2-(S)-Hydroxy-3-methylbutyric acid methyl ester
Uses- Product Name
- 2-(S)-Hydroxy-3-methylbutyric acid methyl ester
- CAS No.
- 24347-63-5
- Chemical Name
- 2-(S)-Hydroxy-3-methylbutyric acid methyl ester
- Synonyms
- methyl (S)-2-hydroxy-3-methylbutanoate;(S)-Methyl 2-hydroxy-3-methylbutanoate;methyl (2s)-2-hydroxy-3-methylbutanoate;2-(S)-Hydroxy-3-methylbutyric acid methyl ester;(S)-Methyl 2-hydroxy-3-methylbutanoate - [M92121];Butanoic acid, 2-hydroxy-3-methyl-, methyl ester, (2S)-
- CBNumber
- CB51180366
- Molecular Formula
- C6H12O3
- Formula Weight
- 132.16
- MOL File
- 24347-63-5.mol
2-(S)-Hydroxy-3-methylbutyric acid methyl ester Property
- Boiling point:
- 61-62 °C(Press: 15 Torr)
- Density
- 1.021±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 12.94±0.20(Predicted)
- form
- liquid
- color
- Colourless
- LogP
- 0.160 (est)
Safety
- HS Code
- 2918199890
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M328343
- Product name
- (S)-Methyl2-hydroxy-3-methylbutanoate
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- 9861AL
- Product name
- (S)-Methyl2-hydroxy-3-methylbutanoate
- Packaging
- 250mg
- Price
- $124
- Updated
- 2021/12/16
- Product number
- CCH0030638
- Product name
- (S)-METHYL 2-HYDROXY-3-METHYLBUTANOATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $351.75
- Updated
- 2021/12/16
- Product number
- A921992
- Product name
- (S)-Methyl2-hydroxy-3-methylbutanoate
- Purity
- 97%
- Packaging
- 100mg
- Price
- $27
- Updated
- 2021/12/16
- Product number
- A921992
- Product name
- (S)-Methyl2-hydroxy-3-methylbutanoate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $35
- Updated
- 2021/12/16
2-(S)-Hydroxy-3-methylbutyric acid methyl ester Chemical Properties,Usage,Production
Uses
(S)-Methyl 2-hydroxy-3-methylbutanoate is a useful research chemical.
Synthesis
67-56-1
17407-55-5
24347-63-5
Methanol (14.5 mL, 360 mmol) and p-toluenesulfonic acid monohydrate (0.68 g, 3.6 mmol) were added to a solution of (S)-(+)-2-hydroxy-3-methylbutyric acid (14.20 g, 120 mmol) in carbon tetrachloride (40 mL). The reaction mixture was refluxed under anhydrous conditions for 10 hours. Upon completion of the reaction, the mixture was cooled to room temperature, washed sequentially with water (15 mL) and saturated aqueous sodium bicarbonate solution (10 mL), dried over magnesium sulfate, and concentrated under reduced pressure. Purification of the residue by distillation afforded methyl (S)-2-hydroxy-3-methylbutanoate (13.03 g, 82% yield) as a colorless oil; boiling point 62-63 °C/15 Torr; specific optical rotation [α]D = +23.7 (c 1.00, CHCl3), literature value [α]D = +24.3 (c 1.00, CHCl3); 1H NMR ( CDCl3) δ 0.82 (d, J = 6.9 Hz, 3H, 3-Me), 0.98 (d, J = 6.9 Hz, 3H, 3-Me), 2.03 (m, 1H, 3-H), 2.83 (d, J = 6.2 Hz, 1H, OH), 3.75 (s, 3H, CO2Me), 4.01 (dd, J = 6.2, 3.6 Hz 1H, 2-H); 13C NMR (CDCl3) δ 15.9, 18.6, 32.1, 52.2, 75.0, 175.3; IR (thin film) νmax: 3483, 1735 cm-1.
References
[1] Journal of the American Chemical Society, 1990, vol. 112, # 21, p. 7659 - 7672
[2] Tetrahedron Letters, 1989, vol. 30, # 29, p. 3757 - 3760
[3] Journal of Chemical Research, Miniprint, 1998, # 1, p. 126 - 142
[4] Heterocycles, 1999, vol. 51, # 6, p. 1321 - 1343
[5] Organic and Biomolecular Chemistry, 2005, vol. 3, # 20, p. 3749 - 3756
2-(S)-Hydroxy-3-methylbutyric acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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