3-Methyl-1,2-cyclopentanedione

HCID 61209
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
765-70-8
Standard SMILES
CC1CCC(=O)C1=O
InChIKey
OACYKCIZDVVNJL-UHFFFAOYSA-N
Molecular formula
C6H8O2
Average molar mass
112.13 g/mol
Monoisotopic mass
112.0524295

Overview

3-Methyl-1,2-cyclopentanedione is a cyclic ketone.

Names & identifiers

Preferred name
3-Methyl-1,2-cyclopentanedione
IUPAC
3-methylcyclopentane-1,2-dione
English name
3-Methyl-1,2-cyclopentanedione
Molecular formula
C6H8O2
Molecular weight
112.13

Names & synonyms

765-70-83-Methyl-1,2-cyclopentanedione1,2-CYCLOPENTANEDIONE, 3-METHYL-DTXSID3047716DTXCID2027709RefChem:503360Methylcyclopentenolone (diketo2-hydroxy-3-methylcyclopent-2-en-1-one; 3-methylcyclopentane-1,2-dione212-154-83-Methylcyclopentane-1,2-dioneMFCD00001417Methylcyclopentenolone (diketo form)
Show more names
MCPMAPLE LACTONE2-HYDROXY-3-METHYL-2-CYCLOPENTEN-1-ONE2-HYDROXY-3-METHYL-2-CYCLOPENTENONE3-Methylcyclopenta-1,2-dione3-Methyl-1,2-cyclopentadione2-Cyclopentanedione,3-methyl-1
EINECS 212-154-8methyl-cyclopentenolone3-Methyl-1.2-cyclopentanedioneFEMA 2700CHEBI:173373AKOS0168439423-Methyl-1,2-cyclopentanedione, 99%Methylcyclopentenolone (natural)

Database identifiers

CAS
765-70-8
PubChem CID
61209
DTXSID
DTXSID3047716
ChEMBL
CHEMBL371371
ChEBI
CHEBI:173373
EC Number
212-154-8
Nikkaji
J193.136I

Properties

Computed structural properties

XLogP
0.2
Topological polar surface area
34.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aliphatic Ketones, Other
FragrancesFragrance Ingredient (3-Methylcyclopentane-1,2-dione) -> IFRA transparency List
Melting Point106.5 - 107 °C
Physical Description · 2 items

Off-white crystalline powder; [Alfa Aesar MSDS]

Solid

Physicochemical properties

Melting point
104 · 104-108 °C(lit.)
Boiling point
170.05 °C · 170.05°C (rough estimate)
Density
1.0795 · 1.0795 (rough estimate)
refractive index
1.455 · 1.4550 (estimate)
FEMA
2700 · 2700 | METHYLCYCLOPENTENOLONE
Flash point
100 °C · 100 °C

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 99% (206 of 208) of all reports.

Not Classified

Aggregated GHS information provided per 208 reports by companies from 3 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

Chemical: 1,2-Cyclopentanedione, 3-methyl-

1,2-Cyclopentanedione, 3-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummarySafe when used as a flavoring agent in food; [JECFA] May cause irritation; [Alfa Aesar MSDS]
Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
hs_code
29142900
risk_code
36/37/38-43
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesA peroxynitrite scavenger isolated from coffee extract. [ChemIDplus] Used as a flavoring agent; [FDA]
Household ProductsInformation on 1 consumer products that contain 3-Methyl-1,2-cyclopentanedione in the following categories is provided:
Use ClassificationFragrance Ingredients
General Manufacturing Information1,2-Cyclopentanedione, 3-methyl-: ACTIVE
Applications · 3 items

DescriptionMethylcyclopentenolone has a sweet flavor somewhat similar to licorice.

OccurrenceReported formed during the dry distillation of wood; found also in the corresponding tar oil; identified in fenugreek. Also reported found in black currants, onion, wheat bread, cured and cooked pork, beer, cocoa, coffee, barley, filbert, almond, sukiyaki, licorice, dried bonito and roasted chicory root

General Description3-Methyl-1,2-cyclopentanedione is present in coffee and is capable of scavenging peroxynitrite. It also has anti-inflammatory effects.

Preparation methods

PreparationSublimes and distills at atmospheric pressure with decomposition.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

Additional notes

DefinitionChEBI: 3-Methyl-1,2-cyclopentanedione is a cyclic ketone.

Related reactions

3 records
New reaction record

Compound notes

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