Articles:
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(R)-3-hydroxybutan-2-one
Notes:
Constit. of butter and produced by many microorganisms [DFC]
Acetoin is a colorless or pale yellow to green yellow liquid with a pleasant, buttery odor. Acetoin is used as an external energy store by a number of fermentive bacteria. Acetoin, along with diacetyl, is one of the compounds giving butter its characteristic flavor. Acetoin is used as a food flavoring (in baked goods) and a fragrance. It can be found in apples, butter, yogurt, asparagus, black currants, blackberry, wheat, broccoli, brussels sprouts, cantaloupe. [Wikipedia]
| CAS Number: | 53584-56-8 |  3D/inchi
|
| XlogP3-AA: | -0.30 (est) | |
| Molecular Weight: | 88.10616000 | |
| Formula: | C4 H8 O2 | |
| NMR Predictor: | Predict (works with chrome or firefox) | |
Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
| Google Scholar: | Search |
| Google Books: | Search |
| Google Scholar: with word "volatile" | Search |
| Google Scholar: with word "flavor" | Search |
| Google Scholar: with word "odor" | Search |
| Perfumer and Flavorist: | Search |
| Google Patents: | Search |
| US Patents: | Search |
| EU Patents: | Search |
| Pubchem Patents: | Search |
| PubMed: | Search |
| NCBI: | Search |
Physical Properties:
| Appearance: | colorless to pale yellow liquid to solid (est) |
| Assay: | 95.00 to 100.00 % |
| Food Chemicals Codex Listed: | Yes |
| Specific Gravity: | 0.99500 to 1.01900 @ 25.00 °C. |
| Pounds per Gallon - (est).: | 8.279 to 8.479 |
| Refractive Index: | 1.41700 to 1.42200 @ 20.00 °C. |
| Melting Point: | 90.00 to 91.00 °C. @ 760.00 mm Hg |
| Boiling Point: | 147.00 to 148.00 °C. @ 760.00 mm Hg |
| Vapor Pressure: | 2.690000 mmHg @ 25.00 °C. |
| Vapor Density: | 3.0 ( Air = 1 ) |
| Flash Point: | 113.00 °F. TCC ( 45.00 °C. ) |
| logP (o/w): | -0.360 |
| Shelf Life: | 12.00 month(s) or longer if stored properly. |
| Storage: | refrigerate in tightly sealed containers. |
| Soluble in: | |
| alcohol | |
| propylene glycol | |
| water, 1000000 mg/L @ 20 °C (exp) | |
| Insoluble in: | |
| fixed oils | |
Organoleptic Properties:
| Odor Strength: | high , recommend smelling in a 1.00 % solution or less |
| Substantivity: | 28 hour(s) at 100.00 % |
| Odor and/or flavor descriptions from others (if found). | |
Cosmetic Information:
| None found |
Suppliers:
| None found |
Safety Information:
| European information : | |
| Most important hazard(s): | |
| Xi - Irritant | |
|
R 10 - Flammable. | |
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
|
oral-rat LD50 > 5000 mg/kg (Moreno, 1977d) | |
| Dermal Toxicity: | |
|
skin-rabbit LD50 > 5000 mg/kg Food and Cosmetics Toxicology. Vol. 17, Pg. 509, 1979. | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in Use Information:
| Category: | natural substances and extractives | ||
| Recommendation for (R)-acetoin usage levels up to: | |||
| not for fragrance use. | |||
| Recommendation for (R)-acetoin flavor usage levels up to: | |||
| not for flavor use. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 2300.00 (μg/capita/day) | ||
Safety References:
| European Food Safety Athority(efsa): | Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
| EPI System: | View |
| Chemical Carcinogenesis Research Information System: | Search |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA Substance Registry Services (TSCA): | 53584-56-8 |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 439314 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WISER: | UN 2621 |
| WGK Germany: | 1 |
| (3R)-3-hydroxybutan-2-one | |
| Chemidplus: | 0053584568 |
References:
| (3R)-3-hydroxybutan-2-one | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 53584-56-8 |
| Pubchem (cid): | 439314 |
| Pubchem (sid): | 135101593 |
| Pherobase: | View |
Other Information:
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| CHEBI: | View |
| CHEMBL: | View |
| KEGG (GenomeNet): | C00810 |
| HMDB (The Human Metabolome Database): | HMDB03243 |
| FooDB: | FDB008099 |
| YMDB (Yeast Metabolome Database): | YMDB00410 |
| Export Tariff Code: | 2914.40.9000 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
Potential Blenders and core components note
| None Found | ||
Potential Uses:
| None Found |
Occurrence (nature, food, other): note
| coffee Search PMC Picture |
Synonyms:
| (R)- | acethoin |
| (R)-2- | acetoin |
| (R)- | acetyl methyl carbinol |
| (R)- | acetylmethylcarbinol |
| (R)-2- | butanol-3-one |
| (R)-2,3- | butanolone |
| 2- | butanone, 3-hydroxy-, (3R)- |
| 2- | butanone, 3-hydroxy-, (R)- |
| (R)- | dimethyl ketol |
| (R)- | dimethylketol |
| (R)- | helio-bouquet |
| (R)-3- | hydroxy-2-butanone |
| (R)-2- | hydroxy-3-butanone |
| (R)-gamma- | hydroxy-beta-oxobutane |
| (3R)-3- | hydroxybutan-2-one |
| (R)-3- | hydroxybutan-2-one |
| (R)-1- | hydroxyethyl methyl ketone |
| (R)- | methyl acetyl carbinol |