| Identification | Back Directory | [Name]
2-METHYL-5-PROPIONYL-FURAN | [CAS]
10599-69-6 | [Synonyms]
5-Methyl-2-propionylfuran 5-Methyl-5-propionylfuran 2-METHYL-5-PROPIONYL-FURAN Furan, 2-methyl-5-propionyl 2-Methyl-5-propionyl-furan 95% 2-Methyl-5-propionyl-furan, 95 % 1-(5-Methyl-2-furyl)-1-propanone 1-(5-methyl-2-furyl)propan-1-one 2-Methyl-5-propionylfuran, GC 95% 1-(5-Methyl-2-furanyl)-1-propanone 1-Propanone, 1-(5-methyl-2-furyl)- 1-(5-Methylfuran-2-yl)propan-1-one 1-(5-Methyl-2-furanyl)propane-1-one 2-Methyl-5-propionyl-furan, 95% 10GR 1-Propanone, 1-(5-methyl-2-furanyl)- | [EINECS(EC#)]
234-215-8 | [Molecular Formula]
C8H10O2 | [MDL Number]
MFCD00053142 | [MOL File]
10599-69-6.mol | [Molecular Weight]
138.16 |
| Chemical Properties | Back Directory | [Appearance]
Clear yellow liquid | [Boiling point ]
72°C/5mmHg(lit.) | [density ]
1.0742 (rough estimate) | [refractive index ]
1.5037-1.5057
| [storage temp. ]
Refrigerator, under inert atmosphere | [solubility ]
Acetonitrile (Slightly), Chloroform (Slightly) | [form ]
Liquid | [color ]
Clear yellow | [λmax]
282nm(EtOH)(lit.) | [InChI]
InChI=1S/C8H10O2/c1-3-7(9)8-5-4-6(2)10-8/h4-5H,3H2,1-2H3 | [InChIKey]
BXLPZYAVKVFXEO-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(C)O1)(=O)CC | [LogP]
0.865 (est) |
| Hazard Information | Back Directory | [Chemical Properties]
Clear yellow liquid | [Uses]
2-Methyl-5-propionyl-furan serves as a heteroaryl ketone substrate in palladacycle-catalyzed C-methylation, giving the corresponding C-methylated product in 65% yield[1]. In Mn-catalyzed asymmetric transfer hydrogenation, 2-methyl-5-propionyl furan is readily reduced to the corresponding alcohol in high yield[2]. | [Definition]
ChEBI: 2-methyl-5-propionylfuran is a member of the class of furans that is furan substituted by propionyl and methyl groups at positions 2 and 5, respectively. It is a flavouring agent found in sesame seed oil and coffee. It has a role as a flavouring agent, a plant metabolite and a human metabolite. It is an aromatic ketone and a member of furans. | [References]
[1] Mamidala, R., Biswal, P., Subramani, M. S., Samser, S., & Venkatasubbaiah, K. (2019). Palladacycle-Phosphine Catalyzed Methylation of Amines and Ketones Using Methanol. The Journal of Organic Chemistry, 84(16), 10472–10480. https://doi.org/10.1021/acs.joc.9b00983 [2] Wang, Z., Zhang, S., Ma, Z., Li, L., Yan, X., Cao, Q., Su, Y., Ma, N., & Wang, Z. (2024). Cycloheptyl-fused-PNN-manganese catalyzed asymmetric transfer hydrogenation of ketones. Molecular Catalysis, 564, 114274. https://doi.org/10.1016/j.mcat.2024.114274 |
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