| Identification | More | [Name]
3-Methyl-2-cyclopenten-1-one | [CAS]
2758-18-1 | [Synonyms]
3-METHYL-2-CYCLOPENTEN-1-ONE
3-METHYL-2-CYCLOPENTENE-1-ONE
3-METHYL-2-CYCLOPENTENONE
1-Methyl-1-cyclopenten-3-one
3-methyl-2-cyclopenten-1-on
3-Methyl-cyclopent-2-enone
3-methylcyclopent-2-enone
Methylcyclopentenone
3-Methyl-2-cyclopenten-1-one, stabilized, 98%
2-Cyclopenten-1-one, 3-methyl-
3-METHYL-2-CYCLOPENTEN-1-ONE, 98+%
3-Methyl-2-cyclopenten-1-one, 98%, stab. with 0.1% hydroquinone
3-Methyl-2-cyclopenten-1-one, 98%, stabilized
1-Methylcyclopentene-3-one | [EINECS(EC#)]
220-421-5 | [Molecular Formula]
C6H8O | [MDL Number]
MFCD00001403 | [Molecular Weight]
96.13 | [MOL File]
2758-18-1.mol |
| Chemical Properties | Back Directory | [Appearance]
clear light yellow to yellow-brownish liquid | [Melting point ]
3-5 °C (lit.) | [Boiling point ]
74 °C/15 mmHg (lit.) | [density ]
0.971 g/mL at 25 °C(lit.)
| [FEMA ]
3435 | [refractive index ]
n20/D 1.488(lit.)
| [Fp ]
150 °F
| [storage temp. ]
Refrigerator (+4°C) | [solubility ]
Soluble in DMSO | [form ]
Liquid | [color ]
Clear light yellow to yellow-brown | [Odor]
at 1.00 % in dipropylene glycol. sweet fruity fatty | [PH]
4.9 (10g/l, H2O, 20℃) | [biological source]
synthetic | [Odor Type]
fruity | [Water Solubility ]
miscible | [JECFA Number]
1105 | [BRN ]
1280476 | [Major Application]
flavors and fragrances | [InChI]
1S/C6H8O/c1-5-2-3-6(7)4-5/h4H,2-3H2,1H3 | [InChIKey]
CHCCBPDEADMNCI-UHFFFAOYSA-N | [SMILES]
CC1=CC(=O)CC1 | [LogP]
0.54 | [CAS DataBase Reference]
2758-18-1(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Cyclopenten-1-one, 3-methyl-(2758-18-1) | [EPA Substance Registry System]
2758-18-1(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H227 | [Precautionary statements ]
P210e-P280a-P370+P378a-P403+P235-P501a | [Risk Statements ]
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
1224 | [WGK Germany ]
3
| [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
CBL | [PackingGroup ]
III | [HS Code ]
29142900 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back Directory | [Description]
May be prepared by dehydrohalogenation of 2-chloro-l-methylcyclopentan-3-one. | [Chemical Properties]
1-Methyl-1-cyclopenten-3-one has a sweet-floral, warm-spicy and diffusive yet quite tenacious odor. | [Chemical Properties]
clear light yellow to yellow-brownish liquid | [Occurrence]
Reported found in roasted onion, cooked pork, black tea, soybean and dried bonito | [Uses]
It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals. | [Application]
3-Methyl-2-cyclopentenone is used as an important intermediate in the production of various natural products and petrol additives[1].
| [Definition]
ChEBI: 3-Methyl-2-cyclopenten-1-one is a cyclic ketone. | [Preparation]
By dehydrohalogenation of 2-chloro-1-methyl-cyclopentan-3-one. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 101, p. 494, 1979 DOI: 10.1021/ja00496a044
The Journal of Organic Chemistry, 55, p. 371, 1990 | [General Description]
3-Methyl-2-cyclopenten-1-one is a component of smoke flavoring. | [Synthesis]
3-Methyl-2-cyclopentenone (MCP) can be selectively synthesised via 2,5-hexanedione (HD) using a heterogeneous catalyst as a support. In a heterogeneous catalytic system, Bell et al. found that a Mg-Al-Ox catalyst, prepared by calcining MgAl hydrotalcite at 700 °C, achieved both a yield and selectivity of 98% when converting HD to MCP in a formaldehyde/water two-phase medium. In addition, the use of simple alumina-based solid acid catalysts, such as γ-Al₂O₃ and AlOOH, can achieve a selectivity of over 71% in the conversion of HD to MCP[1].
 | [References]
[1] Shun Nishimura, Kohki E., Shintaro Ohmatsu. (2019). Selective synthesis of 3-methyl-2-cyclopentenone via intramolecular aldol condensation of 2,5-hexanedione with γ-Al2O3/AlOOH nanocomposite catalyst. Fuel Processing Technology, 196, Article 106185. https://doi.org/10.1016/j.fuproc.2019.106185 |
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