Ethyl (3R)-3-hydroxybutanoate

Basic Information

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CAS Number

24915-95-5

Molecular Formula

C6H12O3

Molecular Weight

132.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Physical State

Liquid

Boiling Point

75-76 °C/12 mmHg

Refractive Index

n20/D 1.42(lit.)

Specific Rotation

-45.5 º (589nm, c=1, CHCl3)

SMILES

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CCOC(=O)CC(C)O

InChI

InChI=1S/C6H12O3/c1-3-9-6(8)4-5(2)7/h5,7H,3-4H2,1-2H3/t5-/m1/s1

InChIKey

OMSUIQOIVADKIM-RXMQYKEDSA-N

LogP

0.3204000000000001

Topological Polar Surface Area

46.53 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

90.3

Safety Information

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GHS Hazard Pictograms

H227

Hazard Statement

H227 Combustible liquid
Flammable liquids

Synonyms & References

English

CHEBI:28707
CS-D1461
(R)-(-)-3-HYDROXY-N-BUTYRIC ACID ETHYL ESTER
DTXSID20331464
(R)-Ethyl (-)-3-hydroxybutyrate
C03499
HY-Y1131
Ethyl (R)-3-hydroxybutanoate
ethyl (3R)-3-hydroxybutanoate
Ethyl R-(-)-3-hydroxybutyrate
ethyl (3R)-3-hydroxybutyrate
AC-5700
Q27103848
Ethyl (R)-(-)-3-hydroxybutyrate, 98%
Ethyl (R)-(-)-3-hydroxybutyrate
H1029
24915-95-5
(3R)-ethyl 3-hydroxybutanoate
GS-3059
(R)-Ethyl(-)-3-hydroxybutyrate
?Ethyl (R)-3-hydroxybutyrate
OMSUIQOIVADKIM-RXMQYKEDSA-N
ethyl (R)-3-oxobutanoate
Ethyl(R)-3-hydroxybutyrate
ethyl (R)-beta-hydroxybutanoate
(R)-ETHYL 3-HYDROXYBUTANOATE
MFCD00075386
(R)-3-hydroxybutanoic acid ethyl ester
(R)-3-Hydroxybutyric acid ethyl ester
SCHEMBL434191
(R)-Ethyl 3-hydroxybutyrate

MDL Number

MFCD00075386

Customs Code

2918199090

FAQ

What are the physical and chemical properties of Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5)?

Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5) is a colorless liquid with a fruity odor. It has a molecular weight of approximately 128.14 g/mol and a density of 0.918 g/cm³. The compound is slightly soluble in water and miscible with most organic solvents. It is reactive towards nucleophiles and can undergo hydrolysis under basic conditions. At room temperature, it is stable but should be stored in a cool, dry place away from sources of heat and ignition.

How is Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5) typically synthesized?

Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5) can be synthesized through the hydrogenation of acetoacetic ester or via a direct esterification of 3-hydroxybutanoic acid with ethanol. The hydrogenation is typically catalyzed by palladium on carbon, with high selectivity and yield. The direct esterification method is also efficient, with a high conversion rate and good purity of the final product.

What industries use Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5)?

Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5) is used in the pharmaceutical industry as a precursor for drug synthesis, in the polymer industry for the production of biodegradable polymers, and in the fragrance industry as a flavor compound. It is also used in the food industry as a flavor enhancer and in sensors for detecting specific chemical species.

What precautions should be taken when handling Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5)?

When handling Ethyl (3R)-3-hydroxybutanoate (CAS: 24915-95-5), wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Store the compound in a cool, well-ventilated area, away from sources of heat and ignition. In case of spill, immediately contain the spill in a spill tray and clean up using an absorbent material. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.