27846-49-7

Basic information

• Product Name: DL-3-ACETOXYBUTYRIC ACID ETHYL ESTER
• Synonyms: ETHYL DL-3-ACETOXYBUTYRATE;DL-3-ACETOXYBUTYRIC ACID ETHYL ESTER;Acetoxybutyricacidethylester;Ethyl 3-(acetyloxy)butanoate;Ethyl DL-3-Acetoxybutyrate
• CAS NO: 27846-49-7
• Molecular Formula: C₈H₁₄O₄
• Molecular Weight: 174.19
• Mol File: 27846-49-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 94 °C / 8mmHg
• Flash Point: 60.3 °C
• Appearance: /
• Density: 1.03
• Refractive Index: 1.4140-1.4170
• CAS DataBase Reference: DL-3-ACETOXYBUTYRIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: DL-3-ACETOXYBUTYRIC ACID ETHYL ESTER(27846-49-7)
• EPA Substance Registry System: DL-3-ACETOXYBUTYRIC ACID ETHYL ESTER(27846-49-7)

Safety Data

• RIDADR: 3272
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 27846-49-7(Hazardous Substances Data)

Usage

General Description

DL-3-acetoxybutyric acid ethyl ester, also known as ethyl 3-acetoxybutyrate, is a chemical compound with the molecular formula C6H10O4. It is a colorless liquid with a fruity, rum-like odor, and is commonly used as a flavoring agent in the food and beverage industry. DL-3-ACETOXYBUTYRIC ACID ETHYL ESTER is also used in the synthesis of pharmaceuticals and as a solvent in various chemical reactions. DL-3-acetoxybutyric acid ethyl ester is considered to be a low-toxicity compound, and is generally regarded as safe for consumption in small quantities. However, prolonged or high-level exposure to this compound may cause irritation to the respiratory system, eyes, and skin, and should be handled with caution.

Upstream product

• 5405-41-4 ethyl 3-hydroxybutyrate 
• 3249-50-1 1-propenyl acetate 
• 108-24-7 acetic anhydride 
• 29214-62-8 3-acetoxy-crotonic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 
• 75-36-5 acetyl chloride 
• 555-75-9 aluminum ethoxide 
• 75-07-0 acetaldehyde 
• 27750-19-2 ethyl-β-acetoxycrotonate 

Downstream Products

• 3724-65-0 2-butenoic acid 

Relevant articles and documents

Cofactor recycling mechanism in asymmetric biocatalytic reduction of carbonyl compounds mediated by yeast: Which is the efficient electron donor?

In asymmetric reduction of carbonyl compounds mediated by microorganisms, the cofactors that transfer hydride should be regenerated by using a recycling system. In most cases, this recycling system consists of carbohydrate molecules, especially glucose or sucrose. Other molecules such as ethanol and acetate have been used as electron donors too. The reduction can even be conducted without added electron donors. To improve biocatalytic synthesis, it is important to understand the cofactor recycling mechanism. In this work, the hydride-transfer mechanism in cofactor regeneration, which takes place in bioreduction mediated by yeast, was studied by means of an isotope tracing technique. The results show that, when glucose was used, the NADH involved in the glycolysis was consumed directly in the formation of ethanol and was not used in the bioreduction. Hence, the regeneration of cofactors in the reduction is not coupled with glycolysis. Nevertheless, glucose is an efficient electron donor that transfers hydride through the hexose monophosphate (HMP) pathway in which the main hydrogen source is C-1 and C-3 hydrogen of glucose. Ethanol is not a good electron donor, since, when it was used, only a small quantity of hydrogen was transferred from this molecule, and the main hydrogen source was water. Therefore, the ethanol oxidation pathway may not be efficient. In the absence of added auxiliary substrates, the yeast cells may use electron donors stored in its cellules. However, in this case we observed that the main hydrogen source for cofactor recycling was water, while only very few hydrogen atoms were from unexchangeable sites. This is similar to the case in which ethanol is used, and is in contradiction with the HMP pathway if stored glucose was the electron donor. The question that remains to be investigated is what is the efficient electron donor recycling mechanism in the yeast cellules? .

Enzymatic Preparation of Ethyl (S)-3-Hydroxybutanoate with a High Enantiomeric Excess

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