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| | 3-Methyl-2-cyclopentenone Basic information |
| | 3-Methyl-2-cyclopentenone Chemical Properties |
| Melting point | 3-5 °C (lit.) | | Boiling point | 74 °C/15 mmHg (lit.) | | density | 0.980 g/mL at 20 °C
0.971 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.488(lit.) | | FEMA | 3435 | 1-METHYL-1-CYCLOPENTEN-3-ONE | | Fp | 150 °F | | storage temp. | 2-8°C | | solubility | Soluble in DMSO | | form | Liquid | | color | Clear light yellow to yellow-brown | | PH | 4.9 (10g/l, H2O, 20℃) | | Odor | at 1.00 % in dipropylene glycol. sweet fruity fatty | | Odor Type | fruity | | biological source | synthetic | | 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 | 3-Methyl-2-cyclopenten-1-one (2758-18-1) |
| Risk Statements | 36/38 | | Safety Statements | 24/25 | | RIDADR | 1224 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | CBL | | PackingGroup | III | | HS Code | 29142900 | | Storage Class | 10 - Combustible liquids |
| | 3-Methyl-2-cyclopentenone Usage And Synthesis |
| 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 | 3-Methyl-2-cyclopentenone was used in the synthesis of 2-hydroxy-3-methyl-2-cyclopentenone. | | 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 |
| | 3-Methyl-2-cyclopentenone Preparation Products And Raw materials |
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