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Product Name: |
Ethyl acetoacetate |
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Synonyms: |
Natural ethyl acetoacetate;3-OXOBUTANOIC ACID ETHYL ESTER;3-OXOBUTYRIC ACID ETHYL ESTER;3-KETOBUTANOIC ACID ETHYL ESTER;ACETOACETIC ESTER;ACETOACETIC ESTER (ETHYL);ACETOACETIC ETHER;ACETOACETIC ACID ETHYL ESTER |
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CAS: |
141-97-9 |
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MF: |
C6H10O3 |
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MW: |
130.14 |
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EINECS: |
205-516-1 |
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Product Categories: |
Pharmaceutical Intermediates;Organics;API intermediates;Miscellaneous;ester Flavor;Organic synthesis;Solvent;Analytical Reagents;Analytical Reagents for General Use;Analytical/Chromatography;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;E-H;Esters;Organic Building Blocks;Puriss p.a. |
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Mol File: |
141-97-9.mol |
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Melting point |
−43 °C(lit.) |
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Boiling point |
181 °C(lit.) |
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density |
1.029 g/mL at 20 °C(lit.) |
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vapor density |
4.48 (vs air) |
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vapor pressure |
1 mm Hg ( 28.5 °C) |
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refractive index |
n20/D 1.419 |
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FEMA |
2415 | ETHYL ACETOACETATE |
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Fp |
185 °F |
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storage temp. |
Store below +30°C. |
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solubility |
116 g/L (20°C) |
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pka |
11(at 25℃) |
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form |
Liquid |
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color |
APHA: ≤15 |
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Specific Gravity |
1.027～1.035 (20/4℃) |
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Relative polarity |
0.577 |
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Odor |
Agreeable, fruity. |
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PH |
4.0 (110g/l, H2O, 20℃) |
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explosive limit |
1.0-54%(V) |
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Water Solubility |
116 g/L (20 ºC) |
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JECFA Number |
595 |
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Merck |
14,3758 |
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BRN |
385838 |
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Stability: |
Stable. Incompatible with acids, bases, oxidizing agents, reducing agents, alkali metals. Combustible. |
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InChIKey |
XYIBRDXRRQCHLP-UHFFFAOYSA-N |
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CAS DataBase Reference |
141-97-9(CAS DataBase Reference) |
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NIST Chemistry Reference |
Butanoic acid, 3-oxo-, ethyl ester(141-97-9) |
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EPA Substance Registry System |
Ethyl acetoacetate (141-97-9) |
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Hazard Codes |
Xi |
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Risk Statements |
36 |
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Safety Statements |
26-24/25 |
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RIDADR |
UN 1993 |
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WGK Germany |
1 |
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RTECS |
AK5250000 |
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Autoignition Temperature |
580 °F |
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TSCA |
Yes |
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HazardClass |
3.2 |
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PackingGroup |
III |
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HS Code |
29183000 |
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Hazardous Substances Data |
141-97-9(Hazardous Substances Data) |
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Toxicity |
LD50 orally in rats: 3.98 g/kg (Smyth) |
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Description |
The organic compound ethyl acetoacetate (EAA) is the ethyl ester of acetoacetic acid. It is mainly used as a chemical intermediate in the production of a wide variety of compounds, such as amino acids, analgesics, antibiotics, antimalarial agents, antipyrine and amino pyrine, and vitamin B1; as well as the manufacture of dyes, inks, lacquers, perfumes, plastics, and yellow paint pigments. Alone, it is used as a flavoring for food. |
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Chemical Properties |
Ethyl acetoacetate has a characteristic ether-like, fruity, pleasant, refreshing odor. |
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Chemical Properties |
Ethyl 3-Oxobutanoate is a colorless liquid with a fruity, ethereal, sweet odor reminiscent of green apples. It is used to create fresh, fruity top notes in feminine fine fragrances. Ethyl acetoacetate occurs in flavors of natural materials such as coffee, strawberries, and yellow passion fruits. |
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Production Methods |
Ethyl acetoacetate is manufactured through a reaction of high-purity ethyl acetate with sodium, followed by neutralization with sulfuric acid. |
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Preparation |
Ethyl acetoacetate is produced industrially by treatment of diketene with ethanol. |
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Aroma threshold values |
Detection: 520 ppb. Aroma characteristics at 10%: sweet fruity apple, fermented, slightly fusel-like and rummy, fruity banana with tropical nuances. |
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Taste threshold values |
Taste characteristics at 100 ppm: fruity banana, apple and white grape with slightly green estry and tropical nuances.Taste characteristics at 300 ppm: estery, fatty, fruity and tutti-frutti |
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General Description |
A colorless liquid with a fruity odor. Flash point 185°F. Boiling point 365°F. May cause adverse health effects if ingested or inhaled. May irritate to skin, eyes and mucous membranes. Used in organic synthesis and in lacquers and paints. |
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Purification Methods |
Shake the ester with small amounts of saturated aqueous NaHCO3 (until no further effervescence), then with water. Dry it with MgSO4 or CaCl2 and distil it under reduced pressure. [Beilstein 3 IV 1528.] |
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Raw materials |
Etanol-->Sodium-->Sodium ethoxide-->Acetyl ketene-->METHANE |
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Preparation Products |
2,4-DIMETHYLQUINOLINE-3-CARBOXYLIC ACID-->4-CHLORO-2,6-DIMETHYL-NICOTINIC ACID-->ETHYL 2-HYDROXY-4-METHYL-5-PYRIMIDINECARBOXYLATE-->BISPYRAZOLONE-->ETHYL 4-CHLORO-2,6-DIMETHYLPYRIDINE-3-CARBOXYLATE-->TIADINIL-->1-Bromo-5-hexanone-->3-CHLORO-4-METHYL-7-HYDROXYCOUNMARIN-->5,7-Dihydroxy-4-methylcoumarin-->5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID-->7,8-DIHYDROXY-4-METHYLCOUMARIN-->6-TERT-BUTYL-4-METHYLCOUMARIN-->2-Amino-6-methyl-4-pyrimidinol-->4,7-DIMETHYLCOUMARIN-->1,3-Dimethyl-5-hydroxypyrazole-->4-Chloro-6-methyl-2-(methylthio)pyrimidine-->(5-METHYL-1-PHENYL-1H-PYRAZOL-4-YL)METHANOL-->7-Acetoxy-4-methylcoumarin-->Pentoxifylline-->4-Methylumbelliferone-->Disperse Yellow H-4GL-->ETHYL 2,4-DIMETHYLQUINOLINE-3-CARBOXYLATE-->3-METHYL-5-PHENYL-4-ISOXAZOLECARBOXYLIC ACID-->PHENOXYACETIC ACID-->Chrysin-->Cloricromene-->ethyl 2-[2-(diethylamino)ethyl]acetoacetate -->ETHYL 5-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLATE-->6-Methyl-2-(methylthio)pyrimidin-4-ol-->ETHYL 2-ACETYL-3-OXO-HEXANOATE-->4-HYDROXY-2-METHYLQUINOLINE-->3-ETHOXYCARBONYL-5,6-DIHYDRO-2-METHYL-4H-PYRAN-->1-(6-CHLORO-2-HYDROXY-4-PHENYL-QUINOLIN-3-YL)-ETHANONE-->4-Methylcumarin-->Acetoacetic Acid-->Ethyl 3-anilinobut-2-enoate-->Ethyl 3-hydroxybutyrate-->ETHYL 2-(HYDROXYIMINO)-3-OXOBUTANOATE-->N-Phenylglycine potassium salt-->3-Ethyl-4-methyl-3-pyrrolin-2-one |
