Grundinformationen
- Standard-SMILES
CCC(C)C- InChIKey
QWTDNUCVQCZILF-UHFFFAOYSA-N- Summenformel
- C5H12
- Durchschnittliche Molmasse
- 72,15 g/mol
- Monoisotopische Masse
- 72,09390038
Überblick
Watery colorless liquid with a gasoline-like odor. Floats on water. Flammable, irritating vapor is produced. Boiling point is 82 °F. (USCG, 1999)
Namen und Bezeichner
- Bevorzugter Name
- Isopentane
- IUPAC
- 2-methylbutane
- Englischer Name
- Isopentane
- Summenformel
- C5H12
- Molmasse
- 72.14878
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
68513-65-5、78-78-4- PubChem CID
- 6556
- DTXSID
DTXSID8025468- ChEMBL
CHEMBL1797287- ChEBI
CHEBI:30362- UNII
- ZH67814I0O
- EC Number
- 201-142-8
- Nikkaji
- J4.222F
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 5
- Formalladung
- 0
- Komplexität
- 14
Experimentelle und physikochemische Eigenschaften
Cosmetics
Cosmetic ingredients (Isopentane) -> CIR (Cosmetic Ingredient Review)
Viscosity controlling; Propellant; Solvent
Odor
Pleasant odor
Gasoline-like odor
Density
0.62 at 68 °F (USCG, 1999) - Less dense than water; will float
0.6201 g/cm cuat 20 °C
Relative density (water = 1): 0.6
0.062
0.62 @25 °C
Viscosity
0.214 cP at 20 °C
0.3 mm²/s at 20 °C
Color/Form
Volatile liquid or gas
Colorless liquid
Solubility
less than 1 mg/mL at 73 °F (NTP, 1992)
In water, 48 mg/L at 25 °C
In water, 49.6 mg/L at 25 °C
Insoluble in water
Miscible with alcohol, ether
Soluble in hydrocarbons, oils, ether; very slightly soluble in alcohol
Flash Point
-70 °F (NTP, 1992)
-51 °C (-60 °F) - closed cup
<-60 °F (<-51 °C) - closed cup
-70 °F
Boiling Point
82 °F at 760 mmHg (NTP, 1992)
27.83 °C
28 °C
82 °F
30.2 °C @760 [mm Hg]
Physikochemische Eigenschaften
- Schmelzpunkt
- -159.9 °C · -159.9 °C
- Siedepunkt
- 27.8 °C · 27.8 °C
- Dichte
- 0.6201 g/cm3 · 0.6201 g/cm3
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H224: Extremely flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P301+P316, P303+P361+P353, P304+P340, P319, P331, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Danger
H224 (95.8%): Extremely flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P271, P273, P280, P301+P316, P303+P361+P353, P304+P340, P319, P331, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Gefahrenhinweise
Regulatory Information
Chemical: Butane, 2-methyl-
Butane, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Butane, 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: 06-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15838
Butane, 2-methyl-: HSNO Approval: HSR001177 Approved with controls
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
Behavior in Fire: Highly volatile liquid. Vapors may explode when mixed with air. (USCG, 1999)
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Extremely flammable. Heating will cause rise in pressure with risk of bursting. Vapour/air mixtures are explosive.
Health Hazards
Inhalation causes irritation of respiratory tract, cough, mild depression, irregular heartbeat. Aspiration causes severe lung irritation, coughing, pulmonary edema; excitement followed by depression. Ingestion causes nausea, vomiting, swelling of abdomen, headache, depression. (USCG, 1999)
CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.
Special Reports
Final report of the safety assessment of isobutane, isopentane, n-butane, and propane; J Am Coll Toxicol 1 (4): 127-42 (1982). Chemical, biological and physiochemical properties, cosmetic (aerosol) and noncosmetic uses, animal toxicology and skin toxicity of isopentane is discussed with 42 references.
Sicherheit und Schutzausrüstung
Fire Fighting
Fire Extinguishing Agents Not to Be Used: Water may be ineffective
Use powder, carbon dioxide, alcohol-resistant foam, water spray. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Refer for medical attention.
First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.
Rinse with plenty of water (remove contact lenses if easily possible).
Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.
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
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
General First Aid:
Firefighting Hazards
Flash back possible over considerable distance. Container explosion may occur under fire conditions. Vapors may form explosive mixture with air.
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.
Heating will cause rise in pressure with risk of bursting.
The vapor is heavier than air and may travel along the ground; distant ignition possible.
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
1000.0 [ppm]
Fire Fighting Procedures
Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Wear self-contained breathing apparatus for firefighting if necessary.
Use water spray to cool unopened containers.
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. /Pentanes/
For more Fire Fighting Procedures (Complete) data for Isopentane (7 total), please visit the HSDB record page.
Storage Conditions
Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature 2-8 °C Refrigerate before opening. Handle and open container with care.
Store in a flammable liquid storage area or approved cabinet away from ignition sources and corrosive and reactive materials. Prior to working with this chemical you should be trained on its proper handling and storage. Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Store in tightly closed containers in a cool, well-ventilated area way from strong oxidizers. Metal containers involving the transfer of this chemical should be grounded and bonded. Where possible, automatically pump liquid from drums or other storage containers to process containers. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only nonsparking tools and equipment, especially when opening and closing containers of this chemical. Sources of ignition, such as smoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire or explosion hazard. Wherever this chemical is used, handled, manufactured, or stored, use explosion-proof electrical equipment and fittings.
Fireproof. Well closed. Separated from strong oxidants. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Cleanup Methods
ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.
Environmental considerations: air spill: Apply water spray or mist to knock down vapors. /Pentanes/
Environmental considerations: water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses. /Pentanes/
Environmental considerations: land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents. /Pentanes/
For more Cleanup Methods (Complete) data for Isopentane (6 total), please visit the HSDB record page.
Disposal Methods
SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.
SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.
Product: Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material; Contaminated packaging: Dispose of as unused product.
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
Toxikologische Informationen
Body Burden
Isopentane was found in 6 of 8 personal air samples and 4 of 12 breath samples of subjects monitored in Bayonne and Elizabeth, NJ, and Research Triangle Park, NC(1). Isopentane was detected in 16 of 18 personal air samples of workers at a high volume service station monitored in May, 1983, at a concentration ranging from 0.1-1.3 ppm, and it was detected, but not measured, in the other 2 samples(2). Personal air samples taken from workers in the petroleum industry indicated that 53 of 56 outside operators were exposed to isopentane at mean concentration 4.851 mg/cu m, 49 of 49 transport drivers were exposed at a mean concentration of 9.979 mg/cu m and 48 of 49 service attendants were exposed at a mean concentration of 13.426 mg/cu m(3).
Health Effects
Pentane is a central nervous system depressant and can cause loss of consciousness and coma at high doses. Ingestion may cause pulmonary toxicity due to pentane aspiration, including chemical pneumonitis, acute lung injury, and hemorrhage. Cardiovascular effects may include ventricular dysrhythmias and sudden death. (T29, A600)
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a structure estimation method(2), indicates that isopentane is expected to have high mobility in soil(SRC). Volatilization of isopentane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.4 atm-cu m/mole(SRC) derived from its vapor pressure, 689 mm Hg(3), and water solubility, 48 mg/L(4). Isopentane is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Isopentane reached 71.43% biodegradation in 28 days in the Manometric Respirometry test(5), suggesting that biodegradation is an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a structure estimation method(2), indicates that isopentane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.4 atm-cu m/mole(SRC) derived from its vapor pressure, 689 mm Hg(4), and water solubility, 48 mg/L(5). Using this Henry's Law constant and an estimation method(6), volatilization half-lives for a model river and model lake are 2.5 hours and 3.4 days, respectively(SRC). According to a classification scheme(7), an estimated BCF of 30(SRC), from an estimated log Kow of 2.72(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Isopentane reached 71.43% biodegradation in 28 days in the Manometric Respirometry test(8), suggesting that biodegradation is an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopentane, which has a vapor pressure of 689 mm Hg at 25 °C(2)is expected to exist solely as a gas in the ambient atmosphere. Gas-phase isopentane 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 4.1 days(SRC), calculated from its rate constant of 3.9X10-12 cu cm/molecule-sec at 25 °C(3). Isopentane does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).
Toxicity Summary
Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
IDENTIFICATION AND USE: Isopentane is a volatile liquid or gas. It is used as a solvent, in the manufacture of chlorinated derivatives, and as a blowing agent for polystyrene. HUMAN STUDIES: Inhalation can cause dizziness, drowsiness, headache, and unconsciousness. Skin exposure leads to dry skin. Ingestion can cause nausea and vomiting. Isopentane is an aspiration hazard. If swallowed the substance easily enters the airways and could result in aspiration pneumonitis. Isopentane causes CNS depression between 270 and 400 mg/L, and is a weak cardiac sensitizer. High vapor concentrations are irritating to the skin and eyes. ANIMAL STUDIES: In dogs, 120,000 ppm isopentane was required to induce light anesthesia. Isopentane was lethal to dogs at levels of 150,000-170,000 ppm. Mice exposed to 90,000 ppm isopentane for 11 min showed light anesthesia. At higher concentrations (110,000 and 120,000 ppm), the CNS depression effect appeared within 4 and 2 min, respectively. In rats, no treatment-related effects of isopentane were found in relation to the reproductive capacity of parental animals or the pre- and post-natal development of the F1 generation. There were no treatment-related effects in either gender at </= 300 mg/kg/day. The mutagenic activity of isopentane has been assayed using the Ames test. At concentrations of 100,000 ppm, it was not mutagenic in the presence and absence of a metabolic activating system.
Pentane is a central nervous system depressant. It affects the peripheral nervous system through demyelinization and axonal degeneration. (T29)
Plant Concentrations
Isopentane was detected, not quantified in emissions from bay-leaved willow, aspen (Popular tremula), balsam poplar, European oak (Quercus robur), European larch (Larix sibirica), European fir (Picea excelsa), sorb, silver fir tree, red bilberry shrub (Vaccinium vitis-ideae), bilberry shrub (V. myrtillus), fern (Dryopteris felix-mas) and deciduous moss (Polytrichum commune)(1).
Signs and Symptoms
Dizziness. Drowsiness. Headache. Unconsciousness.
Dry skin.
No acute symptoms expected.
Nausea. Vomiting. Aspiration hazard!
Pentane is a central nervous system depressant and can cause anorexia, euphoria, dizziness, headache, depression, confusion, inability to concentrate, anoxia, narcosis, and loss of consciousness and coma at high concentrations. Contact with the skin results in cause drying, erythema, hyperpigmentation, hyperemia, dermatitis, burning pain, and blisters. (T14, T29, A600)
Ongoing Test Status
The following link will take the user to the National Toxicology Program (NTP) Test Status of Agents Search page, which tabulates the results and current status of tests such as "Short-Term Toxicity Studies", "Long-term Carcinogenicity Studies", "Developmental Studies", "Genetic Toxicology Studies", etc., performed with this chemical. Testing status for isopentane is available.[Available from, as of March 27, 2018: https://ntpsearch.niehs.nih.gov/?e=True&ContentType=Testing+Status]
Regulatorische Informationen
Atmospheric Standards
This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Isopentane is produced, as an intermediate or a final product, by process units covered under this subpart.
DHS Chemicals of Interest (COI)
Isopentane
1
10000
Flammable chemical that can be released at a facility.
Sicherheitsdaten
- ridadr
- 1265
- hazard_class
- 3
- packing_group
- I
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
Isopentane is metabolized by hydroxylation to 2-methyl-2-butanol as the major metabolite, and 3-methyl-2-butanol, 2-methyl-1-butanol, and 3-methyl-1-butanol as minor metabolites in rat, mouse, rabbit, and guinea pig liver microsomes.
... Male mice of ICR strain were exposed to about 5% n-pentane for one hour while the oxygen in the environmental air was maintained at about 20%. Then their blood and liver tissue were collected and analyzed by means of GC and GC-MS. The metabolites thus obtained were 2-pentanol, 3-pentanol and 2-pentanone. The same procedure was repeated with isopentane; 3-methyl-2-butanol, 2-methyl-2-butanol and 3-methyl-2-butanone were detected as the resultant metabolites. In the presence of the NADPH-generating system liver microsomes were made to react to the substrate of saturated n-pentane or isopentane aqueous solution at 37 degrees C for one hour. As a result, the same metabolites were produced as obtained in the exposure experiment. It was therefore suggested that n-pentane and isopentane were metabolized chiefly by liver microsomes.
Pentane is absorbed following inhalation and ingestion, and to a small extent from dermal exposure. Once in the body it distributes to the tissues and blood, with the highest concentration in the adipose tissue. Pentane is metabolized by the cytochrome P-450 system. The main metabolite is 2-pentanol, followed by 3-pentanol, and 2-pentanone. These intermediates are further metabolized to glucuronic acid conjugates or oxidized to ketone products, which are excreted in the urine and expired air. (A600)
Verwendung und Herstellung
Uses
CIR ingredient: Isopentane
Used as a chemical intermediate, a blowing agent for polystyrene, a gasoline additive, and an anesthetic; [HSDB]
Solvent, manufacture of chlorinated derivatives, blowing agent for polystyrene.
... Uused as gasoline blending feedstock for high-octane gasoline, especially in the winter months.
CHEM INT FOR AMYL CHLORIDE; FOR AMYL ALCOHOLS; PRINCIPALLY AS ANTIKNOCK GASOLINE ADDITIVE
Pentanes are components of some fuels, such as gasoline, and are also used as specialty solvents in the laboratory. (L1287)
U.S. Production
2023: 4,000,000,000 - <5,500,000,000 lb
This chemical is listed as a High Production Volume (HPV) (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).
(1972) 7.2X10+11 GRAMS
(1975) 3.75X10+11 GRAMS
Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#1728]
Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Isopentane:
Methods of Manufacturing
... Isopentane can be isolated from the liquid components of natural gas or from light gasoline (naphtha), either by molecular sieve separation or by superfractionation
Fractional distillation from petroleum, purified by rectification.
... Isopentane /is/ ... produced primarily by fractional distillation of natural-gas liquids and crude oil. ... Also produced from the catalytic cracking of naphtha. The pentane or C5 fractions obtained from these sources can be separated by careful fractional distillation or passage through a molecular sieve unit to yield ... isopentane.
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Butane, 2-methyl-: ACTIVE
There are three isomeric pentanes, i.e., saturated aliphatic hydrocarbons of molecular formula C5H12. They are commonly called n-pentane, isopentane (2-methylbutane), and neopentane (2,2-dimethylpropane).
The main use for pentanes has been in motor fuel, though regulations limiting fuel vapor pressure are decreasing the amount of pentanes, particularly isopentane, present in gasoline during warm parts of the year.
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