Product Name: |
Acetoin |
Synonyms: |
2,3-Butanolon;2-Butanol-3-one;2-Butanone,3-hydroxy-;2-Hydroxy-3-butanon;2-Hydroxy-3-butanone;2-hydroxy-3-oxobutane;3-hydroxy-2-butanon;3-hydroxy-2-butanone (acetoin) |
CAS: |
513-86-0 |
MF: |
C4H8O2 |
MW: |
88.11 |
EINECS: |
208-174-1 |
Product Categories: |
ketone;ketone Flavor;Pharmaceutical Raw Materials;Other APIs |
Mol File: |
513-86-0.mol |
|
Melting point |
15 °C (monomer) |
Boiling point |
148 °C(lit.) |
density |
1.013 g/mL at 25 °C(lit.) |
FEMA |
2008 | ACETOIN |
refractive index |
n20/D 1.417(lit.) |
Fp |
123 °F |
storage temp. |
2-8°C |
solubility |
H2O: 0.1 g/mL, clear |
pka |
13.21±0.20(Predicted) |
form |
Liquid (Monomer) or Powder or Crystals (Dimer) |
color |
Pale yellow to green-yellow or white to yellow |
Odor |
buttery odor |
Water Solubility |
SOLUBLE |
JECFA Number |
405 |
Merck |
14,64 |
BRN |
385636 |
InChIKey |
ROWKJAVDOGWPAT-UHFFFAOYSA-N |
CAS DataBase Reference |
513-86-0(CAS DataBase Reference) |
NIST Chemistry Reference |
2-Butanone, 3-hydroxy-(513-86-0) |
EPA Substance Registry System |
2-Butanone, 3-hydroxy- (513-86-0) |
Hazard Codes |
Xi,F |
Risk Statements |
10-36/38-38-11 |
Safety Statements |
26-36-36/37 |
RIDADR |
UN 2621 3/PG 3 |
WGK Germany |
1 |
RTECS |
EL8790000 |
TSCA |
Yes |
HazardClass |
3 |
PackingGroup |
III |
HS Code |
29144090 |
Hazardous Substances Data |
513-86-0(Hazardous Substances Data) |
Toxicity |
skn-rbt 500 mg/24H MOD CNREA8 33,3069,73 |
Chemical Properties |
Acetoin is a yellowish liquid with a bland, woody, yogurt odor and a fatty creamy “tub” butter taste. It is useful as a flavor ingredient in butter, milk, yogurt or strawberry flavors. |
Chemical Properties |
clear yellow solution |
Occurrence |
Reported found in fresh apple, butter, cheddar cheese, coffee, cocoa, honey, wheat bread and wine |
Uses |
Acetoin is a produced via fermentation of wines, dairy products and sugars by fermentive bacteria. Acetoin is used in food flavoring and fragrances and is also found in some fruits and vegetables. |
Uses |
Used as pharmaceutical intermediates, food spices; mainly for the preparation of cream, dairy, yogurt and strawberry spices. |
Definition |
ChEBI: A methyl ketone that is butan-2-one substituted by a hydroxy group at position 3. |
Aroma threshold values |
Aroma characteristics at 1.0%: strong buttery and creamy |
Taste threshold values |
Taste characteristics at 10 ppm: sweet, creamy, dairy, and butter-like. |
General Description |
A light-yellow colored liquid. Slightly denser than water. Hence sinks in water. Boiling point 280°F. Flash point between 100 and 141°F. Used to make other chemicals. |
Air & Water Reactions |
Flammable. Slightly soluble in water. |
Health Hazard |
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution. |
Fire Hazard |
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. |
Safety Profile |
Experimental reproductive effects. LWdly toxic by subcutaneous route. A moderate skin irritant. Flammable liquid. When heated to decomposition it emits acrid smoke and fumes. See also KETONES |
Chemical Synthesis |
From diacetyl by partial reduction with zinc and acid. It is also a product of fermentation. Acetoin is an optically active compound. The d(–)acetyl methyl carbinol is obtained from fermentation and, in mixture with other products, from the catalytic oxidation of 2,3-butanediol. The 1(+)acetyl methyl carbinol is also obtained from fermentation. The optically pure form has not been isolated; the optically inactive form is prepared synthetically |
Purification Methods |
Wash acetoin with EtOH until colourless, then with diethyl ether or acetone to remove biacetyl. Dry it in air by suction and dry further in a vacuum desiccator. [Beilstein 1 IV 3991.] |
Raw materials |
Chlorine-->2,3-Butanedione-->2,3-Butanediol-->2,3-Butanediol |