Introduction：Basic information about Ethyl (R)-3-hydroxybutyrate CAS 24915-95-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Ethyl (R)-3-hydroxybutyrate Basic information
| Product Name: | Ethyl (R)-3-hydroxybutyrate |
| Synonyms: | (R)-(-)-ETHYL 3-HYDROXYBUTANOATE;(R)-(-)-ETHYL 3-HYDROXYBUTYRATE;(R)-(-)-3-HYDROXYBUTYRIC ACID ETHYL ESTER;(R)-3-HYDROXYBUTYRIC ACID ETHYL ESTER;(R)-(-)-3-HYDROXY-N-BUTYRIC ACID ETHYL ESTER;ENZYME MEMBRANE REACTOR (WITHOUT SUPPLEMENTARY ACCESSORIES) EE 99+%;ETHYL R-(-)-3-HYDROXYBUTANOATE;ETHYL (R)-(-)-3-HYDROXYBUTYRATE |
| CAS: | 24915-95-5 |
| MF: | C6H12O3 |
| MW: | 132.16 |
| EINECS: | 695-003-2 |
| Product Categories: | Chiral Alcohols;Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Building Blocks;Esters;Organic Building Blocks |
| Mol File: | 24915-95-5.mol |
|
Ethyl (R)-3-hydroxybutyrate Chemical Properties
| alpha | -45.5 º (589nm, c=1, CHCl3) |
| Boiling point | 75-76 °C/12 mmHg (lit.) |
| density | 1.017 g/mL at 25 °C (lit.) |
| vapor pressure | 17.2Pa at 20℃ |
| refractive index | n20/D 1.42(lit.) |
| Fp | 148 °F |
| storage temp. | 2-8°C |
| form | Liquid |
| pka | 14.45±0.20(Predicted) |
| Specific Gravity | 1.017 |
| color | Clear, Colorless |
| Optical Rotation | [α]20/D 46°, c = 1 in chloroform |
| Water Solubility | soluble |
| 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 |
| SMILES | CCOC(=O)C[C@@H](C)O |
| LogP | 0.341 at 20℃ |
| CAS DataBase Reference | 24915-95-5(CAS DataBase Reference) |
Safety Information
| Risk Statements | 36/37/38-52 |
| Safety Statements | 24/25 |
| RIDADR | 1993 |
| WGK Germany | 3 |
| HazardClass | CBL |
| HS Code | 29181990 |
| Storage Class | 10 - Combustible liquids |
Ethyl (R)-3-hydroxybutyrate Usage And Synthesis
| Description | Ethyl (R)-(-)-3-Hydroxybutyrate is a chiral starting material for the production of numerous biologically active compounds. |
| Chemical Properties | clear colorless liquid |
| Uses | Ethyl (R)-(-)-3-hydroxybutyrate is a chiral building block for the preparation of bioactive compounds used in the pharmaceutical industry. It is formed during the hydrolysis of poly-3-hydroxybutyrate. |
| Definition | ChEBI: Ethyl (R)-3-hydroxybutanoate is an ethyl 3-hydroxybutyrate. It is functionally related to a (R)-3-hydroxybutyric acid. |
| General Description | Ethyl (R)-3-hydroxybutyrate is an enantiomer of 3-hydroxybutyric acid. It is synthesized from diethyl succinate in a one-pot, stereoselective, high-yield process by using asymmetric synthesis and hydrogenation. The reaction vessel used for this synthesis is a reaction solution that has been optimized to be resistant to high pressure and temperature. This product can be used as a renewable feedstock in the production of polyesters and other polymers. |
| Synthesis | (R)-β-Butryrolactone (20 g, 230 mmol) was dissolved in 500 mLethanol with 1.0 mL H2SO4 and stirred at room temperature. Aliquots(100 μL) were added to 1.0 mL of methanol and analyzed by GC-MS for conversion of the lactone. Upon completion (> 48 h), a small amount of solid sodium bicarbonate was added and the solvent removed by rotary evaporation. The residue was taken up in dichloromethane and washed with water. The water layer was extracted twice with ethyl acetate. The pooled organic layers were dried with magnesium sulfate, which was then filtered and the solvent removed by rotary evaporation to yield Ethyl (R)-3-hydroxybutyrate as a clear oil (20.2 g, 66%). |
| References | [1] AYELET FISHMAN. A two-step enzymatic resolution process for large-scale production of (S)- and (R)-ethyl-3-hydroxybutyrate[J]. Biotechnology and Bioengineering, 2001, 74 3: 256-263. DOI: 10.1002/bit.1115 |
Ethyl (R)-3-hydroxybutyrate Preparation Products And Raw materials
| Raw materials | Ethyl (S)-3-hydroxybutyrate-->Ethyl acetoacetate |
| Preparation Products | (R)-(-)-1,3-Butanediol |
