(S)-(-)-alpha-Hydroxy-gamma-butyrolactone
- CAS No.
- 52079-23-9
- Chemical Name:
- (S)-(-)-alpha-Hydroxy-gamma-butyrolactone
- Synonyms
- (S)-2-HYDROXYBUTYROLACTONE;(S)-α-Hydroxy-?-butyrolactone;(S)-2-Hydroxy-gamma-butyrolactone;2,4-DIHYDROXYBUTYRIC ACID LACTONE;(S)-(-)-A-Hydroxy-y-butyrolactone;(S)-3-hydroxydihydrofuran-2(3H)-one;(3S)-3-hydroxytetrahydrofuran-2-one;(3S)-3-HYDROXYDIHYDROFURAN-2(3H)-ONE;(S)-(-)-ALPHA-HYDROXY--BUTYROLACTONE;(S)-(-)-α-Hydroxy-γ-butyrolactone>
- CBNumber:
- CB3360495
- Molecular Formula:
- C4H6O3
- Molecular Weight:
- 102.09
- MDL Number:
- MFCD00211245
- MOL File:
- 52079-23-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| alpha | -68 º (c=1.15 in chloroform) |
|---|---|
| Boiling point | 133 °C10 mm Hg(lit.) |
| Density | 1.309 g/mL at 25 °C(lit.) |
| refractive index |
n |
| Flash point | >230 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Oil |
| pka | 13.07±0.20(Predicted) |
| color | Colourless to Light Yellow |
| Specific Gravity | 1.3 |
| optical activity | [α]23/D 68°, c = 1.15 in chloroform |
| InChI | 1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2/t3-/m0/s1 |
| InChIKey | FWIBCWKHNZBDLS-VKHMYHEASA-N |
| SMILES | O[C@H]1CCOC1=O |
| CAS DataBase Reference | 52079-23-9(CAS DataBase Reference) |
| FDA UNII | 7HAE9TKC0A |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| PPE | Eyeshields, Gloves |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| HS Code | 29322090 |
| Storage Class | 10 - Combustible liquids |
(S)-(-)-alpha-Hydroxy-gamma-butyrolactone price More Price(40)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | H0951 | (S)-(-)-alpha-Hydroxy-gamma-butyrolactone >97.0%(GC) | 52079-23-9 | 100mg | $40 | 2021-12-16 | Buy |
| TCI Chemical | H0951 | (S)-(-)-α-Hydroxy-γ-butyrolactone min. 97.0 % | 52079-23-9 | 1G | $240 | 2021-12-16 | Buy |
| Apolloscientific | OR315288 | (S)-alpha-Hydroxy-gamma-butyrolactone >97% | 52079-23-9 | 100mg | $32 | 2026-06-04 | Buy |
| Apolloscientific | OR315288 | (S)-alpha-Hydroxy-gamma-butyrolactone >97% | 52079-23-9 | 250mg | $70 | 2026-06-04 | Buy |
| Apolloscientific | OR315288 | (S)-alpha-Hydroxy-gamma-butyrolactone >97% | 52079-23-9 | 1g | $203 | 2026-06-04 | Buy |
(S)-(-)-alpha-Hydroxy-gamma-butyrolactone Chemical Properties, Uses, Production
Chemical Properties
Colourless Liquid
Uses
(3S)-3-Hydroxydihydrofuran-2(3H)-one (cas# 52079-23-9) is a compound useful in organic synthesis.
Uses
Used to prepare the polyether antibiotic monensin, functionalized D-ring side chains of vitamin D analogs, and pesticides.
Synthesis
97-67-6
52079-23-9
Example 1: Synthesis of (S)-3-hydroxydihydrofuran-2(3H)-one 1. 10.0 g of L-malic acid was dissolved in 45 mL of trifluoroacetic anhydride and the reaction was stirred at 25 °C for 2 hours. 2. After completion of the reaction, the solvent was removed by distillation under reduced pressure to obtain a residue. 3. 7 mL of methanol was added to the residue and stirring was continued for 12 h. 4. 4. The reaction mixture was again concentrated by distillation under reduced pressure. 5. 5. The resulting residue was dissolved in 150 mL of anhydrous tetrahydrofuran, and the solution was cooled to 0 °C. 6. 150 mL of borane-tetrahydrofuran complex was slowly added at 0 °C and stirring was continued for 2.5 hours while maintaining temperature. 7. Upon completion of the reaction, 150 mL of methanol was added and stirred at room temperature for 1 hour. 8. The reaction mixture was concentrated by distillation under reduced pressure. 9. The crude product was dissolved in 80 mL of toluene, 5.0 g of activated acidic Dowex resin was added and refluxed for 1 hour. 10. After completion of the reaction, the Dowex resin was removed by filtration and the filtrate was concentrated by distillation under reduced pressure. 11. 7.61 g of crude product (99.9% yield) was obtained, which was directly used in the subsequent reaction without further purification.
References
[1] Patent: US7001916, 2006, B1. Location in patent: Page/Page column 70
[2] European Journal of Organic Chemistry, 2009, # 18, p. 2987 - 2997
(S)-(-)-alpha-Hydroxy-gamma-butyrolactone Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Tetranov Biopharm | 13526569071 | sales@leadmedpharm.com | China | 7881 | 64 |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16306 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
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