W200808

Acetoin

primarily dimer, ≥95%, FG

• Sinónimos: 3-Hydroxy-2-butanone, Acetylmethylcarbinol
• Fórmula lineal: CH₃COCH(OH)CH₃
• Número de CAS: 513-86-0
• Peso molecular: 88.11
• FEMA Number: 2008
• Beilstein/REAXYS Number: 385636
• EC Number: 208-174-1
• Council of Europe no.: 749
• MDL number: MFCD00004521
• UNSPSC Code: 12164502
• PubChem Substance ID: 24900795
• Flavis number: 7.051
• NACRES: NA.21

Propiedades

• biological source: synthetic
• Quality Level: 400
• grade: FG; Fragrance grade; Halal; Kosher
• agency: follows IFRA guidelines
• reg. compliance: EU Regulation 1223/2009; EU Regulation 1334/2008 & 178/2002; FDA 21 CFR 117; FDA 21 CFR 182.60
• assay: ≥95%
• refractive index: n20/D 1.417 (lit.)
• bp: 148 °C (lit.)
• mp: 15 °C (monomer); 90 °C (dimer) (lit.)
• solubility: acetone: soluble(lit.); water: soluble(lit.)
• density: 1.013 g/mL at 25 °C (lit.)
• application(s): flavors and fragrances
• documentation: see Safety & Documentation for available documents
• food allergen: no known allergens
• fragrance allergen: no known allergens
• organoleptic: butter; creamy; cheesy
• storage temp.: 2-8°C
• SMILES string: CC(O)C(C)=O
• InChI: 1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3
• InChI key: ROWKJAVDOGWPAT-UHFFFAOYSA-N

Descripción

General description

Acetoin is a volatile compound widely employed as flavour and fragrance compound in foods, cigarettes, cosmetics, detergents, chemical synthesis, plant growth promoters and biological pest controls. Acetoin is the main extracellular product of Bacilus subtilis grown on glucose and other fermentable carbon sources. It contributes to the aroma and flavor associated with alcoholic beverages. Production of acetoin by wine yeast fermentation has been reported. Acetoin is naturally present in buttery foods such as beer, butter and cheese. Determination of diacetyl and acetoin to evaluate the workplace exposures at a popcorn processing facility has been reported.

Acetoin is an acyloin derivative. In the presence of light and moisture it transforms into a white colored solid dimer. It is formed by the reduction of diacetyl. It has been synthesized from acetaldehyde.

Application

• Role of Volatile Organic Compounds Produced by Kosakonia cowanii Cp1 during Competitive Colonization Interaction against Pectobacterium aroidearum SM2.: This study investigates the role of volatile organic compounds, including acetoin, produced by Kosakonia cowanii Cp1 in inhibiting Pectobacterium aroidearum SM2, highlighting the potential of acetoin in biocontrol applications (Mena Navarro et al., 2024).


• Chemical imitation of yeast fermentation by the drosophilid-pollinated deceptive trap-flower Aristolochia baetica (Aristolochiaceae).: The research explores how Aristolochia baetica mimics yeast fermentation, including the production of acetoin, to attract drosophilid pollinators, emphasizing acetoin′s role in plant-pollinator interactions (Rupp et al., 2024).


• Investigating the impact of various sorghum types on the key aroma compounds of Sichuan Xiaoqu Baijiu through application of the sensomics approach.: This study examines how different sorghum types influence the key aroma compounds, including acetoin, in Sichuan Xiaoqu Baijiu, demonstrating acetoin′s significance in food and beverage flavor profiles (Ma et al., 2024).


• Regulation of Tetramethylpyrazine Formation by the Phenolics-Fenton Coupled Redox Cycling System.: The research delves into the biochemical pathways regulated by acetoin in the formation of tetramethylpyrazine, providing insights into its role in flavor compound biosynthesis (Xu et al., 2024).


• Design of a synthetic enzyme cascade for the in vitro fixation of formaldehyde to acetoin.: This paper presents the development of a synthetic enzyme cascade to convert formaldehyde to acetoin, showcasing its potential in biotechnological applications for formaldehyde detoxification (Cui et al., 2024).

Legal Information

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Información de seguridad

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H228,H315,H319
• pcodes: P210 - P240 - P241 - P264 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2
• Storage Class: 4.1B - Flammable solid hazardous materials
• wgk_germany: WGK 1
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges