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Cyclopentanone

HCID 8452
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Basic information

CAS
120-92-3
Standard SMILES
O=C1CCCC1
InChIKey
BGTOWKSIORTVQH-UHFFFAOYSA-N
Molecular formula
C5H8O
Average molar mass
84.12 g/mol
Monoisotopic mass
84.05751487

Overview

Cyclopentanone appears as a clear colorless liquid with a petroleum-like odor. Flash point 87 °F. Less dense than water and insoluble in water. Vapors heavier than air.

Names & identifiers

Preferred name
Cyclopentanone
IUPAC
cyclopentanone
English name
Cyclopentanone
Molecular formula
C5H8O
Molecular weight
84.12

Names & synonyms

CYCLOPENTANONE120-92-3Adipic ketoneKetocyclopentaneKetopentamethyleneDumasinAdipinketonAdipin ketonDTXSID3029154FEMA NO. 3910220W81TN3SNSC-4122
Show more names
Cyclopentanone-HGFEMA 3910opentanone
DTXCID209154CHEBI:16486RefChem:5722204-435-9cyclopentan-1-onecyclopentanonoxocyclopentaneNSC 4122

Database identifiers

CAS
120-92-3
PubChem CID
8452
DTXSID
DTXSID3029154
ChEMBL
CHEMBL18620
ChEBI
CHEBI:16486
UNII
220W81TN3S
EC Number
204-435-9
Nikkaji
J5.333C

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
6
Formal charge
0
Complexity
58.3

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesSchoenflies notation
LogP0.38
OdorDISTINCTIVE ETHEREAL ODOR, SOMEWHAT LIKE PEPPERMINT
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 5 items

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

Flavoring AgentsEU Flavoring substances
Color/FormWATER-WHITE, MOBILE LIQUID
Solubility · 5 items

Sol in alcohol, acetone, ether

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

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]

Hazard information

Regulatory Information · 6 items

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)

REACH registered substance: Cyclopentanone (EC: 204-435-9)

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.)

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

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.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

... 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.

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 2 items

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

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

U.S. Imports(1983) 2.00X10+5 g
U.S. Production2023: 5,500,000 - <7,000,000 lb
Consumer UsesFragrance
Industry UsesSolvent
Methods of ManufacturingPREPD BY HEATING ADIPIC ACID TO 285-295 °C IN PRESENCE OF BARIUM HYDROXIDE, DISTILLING, EXTRACTING WITH ETHER & FRACTIONATING.
Formulations/Preparations99+% PURITY GRADE /AVAILABLE FROM COASTAL SPECIALTY CHEMICALS/
Use Classification · 6 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Related reactions

879 records
New reaction record
HRID 10961 reaction equation
HRID 10961As reactantuspto-grants-2006_08
HRID 11416 reaction equation
HRID 11416As reactantuspto-grants-2006_08
HRID 12885 reaction equation
HRID 12885As reactantuspto-grants-2010_06
HRID 15036 reaction equation
HRID 15036As reactantuspto-grants-2010_06
HRID 20783 reaction equation
HRID 20783As reactantuspto-grants-2010_06
HRID 20784 reaction equation
HRID 20784As reactantuspto-grants-2010_06
HRID 20790 reaction equation
HRID 20790As reactantuspto-grants-2010_06
HRID 20792 reaction equation
HRID 20792As reactantuspto-grants-2010_06
Page 1 of 110

Compound notes

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Estimated water solubility of 9175 mg/l

Solubility in water: poor

water; miscible in ether

Miscible at room temperature (in ethanol)

Flash Point · 3 items

86 °F (NTP, 1992)

87 °F (CLOSED CUP)

26 °C

Boiling Point · 6 items

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]

Physicochemical properties

Melting point
-51 °C · -51 °C (lit.)
Boiling point
130 · 130-131 °C (lit.)
Density
0.951 g/mL · 0.951 g/mL at 25 °C (lit.)
vapor density
2.97 · 2.97 (vs air)
vapor pressure
11.5 hPa · 11.5 hPa (20 °C)
FEMA
3910 · 3910 | CYCLOPENTANONE
refractive index
20 · n20/D 1.437(lit.)
FLAVIS Number
7.149 · 07.149 | Cyclopentanone
Flash point
87 °F · 87 °F
storage temp.
30 °C · Store below +30°C.
solubility
9.18 g/l · 9.18g/l slightly soluble
form
Liquid
color
Clear colorless to slightly yellow
Odor
Pleasant
Odor Type
minty
biological source
synthetic
explosive limit
1.6 · 1.6-10.8%(V)
Water Solubility
PRACTICALLY INSOLUBLE
Merck
14 · 14,2743
JECFA Number
1101 · 1101
BRN
605573 · 605573
Henry's Law Constant
1.2 · 1.2×100 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
16 · 16.0(-49℃)
Stability
Stable. Incompatible with strong reducing agents, strong oxidizing agents, strong bases.
Major Application
flavors and fragrances
Cosmetics Ingredients Functions
PERFUMING
InChI
1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2
InChIKey
BGTOWKSIORTVQH-UHFFFAOYSA-N
SMILES
O=C1CCCC1
LogP
0.7 at · 0.7 at 25℃
Surface tension
33.78 mN/m · 33.78mN/m at 298.15K
CAS DataBase Reference
120 · 120-92-3(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
CYCLOPENTANONE
EWG's Food Scores
2 · 2
FDA UNII
220 W81TN3S · 220W81TN3S
NIST Chemistry Reference
Cyclopentanone(120-92-3)
EPA Substance Registry System
Cyclopentanone (120-92-3)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
2 · GHS02,GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H226
Precautionary statements
501 · P501-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P403+P235
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xi
Risk Statements
10 · 10-36/38
Safety Statements
23 · 23
RIDADR
2245 · UN 2245
WGK Germany
1 · 1
RTECS
4725000 · GY4725000
Autoignition Temperature
445 °C · 445 °C
TSCA
TSCA listed
HS Code
2914 · 2914 29 00
HazardClass
3 · 3
PackingGroup
III
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
2 Flam · Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2
Hazardous Substances Data
120 · 120-92-3(Hazardous Substances Data)
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Fire Potential
DANGEROUS WHEN EXPOSED TO FLAME; CAN REACT WITH OXIDIZING MATERIALS.
Health Hazards · 2 items

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

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

Hazards Summary · 2 items

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.

DOT ID and Guide2245 128
Reactive GroupKetones
EC ClassificationSymbol: Xi; R: 10-36/38; S: (2)-23
UN ClassificationUN Hazard Class: 3; UN Pack Group: III
Special Reports · 2 items

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.

Safety & protection

Fire Fighting · 2 items

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.

First Aid Measures · 3 items

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.

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 · 2 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:

Safe StorageFireproof. Separated from acids. Cool. Keep in the dark. Keep in a well-ventilated room. Store only if stabilized.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresALCOHOL FOAM, CARBON DIOXIDE, DRY CHEM.
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal MethodsThe following wastewater treatment technologies have been investigated for cyclopentanone: concentration process: Biological treatment
Spillage DisposalCollect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Isolation and Evacuation · 2 items

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

Immediate precautionary measure

Eye PreventionWear safety goggles.

Toxicology

Environmental Fate · 3 items

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).

Food Survey ValuesCyclopentanone was identified as a volatile component of baked potatoes produced by the baking process(1).
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
Signs and Symptoms · 3 items

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

Effluent Concentrations · 1 item

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).

Soil Adsorption/MobilityBased on an estimated water solubility of 9175 mg/L(1), a Koc value of 30 for cyclopentanone has been calculated from a regression-derived equation(1,SRC). This Koc value indicates cyclopentanone should be very highly mobile in soil(2).
Atmospheric ConcentrationsSOURCE DOMINATED: In Nov. 1982, cyclopentanone was detected in the air outside an oil shale wastewater facility of Occidental Oil Shale Inc. at Logan Wash, CO(1).
Human Toxicity Excerpts · 2 items

/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.

Artificial Pollution Sources · 1 item

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).

Environmental Biodegradation · 1 item

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).

Environmental Bioconcentration · 1 item

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).

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
GY4725000
ridadr
UN 2245
hs_code
2914 29 00
risk_code
10-36/38
Signal word
Warning
Symbol(GHS)
GHS02,GHS07
hazard_code
Xi
safety_code
23
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
III
Hazard statements
H302-H315-H319-H226
Limited Quantities
5.0 L (1.3 gallons) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2
Autoignition Temperature
445 °C
Precautionary statements
P501-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P403+P235
Hazardous Substances Data
120-92-3(Hazardous Substances Data)

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 2 items

Computer and Electronic Product Manufacturing

Cyclopentanone: ACTIVE

Applications · 3 items

OccurrenceReported found in roasted onion, baked potato, tomato, gruyere cheese, butter, heated chicken, boiled beef, heated pork, roasted pecan, yellow passion fruit juice.

UsesCyclopentanone is used as an intermediate in the synthesis of rubber adhesives, synthetic resins, pharmaceuticals and biologically active compounds. It acts as precursor for the preparation of cyclopentamine and also pentethylcyclanone, cyclopentobarbital. It is a useful laboratory reagent and is used as thinner for epoxies. It can also be used as a solvent in paint and varnish removers and for electronic applications. As a dry cleaning agent, it is used for oil extraction. It is also involved in the preparation of cyclopentanone derivatives like cyclopenylamine and cyclopentanol which find application in the perfume industry.

General DescriptionA clear colorless liquid with a petroleum-like odor. Flash point 87°F. Less dense than water and insoluble in water. Vapors heavier than air.

Preparation methods

PreparationPrepared by heating adipic acid (285 to 295°C) in the presence of barium hydroxide, distilling, ether extraction and then fractionation.

Upstream & downstream products

Upstream raw materials

Adipic acidCalcium chlorideBarium hydroxide

Downstream products

Sebacic acidMethyl cyclopentenoloneEthyl 2-oxocyclopentylacetate(4-Oxo-6,7-dihydro-4H,5H-cyclopenta[4,5]thieno-[2,3-d]pyrimidin-3-yl)-acetic acidBuspirone3-(4-Oxo-3,5,6,7-tetrahydro-4H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-2-yl)propanoic acidBenzofuran-5-boronic acid2,2-Dimethylcyclopentanone5-(4-Chlorobutyl)-1-cyclohexanyl tetrazole1,2,3,5-Tetrahydro-8-thia-5,7-diaza-cyclopenta[a]indene-4-one1-Cyclopentenecarboxylic acidCyclopentane-1,1-diacetic acidPencycuron2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrileCyclopentanethiol2-Cyclopenten-1-one1-Bromo-1-cyclopentene1-Cyclopentylidene-propan-2-oneSpiro[4.5]decane-7,9-dioneCycloleucinol1-CyanocyclopenteneCyclopentanolAllethrinCyclopenta[b]pyridineCyclopentaneGlutaric acid2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid ethyl ester2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamideBromocyclopentane2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylic acid methyl esterMethyl dihydrojasmonatedelta-Valerolactone

Additional notes

DefinitionChEBI: A cyclic ketone that consists of cyclopentane bearing a single oxo substituent.