Cyclopentanone

0.94869 at 68 °F (NTP, 1992) - Less dense than water; will float

0.94869 @ 20 °C/4 °C

Relative density (water = 1): 0.95

0.950-0.960

0.95 @ 20°C

Sol in alcohol, acetone, ether

Estimated water solubility of 9175 mg/l

Solubility in water: poor

water; miscible in ether

Miscible at room temperature (in ethanol)

86 °F (NTP, 1992)

87 °F (CLOSED CUP)

26 °C

267.17 °F at 760 mmHg (NTP, 1992)

130.6 °C AT 760 MM HG

130.00 to 131.00 °C. @ 760.00 mm Hg

131 °C

130-131 °C

130.6 °C @760 [mm Hg]

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P264, P264+P265, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 1.8% (12 of 678) of reports.

Warning

H226 (98.2%): Flammable liquid and vapor [Warning Flammable liquids]

Chemical: Cyclopentanone

Regulation (EC) No 1334/2008 (amended)

Cyclopentanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclopentanone 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: 29-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13920

Cyclopentanone: Does not have an individual approval but may be used under an appropriate group standard

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.)

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

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

Flammable. Heating will cause rise in pressure with risk of bursting. Gas/air mixtures are explosive.

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

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

A skin and eye irritant; A possible respiratory tract irritant; Can be absorbed through skin; [ICSC] Inhalation of high concentrations can cause CNS depression; [HSDB] May cause irritation or burns to skin and eyes; [CAMEO] A skin and eye irritant; [eChemPortal: ESIS] Oral LD50 (mouse) = 1820 mg/kg; Effects in high-dose animal studies include somnolence, coma, and other changes to liver; [RTECS] Safe when used as a flavoring agent; [JECFA]

The major hazards encountered in the use and handling of cyclopentanone stem from its toxicologic properties and flammability. Toxic by all routes (ie, inhalation, ingestion, and dermal absorption), exposure to this peppermint-smelling, water-white liquid may occur from its production and use as an intermediate for pharmaceuticals, biologicals, insecticides, and rubber chemicals. Effects from exposure may include contact burns to the skin and eyes, CNS depression, and suffocation. In activities and situations where over-exposure may occur, wear protective clothing and a positive pressure self-contained breathing apparatus. If contact should occur, irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes and wash exposed skin thoroughly with soap and water. Contaminated clothing and shoes should be removed and isolated at the site. Cyclopentanone may be ignited by heat, sparks, or flames (flash point: 87 °F, closed cup), and is dangerously reactive with oxidizing materials. Its heavier-than-air vapor may travel to a source of ignition and flash back, or accumulate to explosive concentrations in confined spaces such as sewers. Also, containers of this substance may explode in the heat of a fire. For fires involving cyclopentanone, extinguish with dry chemical, CO2, water spray, fog, or alcohol-resistant foam. Isolate the area for 1/2 mile in all directions if a tank, rail car, or tank truck is involved in the fire. For small spills of cyclopentanone, take up with sand or other noncombustible absorbent and place into containers for later disposal. Large spills should first be diked far ahead of the spill.

OPDYKE DL J; FOOD COSMET TOXICOL 17 (3): 271 (1979). REVIEW WITH 23 REFERENCES ON TOXICITY, INHALATION, IRRITATION, SENSITIZATION, METABOLISM, PHARMACOLOGY & CYTOTOXICITY OF CYCLOPENTANONE.

Savolainer H; Nordic Expert Group for Documentation of Occupational Exposure Limits. Arbetarskyddtyrelsen Publikationsservice, 171 84 Solna, Sweden 33 pp. (1985). Literature survey on cyclohexanone and cyclopentanone as background for discussion of occupational exposure limits.

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

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

Fresh air, rest. Refer for medical attention.

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.

· 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.

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:

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

Immediate precautionary measure

TERRESTRIAL FATE: Cyclopentanone is not expected to hydrolyse in soils(1), or undergo photolysis on sunlit soil surfaces due to lack of >290 nm UV adsorption(2). A single 5-day BOD screening test, which utilized activated sludge for inocula, suggests that cyclopentanone will biodegrade rapidly upon acclimation in terrestrial environments(3). An estimated Koc of 30(1) indicates cyclopentanone should have a very high mobility in soil(4). A Henry's Law constant of 1.0X10-5 atm-cu m/mole(5) suggests volatilization of cyclopentanone from moist soils may be an important fate process(1). Based on a vapor pressure of 11.4 mm Hg at 25 °C(6), cyclopentanone should evaporate from dry surfaces, especially when present in high concn such as in spill situations(SRC).

AQUATIC FATE: Cyclopentanone is not expected to hydrolyze(1) or undergo direct photolysis in aquatic systems(2). A single 5-day BOD screening test, which utilized activated sludge for inocula, suggests that cyclopentanone will biodegrade rapidly upon acclimation in natural waters(3). An estimated log bioconcentration factor (log BCF) of -0.05(1) indicates cyclopentanone should not bioconcentrate in aquatic organisms(SRC). An estimated Koc of 30(1) indicates cyclopentanone should not partition from the water column to organic matter contained in sediments and suspended solids(SRC). A Henry's Law constant of 1.0X10-5 atm-cu m/mole at 25 °C(4) indicates that volatilization of cyclopentanone from natural bodies of water should be an important fate process(1). Based on this Henry's Law constant, the volatilization half-life from a model river has been estimated to be 3.5 days(1,SRC). The volatilization half-life from an model pond, which considers the effect of adsorption, has been estimated to be about 40 days(5,SRC).

ATMOSPHERIC FATE: Based on a vapor pressure of 11.4 mm Hg at 25 °C(1), cyclopentanone is expected to exist almost entirely in the vapor phase in ambient air(2). Vapor phase reactions with photochemically produced hydroxyl radicals in the atmosphere have been shown to be important(SRC). A rate constant for cyclopentanone of 2.94X10-12 cu cm/molecule-sec at 25 °C corresponds to an atmospheric half-life of about 5.5 days at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(3). Direct photolysis in air is not expected to be an important environmental fate process(4).

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

Cyclopentanone was detected in 4 of 7 wastewater effluents from energy related processes(1). A groundwater water sample from a coal gasification facility in Hanna, WY contained cyclopentanone at an average concn of 32 ppb; the process water at a coal gasification facility in Gillette, WY contained cyclopentanone at an average concn of 110 ppb; effluent from the gasification of Rosebud coal in Morgantown, WV contained cyclopentanone at an average concn of 56 ppb; and retort water from an in situ shale oil processing facility in Rock Spring, WY contained cyclopentanone at an average concn of 5 ppb(1). Wastewater from coal gasification at the Grand Fork's Energy Technology Center, ND was also reported to contain cyclopentanone at a concn of 0.8 mg/L(2). In addition, wastewater effluent from a shale oil facility in Queensland, Australia was shown to contain cyclopentanone at a concn of 53 mg/L(3).

/PRODUCES CNS DEPRESSION/ IN HIGH CONCN.

25 MMOLAR CYCLOPENTANONE INCUBATED WITH /HUMAN LUNG FIBROBLAST/ CELLS FOR 30 MIN AT 37 °C SHOWED NO SIGNS OF ACTIVE MEMBRANE DAMAGE.

Cyclopentanone may be released to the environment via effluents at sites where it is produced or used as an intermediate for pharmaceuticals, biologicals, insecticides and rubber chemicals(4). Cyclopentanone is also released to the environment via effluents from the manufacture and use of coal-derived liquid fuels and the disposal of coal liquefaction and gasification waste byproducts(1-3).

Pure culture studies showed various isolated species of bacteria(1,2) and yeast(3) were unable to utilize cyclopentanone as a single carbon source. A single 5-day BOD screening test, which utilized activated sludge for inocula, indicates cyclopentanone biodegraded rapidly with acclimation(4). After a 20 day acclimation period. 95.4% COD of an initial concn of 100 mg/L was removed in a closed bottle maintained at 20 °C and a pH of 7.2(4).

Based upon an estimated log kow of 0.24(1), the bioconcentration factor (log BCF) for cyclopentanone has been calculated to be -0.05, from a recommended regression-derived equations(2). This BCF value indicates cyclopentanone should not bioconcentrate in aquatic organisms(SRC).

... MINOR (1-2%) METABOLITES OF CYCLOPENTANONE ... HAVE BEEN DETECTED IN RAT & RABBIT URINE. 2-HYDROXYCYCLOALKYLMERCAPTURIC ACIDS ... WHICH WERE PRESENT AS ... SULFATE ('DOUBLE CONJUGATE') ... PRESUMABLY FORMED BY DEHYDRATION OF CYCLOALKANOLS (MAJOR METABOLITES) TO CYCLOALKENES WITH SUBSEQUENT EPOXIDATION & MERCAPTURATION.

... RABBITS FED ... /CYCLOPENTANONE/ EXCRETED LARGE AMT (MORE THAN HALF THE DOSE) AS CYCLOPENTYL ... GLUCURONIDE ... MINOR AMT OF SULFATE CONJUGATES WERE ALSO PRESENT.

Used as intermediate for pharmaceuticals, biologicals, insecticides, and rubber chemicals; [Hawley]

INT FOR PHARMACEUTICALS, BIOLOGICALS, INSECTICIDES, & RUBBER CHEMICALS.

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Computer and Electronic Product Manufacturing

Cyclopentanone: ACTIVE