Pentane

HCID 8003CAS 109-66-0

Basic information

Standard SMILES
CCCCC
InChIKey
OFBQJSOFQDEBGM-UHFFFAOYSA-N
Molecular formula
C5H12
Average molar mass
72.15 g/mol
Monoisotopic mass
72.09390038

Overview

N-pentane appears as a clear colorless liquid with a petroleum-like odor. Flash point -57 °F. Boiling point 97 °F. Less dense than water and insoluble in water. Hence floats on water. Vapors are heavier than air.

Names & identifiers

Preferred name
Pentane
IUPAC
pentane
English name
Pentane
Molecular formula
C5H12
Molecular weight
72.15

Names & synonyms

PENTANEn-Pentane109-66-0PentanSkellysolve APentanenPentaniAmyl hydrideTetrafumeTetrakilTetraspotDTXSID2025846
Show more names
PETANE1-PentaneN-PENTANn-C5H12NORMAL PENTANER601NP80
4FEX897A91NSC-72415DTXCID705846CHEBI:37830RefChem:6667203-692-4Pentanesnpentane

Database identifiers

CAS
109-66-0、68475-60-5、68476-43-7、68476-55-1、68647-60-9
PubChem CID
8003
DTXSID
DTXSID2025846
ChEMBL
CHEMBL16102
ChEBI
CHEBI:37830
UNII
4FEX897A91
EC Number
203-692-4
Nikkaji
J15I

Properties

Computed structural properties

XLogP
3.4
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
2
Heavy atoms
5

Experimental & physicochemical properties

Chemical Classes · 2 items

Flammable agents - 4th degree

Volatile Organic Compound (VOC)

LipidsFatty Acyls [FA] -> Hydrocarbons [FA11]
SolventsSolvents -> Aliphatics, Saturated (<C12)
CosmeticsSolvent; Propellant; Emollient
SpringerMaterials PropertiesGibbs energy
LogP · 3 items

log Kow = 3.39

3.39

3.39

Physicochemical properties

Melting point
-130 °C · -130 °C
Boiling point
36 °C · 36 °C
Density
0.626 g/mL · 0.626 g/mL at 25 °C(lit.)
vapor density
2.48 · 2.48 (vs air)
vapor pressure
26.98 psi · 26.98 psi ( 55 °C)
refractive index
20 · n20/D 1.358

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225: Highly 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)

This chemical does not meet GHS hazard criteria for 0.8% (11 of 1378) of reports.

Danger

H224 (16.4%): Extremely flammable liquid and vapor [Danger Flammable liquids]

Hazard information

Regulatory Information · 6 items

Chemical: Pentane

Regulation (EC) No 178/2002 (amended)

Pentane is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentane 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: 21-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15177

Pentane: HSNO Approval: HSR001212 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.)

Other Safety InformationIMAP assessments - Pentane: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 items

Behavior in Fire: Containers may explode (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Heating will cause rise in pressure with risk of bursting. Vapour/air mixtures are explosive.

Fire PotentialFlammable in the presence of a source of ignition when the temperature is above the flash point.
Health Hazards · 2 items

Low toxicity. Very high vapor concentrations produce narcosis. Aspiration into lungs can produce chemical pneumonitis and/or pulmonary edema. (USCG, 1999)

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

Safety & protection

Fire Fighting · 2 items

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

Use powder, carbon dioxide, alcohol-resistant foam, water spray. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

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 · 2 items

· 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 · 3 items

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:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants. Cool. Well closed. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Firefighting Hazards · 2 items

Containers may explode.

Shock can shatter metal containers and release contents.

Toxicology

Body Burdenn-Pentane was detected in 8 of 12 samples of mothers breast milk from the cities of Bayonne NJ, Jersey City NJ, Bridgeville PA and Baton Rouge LA(1).
TreatmentTreatment is mainly symptomatic and supportive. Gastric lavage, emesis, and the administration of activated charcoal should be avoided, as vomiting increases the risk of aspiration. (A600)
InteractionsPentane is a weak cardiac sensitizer of the dog heart to epinephrine.
Target OrgansEyes, skin, respiratory system, central nervous system
Health Effects · 1 item

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)

Ecotoxicity Values · 2 items

LC50; Species: Artemia salina (Brine Shrimp) nauplii; Conditions: saltwater, static, 20 °C; Concentration: 165 mmol/cu m for 24 hr /> or =97% purity/

EC50; Species: Daphnia magna (Water Flea) age 4-6 days, length 1.5 mm; Conditions: freshwater, static, 23 °C, pH 6-7, dissolved oxygen 5-9 mg/L; Concentration: 135 mmol/cu m for 48 hr (95% confidence interval: 111-164 mmol/cu m); Effect: intoxication, immobilization /> or =97% purity/

Regulatory information

TSCA Requirements · 2 items

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Pentane is included on this list. Effective date: 1/26/94; Sunset date: 6/30/98.

Atmospheric Standards · 1 item

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. n-Pentane is produced, as an intermediate or a final product, by process units covered under this subpart.

DHS Chemicals of Interest (COI) · 4 items

Pentane

1

10000

Flammable chemical that can be released at a facility.

Safety data

F
3-10
OEB
A
OEL
TWA: 120 ppm (350 mg/m3), Ceiling: 610 ppm (1800 mg/m3) [15-minute]
wgk
2
IDLA
1,500 ppm [10% LEL]
tsca
TSCA listed

Chemistry & industry

Pharmacology

Biological Half-Life... Gas-uptake pharmacokinetic studies in rats ... /have shown/ the elimination half-life of n-pentane to be about 0.13 hr.
Metabolism/Metabolites · 3 items

Excessive lipid peroxidation occurs in various diseases. However, even in health low levels of lipid peroxidation can be detected by measuring the pulmonary excretion of pentane. Lipid peroxidation has been postulated to be one of the causes of the ageing process. In order to test whether pentane excretion is related to age, we measured breath pentane in 47 healthy subjects (ages 21-79). We also measured serum levels of the antioxidants tocopherol, retinol, lycopene, beta carotene, ascorbate and zinc. We found that pentane excretion significantly (P < 0.05, r = 0.32) increased with age. Of the six antioxidants measured, only lycopene decreased significantly (P < 0.05, r = -0.47) with age, however, this decline did not statistically correlate with pentane excretion. The remaining five antioxidants either remained stable or increased over the age range studied. We conclude that lipid peroxidation, as assessed by pentane excretion, increases with advancing age but that this increase is independent of dietary antioxidant levels. /SRP: Pentane is formed from the lipid peroxidation of polyunsaturated fatty acids/

... The metabolism of n-pentane is saturable. The metabolic elimination rate was shown to be dependent on the atmospheric concn of n-pentane. Aliphatic hydroxylation is the major pathway by which n-pentane is metabolized. ... 2-Pentanol /was found/ to be the major metabolite (83-89%) formed in rat and rabbit liver microsomes. 3-Pentanol was also detected as a minor metabolite (11-16%). Ketone and aldehyde metabolites of n-pentane and 1-pentanol were not detected in the microsomal incubation mixture. ... 2- and 3-pentanol are metabolized in rats and rabbits to glucuronic acid conjugates or oxidized to ketone products that are excreted in the urine or expired air. Therefore, pentanol metabolites arising from the metabolism of n-pentane would also be expected to undergo similar metabolic transformation. ...

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)

Absorption, Distribution and Excretion · 1 item

... From results of studies which measured respiratory absorption of n-hexane and n-heptane ... significant absorption of pentane via the lungs /can be predicted/. ... Dermal absorption of liquid n-pentane would not be expected to be significant, since it would rapidly evaporate from the skin ... /Under occluded conditions/ n-pentane penetrates through full-thickness rat skin at a rate of 2.2 ug/sq cm/hr. ... It does partition into human tissues and blood. n-Pentane was found to be less soluble in blood than n-hexane or n-heptane. The measured blood/air partition coefficient was found to be 0.38, 0.80, and 1.9 for n-pentane, n-hexane, and n-heptane, respectively. Of seven tissues studied, n-pentane showed the highest solublility in adipose tissue followed by brain, liver, muscle, kidney, lung, and heart.

Cellular LocationsMembrane

Uses & manufacturing

Uses · 6 items

Used as a chemical raw material and in lighter fluids, blowtorch fuels, laboratory solvents, blowing agents for plastics, gasoline additives, and aerosol propellants; [HSDB] Used as foaming agent for expanded polystyrene (EPS) and polyurethane, process diluent/carrier for polymerizations, formulation solvent in adhesives, and for other minor uses (pharmaceuticals, degreasing agents, lubricants, stain removers, and cleaning agents); [ExPub: CPS&Q: RARs - Final Risk Assessment Report]

Working with Glues and Adhesives [Category: Other]

For pentane (USEPA/OPP Pesticide Code: 098001) 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./

Constituent in motor and aviation fuel; in solvent extraction processes, as a general laboratory solvent, and as a medium solvent for polymerization reactions; as raw material for production of olefins and other industrial chemicals like amyl chloride. Pentane is used in the manufacture of ice and low-temperature thermometers.

Additive in automotive, aviation and farm fuels.

Artificial ice manufacture, low-temperature thermometers, solvent extraction processes, blowing agent in plastics (e.g. expandable polystyrene), pesticide.

U.S. Production · 6 items

2023: 2,500,000,000 - <4,000,000,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 G

(1975) PROBABLY GREATER THAN 1.82X10+6 G

(1984) 4.89X10+10 g

(1987) 2.84X10+8 lb

For more U.S. Production (Complete) data for n-Pentane (8 total), please visit the HSDB record page.

Consumer UsesSoil amendments (fertilizers)
Industry UsesIntermediate
Methods of Manufacturing · 3 items

n-Pentane ... /is/ present in light gasoline fractions and can be recovered ... by superfractionation, possibly in combination with molecular sieve separation.

Fractional distillation from petroleum, purified by rectification.

Separation from natural gasoline; ... from virgin naphthas. ... Prepared by dehydration and subsequent hydrogenation of 2- and 3-pentanol; ... from 2-bromopentane by Grignard reaction.

Formulations/PreparationsGrades: pure, technical, commercial.
Applications · 4 items

Usesn-Pentane occurs in volatile petroleum fractions(gasoline) and as a constituent ofpetroleum ether. It is used as a solvent, in themanufacture of low-temperature thermometers,and as a blowing agent for plastics.

Usesn-Pentane is a flammable liquid. It has diverse uses in industry—for instance, as an aerosol propellant and as an important component of engine fuel. n-Pentane is a CNS depressant. Laboratory studies in dogs indicate that prolonged exposure to high concentrations of n-pentane induces cardiac sensitization, poor coordination, and inhibition of the righting reflexes. NIOSH has recommended limits of n-pentane for working areas.

UsesFuel; solvent; chemical synthesis

General DescriptionA clear colorless liquid with a petroleum-like odor. Flash point 57°F. Boiling point 97°F. Less dense than water and insoluble in water. Hence floats on water. Vapors are heavier than air.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
山东旭晨化工科技有限公司0533-15715337262 15715337262 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]

Additional notes

DefinitionA straightchain alkane obtained by distillation of crude oil.

Definitionpentane: A straight-chain alkanehydrocarbon, C5H12; r.d. 0.63; m.p.–129.7°C; b.p. 36.1°C. It is obtainedby distillation of petroleum.

Related reactions

2,668 records

Linked notes

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