2-Pentanone

HCID 7895CAS 107-87-9

Grundinformationen

Standard-SMILES
CCCC(C)=O
InChIKey
XNLICIUVMPYHGG-UHFFFAOYSA-N
Summenformel
C5H10O
Durchschnittliche Molmasse
86,13 g/mol
Monoisotopische Masse
86,07316494

Überblick

Methyl propyl ketone appears as a clear colorless liquid with the odor of fingernail polish. Flash point 45 °F. Less dense than water and soluble in water. Hence floats on water. Density 0.809 g / cm3. Vapors heavier than air.

Namen und Bezeichner

Bevorzugter Name
2-Pentanone
IUPAC
pentan-2-one
Lokaler Name
Pentan-2-on
Englischer Name
2-Pentanone
Summenformel
C5H10O
Molmasse
86.13

Namen und Synonyme

2-Pentanone107-87-9PENTAN-2-ONEMETHYL PROPYL KETONEEthyl acetoneEthylacetoneMethyl n-propyl ketonePropyl methyl ketoneMetylopropyloketonMethylpropyl ketoneMethyl-propyl-cetoneFEMA No. 2842
Weitere Namen anzeigen
MPK2-PentanonPENTANONE-2FEMA 28422-Pentanone, 99%, pure2-PENTANONE, REAGENTPLUS, >=99%, PURIFIED BY REDISTILLATION2-WT
FEMA Number 28424-methyl-2-butanoneMethyl-n-propyl ketoneDTXSID0021888AI3-32118NSC-5350I97392I10VDTXCID301888

Datenbank-Bezeichner

CAS
107-87-9
PubChem CID
7895
DTXSID
DTXSID0021888
ChEMBL
CHEMBL45345
ChEBI
CHEBI:16472
UNII
I97392I10V
EC Number
203-528-1
Nikkaji
J5.065B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,9
Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
6

Experimentelle und physikochemische Eigenschaften

Chemical ClassesFlammable agents - 3rd degree
LipidsFatty Acyls [FA] -> Oxygenated hydrocarbons [FA12]
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (2-Pentanone) -> IFRA transparency List
LogP · 3 Einträge

log Kow = 0.91

0.91

0.91

Physikochemische Eigenschaften

Schmelzpunkt
-78 °C · -78 °C (lit.)
Siedepunkt
101 · 101-105 °C (lit.)
Dichte
0.809 g/mL · 0.809 g/mL at 25 °C (lit.)
Dampfdruck
27 mm · 27 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.39(lit.)
FEMA
2842 · 2842 | 2-PENTANONE

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 0.3% (6 of 1881) of reports.

Danger

H225 (31.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P305+P351+P338, P319, P330, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1881 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: 2-Pentanone

Regulation (EC) No 1831/2003 (amended)

2-Pentanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Pentanone 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: 12-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11491

2-Pentanone: HSNO Approval: HSR001046 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.)

DOT LabelFlammable Liquid
Fire Hazards · 3 Einträge

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.

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

Highly flammable. Vapour/air mixtures are explosive.

Fire PotentialA highly flammable liquid. A very dangerous fire hazard when exposed to heat or flame ...
Health Hazards · 2 Einträge

Exposure can cause irritation of eyes, nose and throat. (USCG, 1999)

· Inhalation or contact with material may irritate or burn skin and eyes.

Hazards SummaryCauses CNS depression and fatty degeneration of the liver after inhalation of high doses by experimental animals; A respiratory tract irritant; [ACGIH]

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:

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

First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· 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 Einträge

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.
Exposure Control and Personal Protection · 2 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).

12832.0 [ppm]

Toxikologische Informationen

Body Burden2-Pentanone was detected, but not quantified, in 2 of 12 samples of human milk from 4 urban/industrial areas in the USA(1). 2-Pentanone was detected, not quantified in human milk samples from Jersey City and Bayonne, New Jersey(2).
Interactions · 2 Einträge

Thresholds responses of odor, nasal pungency (irritation), and eye irritation were measured for single chemicals (1-propanol, 1-hexanol, ethyl acetate, heptyl acetate, 2-pentanone, 2-heptanone, toluene, ethyl benzene, and propyl benzene) and mixtures of them (two three-component mixtures, two six-component mixtures, and one nine-component mixture). Nasal pungency was measured in subjects lacking a functional sense of smell (i.e., anosmics) to avoid interference from olfaction. Various degrees of stimulus agonism (additive effects) were observed for each of the three sensory channels when testing mixtures. As the number of components and the lipophilicity of such components in the mixtures decreased, so did the degree of agonism. Synergistic stimulus agonism characterized the eye-irritation response for the most complex (the nine-component) and the most lipophilic (one of the six-component) mixtures. Physicochemical properties play a large role in the determination of sensitivity to airborne chemicals, particularly to their ability to evoke irritation. While this has revealed itself previously with respect to single chemicals, it seems to have relevance to mixtures as well.

Chloroform-induced liver injury was evaluated in male rats pretreated (15 mmol/kg, orally) with 2-pentanone. After 18 hr, a challenging dose of chloroform (0.50 or 0.75 mL/kg, ip) was given, it potentiated chloroform-induced liver damage. The severity of the potentiated hepatotoxic response increased significantly with the ketone C chain length.

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 2 Einträge

LC50 Pimephales promelas (Fathead minnow, age 32 days, mean length 18.4 mm, mean weight 0.095 g) 1240 mg/L/96 hr (95% confidence limit: 1190-1290 mg/L); flow through, 24.4 °C, pH 7.7, dissolved oxygen 7.2 mg/L, hardness 44.5 mg/L CaCO3, alkalinity 42.6 mg/L CaCO3 /97% purity/

EC50 Pimephales promelas (Fathead minnow, age 32 days, mean length 18.4 mm, mean weight 0.095 g) 1210 mg/L/96 hr; flow through, 24.4 °C, pH 7.7, dissolved oxygen 7.2 mg/L, hardness 44.5 mg/L CaCO3, alkalinity 42.6 mg/L CaCO3; Effect: Affected fish lost schooling behavior and swam in a corkscrew/spiral pattern near the tank surface. They were hyperactive and overreactive to external stimuli, had increased respiration and edema, were darkly colored, and lost equilibrium prior to death. /97% purity/

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 75(SRC), determined from a log Kow of 0.91(2) and a regression-derived equation(3), indicates that 2-pentanone is expected to have high mobility in soil(SRC). Volatilization of 2-pentanone from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 8.36X10-5 atm-cu m/mole(4). 2-Pentanone is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 35.4 mm Hg(5). 2-Pentanone has been shown to biodegrade under aerobic conditions(6-8).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 75(SRC), determined from a log Kow of 0.91(2) and a regression-derived equation(3), indicates that 2-pentanone is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 8.36X10-5 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 12 hours and 6.6 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 2-Pentanone is expected to biodegrade in water based on a screening test designed to simulate a polluted river, where the 5 day theoretical BOD for 2-pentanone was 43%(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-pentanone, which has a vapor pressure of 35.4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-pentanone 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 3.5 days(SRC), calculated from its rate constant of 4.56X10-12 cu cm/molecule-sec at 25 °C(3). 2-Pentanone contains chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(4).

Food Survey Values · 2 Einträge

/IT IS USED IN/ NON-ALCOHOLIC BEVERAGES AT 13 PPM; ICE CREAM, ICES, ETC 34 PPM; CANDY & BAKED GOODS AT 32 PPM.

2-Pentanone was detected at a concn of 0.01 ug/g in the volatiles of pineapples(1). 2-Pentanone was identified, not quantified, in the volatiles of blue cheese(2), cured pork(3), beef(4), bananas(5), mango(6), chickpea seeds(7), chicken, mutton and pork(8), kiwi(9), Beaufort cheese(10), roasted filberts(11), fish sauce(12), and dry cured and spoiled ham(13). 2-Pentanone was identified, not quantified, in the volatiles of bananas, white bread, soybeans, potato chips, and toasted oats(14). 2-Pentanone was detected at a concn of 45-245 ppb in dry beans, and 59 and 29 ppb in split peas and lentils(15).

Regulatorische Informationen

FDA Requirements · 1 Eintrag

Methyl propyl ketone is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Sicherheitsdaten

OEB
A
OEL
TWA: 150 ppm (530 mg/m3)
wgk
1
IDLA
1,500 ppm
tsca
TSCA listed
ridadr
UN 1249

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

... 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. ... 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 ... /was/ metabolized chiefly by liver microsomes. Male mice of ICR strain were fed with 80 mg/kg b.w. of phenobarbital for consecutive four days and exposed to n-pentane ... for one hour. This resulted in an increase in the amount of 2-pentanol and 2-pentanone in the n-pentane inhalation .... inhalation experiment. ...

METHYL-N-PROPYL KETONE CAN BE ABSORBED ... THROUGH SKIN ... ELIMINATION TAKES PLACE MAINLY UNCHANGED IN EXPIRED AIR, TO EXTENT OF 38-54% IN ABOUT 25-35 HR ... RATE OF ELIMINATION FROM BLOOD STREAM IS ONLY HALF AS FAST AS ... CORRESPONDING ALCOHOL, BUT IT IS EXCRETED TO SOME EXTENT IN COMBINATION WITH GLUCURONIC ACID.

Absorption, Distribution and Excretion · 1 Eintrag

METHYL-N-PROPYL KETONE CAN BE ABSORBED ... THROUGH SKIN ... ELIMINATION TAKES PLACE MAINLY UNCHANGED IN EXPIRED AIR, TO EXTENT OF 38-54% IN ABOUT 25-35 HR ... RATE OF ELIMINATION FROM BLOOD STREAM IS ONLY HALF AS FAST AS ... CORRESPONDING ALCOHOL, BUT IT IS EXCRETED TO SOME EXTENT IN COMBINATION WITH GLUCURONIC ACID.

Cellular LocationsCytoplasm

Verwendung und Herstellung

Uses · 6 Einträge

Used as a solvent, a flavoring agent, and in organic synthesis; [ACGIH] Used as a solvent for lacquers and surface coatings; [HSDB]

Painting (Solvents) [Category: Paint]

SYNTHETIC FLAVOR INGREDIENT

Solvent, substitute for diethyl ketone, flavoring.

Solvent

INT FOR COSMETICS & PHARMACEUTICALS; SOLVENT FOR SURFACE COATINGS, IN LACQUERS & IN LACQUER REMOVERS

Impurities... The commercial material consists of a mixture of methyl propyl and diethyl ketones in the approximate ratio of 3:1 and contains at least 97% of these ketones, the balance being sec-amyl alcohol. ...
U.S. Production · 3 Einträge

2023: 10,000,000 - <25,000,000 lb

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#529]

2-Pentanone 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).

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesSolvent
Methods of Manufacturing · 4 Einträge

OXIDATION OF PENTAN-2-OL

DRY DISTILLATION OF A MIXTURE OF CALCIUM ACETATE & CALCIUM BUTYRAT FRIEDEL, ANNALEN, 108, 124, 1858. ALSO /PREPARED/ BY OXIDATION OF SODIUM OR AMMONIUM N-CAPROATE WITH HYDROGEN PEROXIDE.

Ethylene + methyl acetoacetate

From isoamyl chloride and sodamide in liquid ammonia; by reduction of isoamyl nitrile.

Anwendungen · 2 Einträge

OccurrenceReported found in wood spirit; also present in Ananas sativus; a few banana species, grapevines and some citrus fruits. Also reported found in over 120 foods and beverages including fresh apple, papaya, fresh blackberry, vinegar, wheaten bread, other types of bread, Swiss cheese, Camembert cheese, cheddar cheese, other cheeses, white wine, unprocessed rice, water yam, apricot, orange juice, guava, grapes, pear, pineapple, strawberry, asparagus, carrot, celery, peas, tomato, butter, yogurt, cream, milk powder, buttermilk, boiled egg, caviar, raw fish, cooked chicken and beef, pork fat, pork liver, hop oil, beer, cognac, rum, bourbon whiskey, white wine, cocoa, coffee, roasted filberts and peanuts, peanut oil, potato chips, oat flakes, honey, soybean, passion fruit, plum, beans, mushroom, starfruit, trassi, mango, globe artichoke, rice, soursop, malt, loquat, endive, shrimp, crab, lamb’s lettuce and cape gooseberry.

Verwenden2-Pentanone is used as a solvent for lacquers and surface coatings. It acts as a flavoring agent. It is also used as a solvent for cleaning and degreasing purpose. Further, it serves as an intermediate, paint additive and coating additive.

Darstellung

synthetische2-Pentanone was Prepared by dry distillation of a mixture consisting of calcium acetate and calcium butyrate; also by oxidation of sodium or ammonium n-caproate with H2O2.

Anbieter50 Anbieter

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Ergänzende Hinweise

DefinitionChEBI: 2-Pentanone is a pentanone carrying an oxo substituent at position 2. It has a role as a plant metabolite. It is a methyl ketone and a pentanone.

Zugehörige Reaktionen

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