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2 methylbutanoic acid

Manufactured by Merck Group
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Sourced in Germany

2-methylbutanoic acid is a carboxylic acid with the chemical formula C5H10O2. It is a colorless liquid with a characteristic odor. The compound is used as a chemical intermediate in various industrial and laboratory applications.

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Lab products found in correlation

3 methylbutanoic acid, by Merck Group (4 mentions) Acetic acid, by Merck Group (4 mentions) Ethyl butanoate, by Merck Group (3 mentions) Hexanoic acid, by Merck Group (3 mentions) 2 ethyl 1 hexanol, by Merck Group (2 mentions) 2 methyl 1 propanol, by Merck Group (2 mentions) 1 pentanol, by Merck Group (2 mentions) 2 phenoxyethanol, by Merck Group (2 mentions) 3 methylbutanal, by Merck Group (2 mentions) Phenylethyl alcohol, by Merck Group (2 mentions) 2 ethyl 2 butenal, by Merck Group (2 mentions) 3 hydroxy 2 butanone acetoin, by Merck Group (2 mentions) Ethyl 3 hydroxybutanoate, by Merck Group (2 mentions) 3 methylthio propanal, by Merck Group (2 mentions) 2 methylpropanoic acid, by Merck Group (2 mentions) Butanoic acid, by Merck Group (2 mentions) Ethyl 3 methylbutanoate, by Merck Group (2 mentions) 2 phenylethanol, by Merck Group (2 mentions) γ decalactone, by Merck Group (2 mentions) Ethyl 2 methylbutanoate, by Merck Group (2 mentions)

8 protocols using 2 methylbutanoic acid

1

Volatile Compounds Analysis Protocol

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The chemicals used during the study are the following: (i) 2-methyl-1-propanol; 1-pentanol; 2-ethyl-1-hexanol; phenylethyl alcohol; 2-phenoxyethanol; 3-methylbutanal; 2-ethyl-2-butenal; ethyl butanoate; ethyl-3-hydroxybutanoate; 3-hydroxy-2-butanone (acetoin); 2- methylbutanoic acid, and benzothiazole were obtained from Sigma—Aldrich product, distributed by Merck KGaA, Darmstadt, Germany. (ii) decanal; methyl acetate; 1-decanol; n-hexane; nonane; dodecane; tetradecane, and hexadecane were obtained from Carlo Erba Reagents, Milano (Italy).
Maletti L., D’Eusanio V., Durante C., Marchetti A, & Tassi L. (2022). VOCs Analysis of Three Different Cultivars of Watermelon (Citrullus lanatus L.) Whole Dietary Fiber. Molecules, 27(24), 8747.
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2

Synthesis and Purification of Volatile Compounds

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Isobutyl ITC 97%, 4-pentenyl ITC 95% and sec-butyl ITC 97% were purchased from ABCR (Karlsruhe, Germany), 3-sec-butyl-2-methoxypyrazine from Acros Organics (Geel, Belgium), (3S,3aS,7aR)-wine lactone >95% from Aromalab (Freising, Germany), 2-(methylthio)ethyl ITC >96% from FCH Group (Chernigiv, Ukraine), butanoic acid ≥99% from Fluka (Steinheim, Germany), (Z)-3-hexenal 50% from SAFC (Steinheim, Germany) and 3-methylbutyl ITC >98% from Santa Cruz Biotechnology (Heidelberg, Germany). Acetic acid >99%, AITC 95%, p-anisaldehyde 98%, benzyl ITC 98%, 3-hydroxy-4,5-dimethyl-2(5H)-furanone (sotolone) ≥97%, 3-isobutyl-2-methoxypyrazine ≥99%, 3-isopropyl-2-methoxypyrazine 99%, 2-methylbutanoic acid 98%, 3-methylbutanoic acid 99%, skatole 98%, 3-(methylthio)propanal 98%, 3-(methylthio)propyl ITC 98%, 1-octen-3-one 50%, 2-phenylacetaldehyde 90% and PEITC >99% were purchased from Sigma-Aldrich (Steinheim, Germany) and 3-butenyl ITC 95% from TCI Europe (Eschborn, Germany). CETP was synthesized as described in our previous study (Kroener and Buettner, 2017 (link)).
Dichloromethane (DCM), which was freshly distilled for purification prior to use, and anhydrous sodium sulfate were purchased from VWR International GmbH (Darmstadt, Germany).
Kroener E.M, & Buettner A. (2018). Sensory-Analytical Comparison of the Aroma of Different Horseradish Varieties (Armoracia rusticana). Frontiers in Chemistry, 6, 149.
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3

Characterization of Volatile Compounds

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The chemicals used during the study were: (i) 2-methyl-1-propanol, 1-pentanol; 2-ethyl-1-hexanol, phenylethyl alcohol, 2-phenoxyethanol, 3-methylbutanal, 2-ethyl-2-butenal, ethyl butanoate, ethyl-3-hydroxybutanoate, 3-hydroxy-2-butanone (acetoin), 2-methylbutanoic acid, and benzothiazole, and were obtained from Sigma-Aldrich, distributed by Merck KGaA, Darmstadt, Germany; and (ii) decanal, methyl acetate, 1-decanol, n-hexane, nonane, dodecane, tetradecane and hexadecane, which were obtained from Carlo Erba Reagents, Milano (Italy).
Maletti L., D’Eusanio V., Durante C., Marchetti A., Pincelli L, & Tassi L. (2022). Comparative Analysis of VOCs from Winter Melon Pomace Fibers before and after Bleaching Treatment with H2O2. Molecules, 27(7), 2336.
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4

Quantification of Serum Short-Chain Fatty Acids

Cited 2 times
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Difructose anhydride III was donated by Nippon Beet Sugar Manufacturing Co. Ltd., Obihiro, Japan. We prepared a mixture of short fatty acids-acetic acid, propionic acid, isobutyric acid, butyric acid, 2-methylbutanoic acid, isovaleric acid, valeric acid, caproic acid, 2-methylhexanelic acid, and enanthic acid (Sigma Aldrich, Tokyo, Japan ) to measure SCFAs in the serum samples using gas chromatography-mass spectrometry (GC/MS) according to previous reports on the concentrations of SCFAs in serum samples or rumen fluids of cattle [9 (link), 23 (link), 24 (link)].
Priyo TW J.r., Uno S., Kokushi E., Toda K., Hasunuma H., Matsumoto D., Yamato O., Ohtani M., Widodo O.S., Pambudi D., Taniguchi M, & Takagi M. (2023). Measurement of serum short-chain fatty acid concentrations in cattle after oral administration of difructose anhydride III. Veterinary World, 16(7), 1505-1511.
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5

Aroma Profiling of Model Wine Compounds

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The following chemical standards were used in the aroma base and were obtained from Sigma-Aldrich Co. (St. Louis, MO, USA): ethanol (≥99%), 2,3-butanedione (97%), hexan-1-ol (98%), methionol (≥98%), butanoic acid (≥99%), decanoic acid (≥98%), 2-methylpropanoic acid (99%), 2-methylbutanoic acid (98%), 3-methylbutanoic acid (99%), 2-methylpropyl ethanoate (≥97%), ethyl phenylacetate (≥99%), ethyl 3-methylbutanoate (98%), ethyl 2-methylpropanoate ((≥98%), ethyl 2-methylbutyrate (99%), ethyl butanoate (≥98%), ethyl decanoate (≥99%), ethyl hexanoate (≥99%), ethyl octanoate (≥98%), hexanoic acid (99%), octanoic acid (≥99%), 2-methylpropan-1-ol (≥99%), ethyl acetate (≥99%) and isoamyl acetate (≥99%). Acetic acid (≥99%) was obtained from VWR International (Radnor, PA, USA). The terpenes compound added to the model wine for the treatments were: (S)-(−)-limonene (96%), (R)-(+)-limonene (97%), linalool (≥97%) and α-terpineol, which were purchased from Sigma-Aldrich Co. (St. Louis, MO, USA).
Chigo-Hernandez M.M, & Tomasino E. (2023). Aroma Perception of Limonene, Linalool and α-Terpineol Combinations in Pinot Gris Wine. Foods, 12(12), 2389.
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6

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-nonenal27 (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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7

Analytical Standards for Food Aroma Profiling

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Dichloromethane and anhydrous sodium sulfate were purchased from VWR (Darmstadt, Germany) whereas sulfuric acid and sodium carbonate were from Roth (Karlsruhe, Germany). The reference substances were obtained from the following suppliers: acetic acid, 2-phenylethanol, 3-methyl-1-butanol (isoamyl alcohol), hexanoic acid, phenylacetic acid, ethyl 2-methylbutanoate, γ-decalactone, γ-undecalactone, 2-methylbutanoic acid and 3-(methylthio)-propanal (methional) were from Sigma-Aldrich (Steinheim, Germany), butanoic acid and ethyl butanoate from Fluka (Steinheim, Germany), 2-methylpropanoic acid (isobutanoic acid) from SAFC (Steinheim, Germany), and 4-hydroxy-3-methoxybenzaldehyde (vanillin) from ABCR (Karlsruhe, Germany). The isotopically labeled standards were purchased from the following suppliers given in parentheses: 3,4-2H2-3-methyl-1-butanol (2H2−isoamyl alcohol), 1,3,4,5,6-2H5-2-phenylethanol, 3-(methyl-2H3-thio)-propanal (2H3-methional), 5,5,6,6-2H4-y-decalactone, 6,7-2H2-y-undecalactone (Aromalab, Freising, Germany), 6,6,6-2H3-hexanoic acid, 3,3,3-2H3-2-methylpropanoic acid (2H3-isobutanoic acid), and 2H6-ethanol (CDN Isotopes, Pointe-Claire, Quebec, Canada), 1,2-13C2-butanoic acid, α,β-13C2–phenylacetic acid, 13C1-acetic acid, and 4-hydroxy-3-methoxy-13C6−benzaldehyde (13C6-vanillin) (Sigma-Aldrich, Steinheim, Germany).
Lopez Pinar A., Rauhut D., Ruehl E, & Buettner A. (2017). Quantification of the Changes in Potent Wine Odorants as Induced by Bunch Rot (Botrytis cinerea) and Powdery Mildew (Erysiphe necator). Frontiers in Chemistry, 5, 57.
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8

Characterization of Ester and Acid Compounds

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The following reference compounds were purchased from commercial sources: ethyl 2-methylbutanoate, ethyl 3-methylbutanoate, ethyl methylpropanoate, 2methylbutanoic acid, 3-methylbutanoic acid, and methylpropanoic acid (Sigma-Aldrich, Taufkirchen, Germany).
The following chemicals were obtained commercially: calcium chloride dihydrate, diethyl ether, ethanol, anhydrous sodium sulfate (Merck, Darmstadt, Germany); L-ascorbic acid (Sigma-Aldrich); and argon, helium, hydrogen, and nitrogen (Westfalen, Münster, Germany).
Brendel S., Hofmann T., & Granvogl M. (2020). Hop-induced formation of ethyl esters in dry-hopped beer. Food Production Processing and Nutrition, 2(1).
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