定義ChEBI: An alkane that is propane substituted by a methyl group at position 2.

関連反応

36 件

関連ノート

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