alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone
2-Acetylbutyrolactone
CAS: 517-23-7
Molecular Formula: C6H8O3
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Names and Identifiers
| Name | 2-Acetylbutyrolactone |
| Synonyms | 2-Acetylbutyrolacton 2-Acetylbutyrolactone alpha-Acetobutyrolactone -Acetyl-hydroxybutyricacid 2-Oxo-3-acetyltetrahydrofuran -(-2-Hydroxyethyl)acetoaceticacid-lactone 2-Acetyl-4-hydroxybutyric acid gamma-lactone alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone |
| CAS | 517-23-7 |
| EINECS | 208-235-2 |
| InChI | InChI=1/C6H8O3/c1-4(7)5-2-3-9-6(5)8/h5H,2-3H2,1H3/t5-/m0/s1 |
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Physico-chemical Properties
| Molecular Formula | C6H8O3 |
| Molar Mass | 128.126 |
| Density | 1.191g/cm3 |
| Melting Point | <25 °C |
| Boling Point | 253.1°C at 760 mmHg |
| Flash Point | 128.3°C |
| Water Solubility | 310 g/L (20℃) |
| Vapor Presure | 0.0186mmHg at 25°C |
| Refractive Index | 1.458 |
| Physical and Chemical Properties | Density 1.185 boiling point 107-108°C (5 mmHg) refractive index 1.4585 flash point 140°C water-soluble 310g/L (20°C) |
| Use | For the manufacture of vitamin B1 and prolong the heart |
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Upstream Downstream Industry
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Nature
Open Data Verified Data
light colored liquid with Ester-like odor. The volume solubility in water was 20%, and the volume solubility of water therein was 12%. The relative density was 1. 1846. Boiling point of 142~143 deg C, 107~108 deg C (667Pa). Refractive index 1.4562. Flash point 110 °c. When exposed to iron, the solution was blue to light blue and purple.
Last Update：2024-01-02 23:10:35
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Safety
Open Data Verified Data
- This product has a certain toxicity, the skin, mucous membranes have a stimulating effect. The workshop should be ventilated, the equipment should be sealed, and the operator should wear protective equipment.
- aluminum barrel packaging, specifications lOOkg. According to the provisions of flammable and toxic chemicals storage and transportation.
Last Update：2022-01-01 10:39:00
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Nature
| storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | 200g/l |
| acidity coefficient (pKa) | 12.00±0.20(Predicted) |
| morphology | Liquid |
| color | Clear |
| water solubility | 310 g/L (20 °C) |
| Merck | 14,83 |
| BRN | 112676 |
| stability | Stable. Incompatible with strong oxidizing agents, strong bases. |
| NIST chemical information | 2(3H)-Furanone, 3-acetyldihydro-(517-23-7) |
| EPA chemical information | 2(3H)-Furanone, 3-acetyldihydro- (517-23-7) |
Last Update：2024-04-10 22:29:15
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Security information
| WGK Germany | 1 |
| RTECS number | LU3456000 |
| TSCA | Yes |
| customs code | 29322980 |
Last Update：2024-04-10 22:29:15
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone - Uses and synthesis methods
introduction
alpa-acetyl-gama-butyl ester is also called 2-acetyl-& gamma;-butyrolactone is an important organic chemical raw material, an intermediate for the preparation of chlorophyll, and can also be used in the pharmaceutical industry to manufacture anti-angina drugs. It is a raw material for the preparation of vitamin B1. It can also synthesize 3,4-bissubstituted pyridine and 5-(β-hydroxyethyl)-4, it has a wide range of uses.
chemical properties
Light-colored liquid with an ester-like smell. Melting point -12 to -13 ℃, boiling point 142-143 ℃(4kPa),107-108 ℃(667Pa),96 ℃(0.4kPa), relative density 1.1846(20/4 ℃), refractive index 1.4562, flash point 110 ℃. The solubility in water is 20% (volume), and the solubility of water in the product is 12% (volume). The solution is blue to light blue-purple when in contact with iron.
use
1, an important intermediate for the synthesis of vitamin B. It is also an intermediate for the synthesis of 3, 4-disubstituted pyridine and 5-(β-hydroxyethyl)-4-methylthiazole.
2, for the manufacture of vitamin B1 and pain and other drugs
3, mainly used as an intermediate in the manufacture of vitamin B1.
production method
1.& gamma;-butyrolactone and ethylene acetate are prepared by Claisen condensation. 2. Ethyl acetoacetate (or methyl acetoacetate) and ethylene oxide are condensed in a closed loop. Japan used to produce method 1, and the yield is slightly higher than that of method (2), but it needs to use metal sodium, which has safety problems. In 1965, it was produced by method 2. The process of method 2 is as follows: ethylene oxide is added to the mixture of sodium hydroxide, water and ethanol cooled to below 0 ℃, ethyl acetoacetate is added dropwise, and the reaction temperature is kept at about 0 ℃. After dropping, continue to keep warm and stirring for 5-6 hours, leave overnight, keep warm and stirring at 0-3 ℃ for 8 hours the next day, then leave overnight, neutralize with acetic acid to ph = 8 on the third day, extract with chloroform (or benzene) in four times, combine each extraction solution, recover chloroform (or benzene) at normal pressure, fractionate under reduced pressure after ethanol, and lower boiling substance (mainly ethyl acetoacetate, 100 ℃/400-667Pa above & gamma;-acetylbutyrolactone, the average yield of nearly 60% crude product content is about 90%.
Last Update：2024-04-09 01:59:49
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View History
Raw Materials for alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone
Downstream Products for alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
Thiamine chloride
2-(4-Aminopentyl(ethyl)amino)ethanol
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
Paliperidone Impurity 4
5-[ethyl(2-hydroxyethyl)amino]pentan-2-one
Thiamine chloride
2-(4-Aminopentyl(ethyl)amino)ethanol
3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
Paliperidone Impurity 4
5-[ethyl(2-hydroxyethyl)amino]pentan-2-one