3 hydroxy 4 5 dimethyl 2 5h furanone

Manufactured by Merck Group

Sourced in United Kingdom, Germany

3-hydroxy-4,5-dimethyl-2(5H)-furanone is an organic compound with the chemical formula C₆H₈O₂. It is a heterocyclic compound containing a furan ring with two methyl groups and a hydroxyl group. The compound has a sweet, caramel-like aroma.

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Furanone (4 citations) 2(5H)-furanone (2 citations)

4 protocols using 3 hydroxy 4 5 dimethyl 2 5h furanone

Flavor Compound Procurement for Analysis

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Diethyl ether, dansyl chloride, and saturated
alkane standards were purchased from Sigma-Aldrich (Gillingham, Dorset,
UK). O-(2,3,4,5,6-Pentafluorobenzyl)-hydroxylamine
hydrochloride (PFBHA) was purchased from Fluka (Loughborough, UK).
The following food-grade aroma compounds were purchased from Sigma-Aldrich
(purity in parenthesis): acetaldehyde (≥99%), acetic acid (≥99.5%),
2,3-butanedione (97%), butanoic acid (≥99%), (E)-β-damascenone (≥98%), dimethyl sulfide (≥99%),
5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone (97%),
5(or 2)-ethyl-4-hydroxy-2(or 5)-methyl-3(2H)-furanone
(96%), (Z)-4-heptenal (≥98%), 3-hydroxy-4,5-dimethyl-2(5H)-furanone (10% in propylene glycol), 4-hydroxy-2,5-dimethyl-3(2H)-furanone (≥98%), methional (≥97%), 2-methoxy-4-methylphenol
(≥98%), 2-methoxyphenol (≥99%), 2-methoxy-4-vinylphenol
(≥98%), 2-methylbutanal (≥95%), 3-methylbutanal (≥97%),
3-methylbutanoic acid (99%), 3-methyl-1-butanol (≥98%), methylpropanal
(≥98%), 2,3-pentanedione (≥96%), phenylacetaldehyde
(10% in ethanol), 2-phenylacetic acid (≥99%), 2-phenylethanol
(≥99%), vanillin (≥97%), and 4-vinylphenol (10% in propylene
glycol). Encapsulated 3-methyl-2-butene-1-thiol flavor standard (0.02–4
ng/g) was purchased from FlavorActiV (Aston Rowant, UK).

Piornos J.A., Balagiannis D.P., Methven L., Koussissi E., Brouwer E, & Parker J.K. (2020). Elucidating the Odor-Active Aroma Compounds in Alcohol-Free Beer and Their Contribution to the Worty Flavor. Journal of Agricultural and Food Chemistry, 68(37), 10088-10096.

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Odorant Reference Compounds for Research

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Reference compounds of the odorants identified
were obtained from the commercial sources given in parentheses: acetic
acid (Merck, Darmstadt, Germany); butane-2,3-dione, butanoic acid,
γ-decalactone, δ-decalactone, γ-dodecalactone, δ-dodecalactone,
ethyl butanoate, ethyl hexanoate, 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone, hexanoic acid, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, 4-hydroxy-3-methoxybenzaldehyde (vanillin),
2-isopropyl-3-methoxypyrazine, 3-methylbutanal, 2-methylbutanoic acid,
3-methylbutanoic acid, 3-methylbutanol, 2-methylpropanoic acid, γ-nonalactone,
(E)-2-nonenal, pentanoic acid, 2-phenylacetic acid
and 2-phenylethanol (Sigma-Aldrich Chemie, Taufkirchen, Germany);
and 4-ethyloctanoic acid (ABCR GmbH & Co. KG, Karlsruhe, Germany).
The following reference compounds were synthesized as previously
described: (Z)-2-nonenal^{27 (link)} and trans-4,5-epoxy-(E)-2-decenal.^{28 (link)}

Duensing P.W., Hinrichs J, & Schieberle P. (2024). Influence of Milk Pasteurization on the Key Aroma Compounds in a 30 Weeks Ripened Pilot-Scale Gouda Cheese Elucidated by the Sensomics Approach. Journal of Agricultural and Food Chemistry, 72(19), 11062-11071.

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Quantification of Aroma Compounds by GC-MS

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The following reference compounds: acetic acid, acetoin, 2-methylbutanal, 2-methylpyrazine, 2,5-dimethylpyrazine, 2-furanmethanethiol, 2-acetyl-1-pyrroline, benzaldehyde, 1-octen-3-one, octanal, linalool, 2-acetylthiazole, 2-acetylpyridine, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 2-methoxyphenol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, hexadecanol, octadecanal, 2.3-pentanedione, butanoic acid, β-iso-methyl ionone, β-ionone, were from Sigma-Aldrich (St. Louis MO). Stock standard solutions 10³ or 10⁴ µg mL⁻¹ of each compound was prepared as described earlier [21 (link)].

Lasekan O., Muniady M., Lin M, & Dabaj F. (2018). Identification of characteristic aroma compounds in raw and thermally processed African giant snail (Achatina fulica). Chemistry Central Journal, 12, 43.

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Aroma Compound Analysis Protocol

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The following aroma compounds were purchased from Sigma-Aldrich (purity in parenthesis): acetaldehyde (≥99 %), acetic acid (≥99.5 %), 2,3-butanedione (97 %), butanoic acid (≥99 %), dimethyl sulfide (≥99 %), 5(or 2)-ethyl-4-hydroxy-2(or 5)-methyl-3(2H)-furanone (homofuraneol, 96 %), Z-4-heptenal (≥98 %), 3-hydroxy-4,5-dimethyl-2(5H)-furanone (sotolone, 10 % in propylene glycol), 4-hydroxy-2,5-dimethyl-3(2H)-furanone (furaneol, ≥98 %), methional (≥97 %), 2'methoxyacetophenone (99 %), 2-methoxy-4-methylphenol (≥98 %), 2-methoxyphenol (≥99 %), 2methoxy-4-vinylphenol (≥98%), 2-methylbutanal (≥95 %), 3-methylbutanal (≥97 %), 3methylbutanoic acid (99 %), 3-methyl-1-butanol (≥98%), methylpropanal (≥98 %), 2methylthiophene (98 %), 2,3-pentanedione (≥96 %), phenylacetaldehyde (10 % in ethanol), 2phenylacetic acid (≥99 %), 2-phenylethanol (≥99 %), vanillin (≥97 %), 4-vinylphenol (10 % in propylene glycol). All were food grade except 2'-methoxyacetophenone and 2-methylthiophene.

Piornos J.A., Delgado A., de La Burgade R.C.J., Methven L., Balagiannis D.P., Koussissi E., Brouwer E, & Parker J.K. (2019). Orthonasal and retronasal detection thresholds of 26 aroma compounds in a model alcohol-free beer: Effect of threshold calculation method. Food research international (Ottawa, Ont.), 123.

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