2-Methylpentane

HCID 7892CAS 107-83-5

Basic information

Standard SMILES
CCCC(C)C
InChIKey
AFABGHUZZDYHJO-UHFFFAOYSA-N
Molecular formula
C6H14
Average molar mass
86.18 g/mol
Monoisotopic mass
86.10955045

Overview

Watery liquid with a gasoline-like odor, Floats on water. Produces an irritating vapor. (USCG, 1999)

Names & identifiers

Preferred name
2-Methylpentane
IUPAC
2-methylpentane
English name
2-methylpentane
Molecular formula
C6H14
Molecular weight
86.18

Names & synonyms

2-METHYLPENTANE107-83-5Pentane, 2-methyl-2-Methyl pentane1,1-DimethylbutaneDimethylpropylmethane2-Methyl-pentaneDTXSID402914349IB0U6MLDNSC-66496KYOWASOL C 600MKYOWAZOL C 600
Show more names
METHYLPENTANEpentane,2-methyl-NSC 66496(CH3)2CH(CH2)2CH3Methylpentane,99%2-Methylpentane>
DTXCID509143RefChem:88359203-523-4Isohexane73513-42-5SOLVENT DEGREASERMethyl pentane43133-95-5

Database identifiers

CAS
107-83-5、43133-95-5、73513-42-5
PubChem CID
7892
DTXSID
DTXSID4029143
ChEMBL
CHEMBL30909
ChEBI
CHEBI:88374
UNII
49IB0U6MLD
EC Number
203-523-4、639-864-4
Nikkaji
J43.511B

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
2
Heavy atoms
6

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Aliphatics, Saturated (<C12)
SpringerMaterials PropertiesBoiling point
LogP3.2 (estimated)
Density · 5 items

0.653 at 68 °F (USCG, 1999) - Less dense than water; will float

0.6550 g/cu cm at 25 °C

Relative density (water = 1): 0.65

0.65-0.66

0.669 @25 °C

Color/Form · 2 items

Colorless liquid

Liquid or oil

Physicochemical properties

Melting point
-154 °C · -154 °C (lit.)
Boiling point
62 °C · 62 °C (lit.)
Density
0.653 g/mL · 0.653 g/mL at 25 °C (lit.)
vapor density
3 · 3 (vs air)
vapor pressure
6.77 psi · 6.77 psi ( 37.7 °C)
refractive index
20 · n20/D 1.371(lit.)

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, P264, P271, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P319, P321, P331, P332+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H225 (99.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P319, P321, P331, P332+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 6 items

Chemical: Pentane, 2-methyl-

Pentane, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentane, 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: 23-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/12540

Status: Active Update: 09-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/24597

2-Methylpentane: Does not have an individual approval but may be used under an appropriate group standard

Isohexane: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT Label · 2 items

Flammable Liquid

Flammable Liquid

Fire Hazards · 3 items

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

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

Highly flammable. Vapour/air mixtures are explosive.

Health Hazards · 2 items

Inhalation causes irritation of respiratory tract, cough, mild depression, cardiac arrhythmias. Aspiration causes severe lung irritation, coughing, pulmonary edema; excitement followed by depression. Ingestion causes nausea, vomiting, swelling of abdomen, headache, depression. (USCG, 1999)

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

Hazards Summary · 1 item

Causes narcosis in mice at 30,000 ppm in 30-60 minutes; [ACGIH] No listed effects of short-term or long-term exposure; [ICSC] An eye irritant; [HSDB] Inhalation of high concentrations can cause CNS depression; [CHEMINFO] An irritant; Inhalation of high concentrations may cause CNS effects; [MSDSonline]

Reactive Group · 2 items

Hydrocarbons, Aliphatic Saturated

Hydrocarbons, Aliphatic Saturated

Safety & protection

Fire Fighting · 3 items

Fire Extinguishing Agents Not to Be Used: Water may be ineffective

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

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

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

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

Rinse mouth. Give nothing to drink. Do NOT induce vomiting. Refer immediately for medical attention.

First Aid · 2 items

INHALATION: maintain respiration, give oxygen if needed.

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

Safe StorageFireproof. Cooled. Separated from strong oxidants. Store in an area without drain or sewer access. Do NOT store or transport in containers made from plastic.
Exposure Control and Personal Protection500.0 [ppm]
Fire Fighting Procedures · 3 items

Wear self contained breathing apparatus for fire fighting if necessary.

Use water spray to cool unopened containers.

Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Toxicology

Body Burden · 1 item

2-Methylpentane was detected in 3 of 12 breath samples collected in New Jersey during a pilot broad spectrum analysis of exposure to chemicals conducted by the EPA's Total Exposure Assessment Methodology (TEAM) Study(1). 2-Methylpentane was detected in the urine of 22 exposed workers(2). During a German Environmental Survey, 2-methylpentane was detected above 1 ug/cu m in 113 personal exposure samples collected from individuals in the Western part of Germany(3). The 95th percentile and geometric mean concentrations in these samples were 150 and 16.3 ug/cu m, respectively(3). From alveolar breath data after 1 individual was exposed to 2000 ug/cm m 2-methylpentane(site: home garage with fuel handling and wood staining; duration: 2.2hours), half-lives were calculated using a one compartment model to be 0.86 hours and two compartment model to be 0.21 hours and 3.18 hours(3). In the same study, whole breath data was also used to calculate half-lives for 2-methylpentane using the one compartment model 1.02 hours and two compartment model 0.26 hours and 2.25 hours(3).

Health Effects · 1 item

Hexane mainly affects the nervous system. It causes degeneration of the peripheral nervous system (and eventually the central nervous system), starting with damage to the nerve axons. Exposure to hexane may also damage the lungs and reproductive system. (L977, L978)

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 610(SRC), determined from a structure estimation method(2), indicates that 2-methylpentane is expected to have low mobility in soil(SRC). Volatilization of 2-methylpentane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.7 atm-cu m/mole(SRC), based upon its vapor pressure, 211 mm Hg(3), and water solubility, 14.2 mg/L(4). 2-Methylpentane is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). A 93% of theoretical BOD using activated sludge in the Japanese MITI screening test(5) suggests that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 110(SRC), determined from a structure estimation method(2), indicates that 2-methylpentane 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 1.71 atm-cu m/mole(SRC), derived from its vapor pressure, 211 mm Hg(4), and water solubility, 14.2 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 61(SRC), from an estimated log Kow of 3.21(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). A 93% of theoretical BOD using activated sludge in the Japanese MITI screening test(7) suggests 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), 2-methylpentane, which has a vapor pressure of 211 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-methylpentane 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 2.9 days(SRC), calculated from its rate constant of 5.57x10-12 cu cm/molecule-sec at 25 °C(3). Degradation is much faster under photochemical smog conditions with a 26.4% loss in 5 hr being reported in one study(4). 2-Methylpentane 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).

Food Survey Values · 1 item

2-Methylpentane has been detected as a volatile in nectarines(1). 2-Methylpentane has been identified as a volatile component of beef (2). 2-Methylpentane comprised of 0.47, 0.08, 0.62 and 0.67% of nonmethane organic carbon emissions monitored in restaurants, tortillerias, rotisseries and near food frying operations in Mexico City, respectively(3). 2-Methylpentane was detected in emissions during hamburger meat charbroiling at concentrations of 22,000 ug/kg(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 items

The substance can be absorbed into the body by inhalation of its vapour and through the skin.

Oral (L175) ;inhalation (L175) ;dermal (L175)

Safety data

OEB
A
OEL
TWA: 100.0 ppm; 350.0 mg/m3, STEL: 510.0 ppm; 1800.0 mg/m3
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
SA2985000

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

Methyl-2-pentanol was one of the metabolites found in connection with 2-methylpentane exposure.

Hexane is mainly absorbed via inhalation, as it is readily absorbed by the lungs. It is distributed throughout the body in the blood, and metabolized by mixed function oxidases in the liver to a number of metabolites. The initial reaction is oxidation by cytochrome P-450 isozymes to hexanols, predominantly 2-hexanol. Further reactions convert 2-hexanol to 2-hexanone, 2,5-hexanediol, 5-hydroxy-2-hexanone, 4,5-dihydroxy-2-hexanone and the neurotoxicant 2,5-hexanedione. Hexane metabolites are excreted in the urine, while unchanged hexane is excreted in expired air. (L175)

Uses & manufacturing

Uses · 5 items

Used as a solvent and to make other organic chemicals; [Hawley] Used as solvent (vegetable oils, glues, coatings, and paints); Found in gasoline, rubber solvent, and petroleum ether; [ACGIH]

Painting (Solvents) [Category: Paint]

Constituent of commercial hexanes

Organic synthesis, solvent

Pure hexane is used in laboratories. Most of the hexane used in industry is mixed with similar chemicals called solvents. The major use for solvents containing hexane is to extract vegetable oils from crops such as soybeans. These solvents are also used as cleaning agents in the printing, textile, furniture, and shoemaking industries. Certain kinds of special glues used in the roofing and shoe and leather industries also contain hexane. Several consumer products contain hexane, such as gasoline, quick-drying glues used in various hobbies, and rubber cement. (L175)

U.S. Production · 6 items

2023: 100,000,000 - <500,000,000 lb

(1972) GREATER THAN 4.54X10+5 GRAMS

(1975) GREATER THAN 4.54X10+5 GRAMS

Pentane, 2-methyl- 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).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#2861]

For more U.S. Production (Complete) data for 2-METHYLPENTANE (6 total), please visit the HSDB record page.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesFuel
Methods of ManufacturingFractional distillation of gasoline derived from crude oil or liquid product derived from natural gas
Formulations/Preparations · 2 items

Grades: 95%, 99%, research.

SBP 62/82 CONSISTS OF 2- & 3-METHYLPENTANE, COMPRISING 50% OF THE COMPOUND.

Applications · 4 items

UsesOrganic synthesis, solvent.

Uses2-Methylpentane is employed as a raw material, rubber solvent and vegetable oil extraction solvent. It is also used as a solvent in adhesives. Further, it is used as an intermediate in organic synthesis and finds application in food, preservatives, cosmetics, pharmaceuticals, beverages and flavor enhancer.

Uses2-Methylpentane is mainly used in studies involving the functionalization of aliphatic C–H bonds using different carbene insertion processes to form C–H insertion products. The metal-free Ritter-type amination reaction of tertiary C–H bond using iodic acid as an oxidant in the presence of N-hydroxyphthalimide has also been reported.

General DescriptionWatery liquid with a gasoline-like odor, Floats on water. Produces an irritating vapor.

Suppliers4 total

斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
江苏奥维新材料科技有限公司13335217656; 13335217656
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]

Additional notes

DefinitionChEBI: 2-Methylpentane is an alkane.

Related reactions

332 records

Linked notes

Loading…