(S)-methyl-2-bromo-3-hydroxypropanoate
- Product Name
- (S)-methyl-2-bromo-3-hydroxypropanoate
- CAS No.
- 7691-28-3
- Chemical Name
- (S)-methyl-2-bromo-3-hydroxypropanoate
- Synonyms
- 2-broMo-3-hydroxybutanoate;Methyl 2-bromo-3-hydroxypropionate;Methyl-2-broMo-3-hydroxypropanoate;(S)-methyl-2-bromo-3-hydroxypropanoate;2-Bromo-3-hydroxypropanoic acid methyl ester;Propanoic acid, 2-bromo-3-hydroxy-, methyl ester
- CBNumber
- CB32512513
- Molecular Formula
- C4H7BrO3
- Formula Weight
- 183
- MOL File
- 7691-28-3.mol
(S)-methyl-2-bromo-3-hydroxypropanoate Property
- Boiling point:
- 245℃
- Density
- 1.677
- Flash point:
- 102℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 13.45±0.10(Predicted)
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C4H7BrO3/c1-8-4(7)3(5)2-6/h3,6H,2H2,1H3
- InChIKey
- GVXAFLUDYYQGCG-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C(Br)CO
N-Bromosuccinimide Price
- Product number
- 1832CT
- Product name
- Methyl2-bromo-3-hydroxypropanoate
- Packaging
- 1g
- Price
- $593
- Updated
- 2021/12/16
- Product number
- A126883
- Product name
- Methyl2-bromo-3-hydroxypropanoate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $1182
- Updated
- 2021/12/16
- Product number
- A126883
- Product name
- Methyl2-bromo-3-hydroxypropanoate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1182
- Updated
- 2021/12/16
- Product number
- CD13004741
- Product name
- Methyl2-bromo-3-hydroxypropanoate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $1248
- Updated
- 2021/12/16
- Product number
- CD13004741
- Product name
- Methyl2-bromo-3-hydroxypropanoate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $2079
- Updated
- 2021/12/16
(S)-methyl-2-bromo-3-hydroxypropanoate Chemical Properties,Usage,Production
Synthesis
67-56-1
160732-12-7
7691-28-3
Methyl 2-bromo-3-hydroxypropionate was synthesized as follows: 2-bromo-3-hydroxypropionic acid (6.0 g, 35 mmol) and a catalytic amount of HBr (0.2 mL, 48% aqueous solution, w/w) were dissolved in methanol (50 mL, 1.2 mol), heated to 50-65 °C, and reacted for 21 hours. Upon completion of the reaction, the excess methanol was removed by rotary evaporation. To the brown liquid residue, dichloromethane (100 mL) was added, and the resulting solution was washed twice each with dilute aqueous NaHCO3 (50 mL) and saturated aqueous NaCl (50 mL) in turn, and then dried with Na2SO4. After filtration, the solvent was removed by rotary evaporation to give methyl 2-bromo-3-hydroxypropionate as a light yellow liquid. The product was purified by silica gel chromatography (eluent: dichloromethane/ether, 90/10, Rf = 0.31) to give a clear liquid product (5.7 g, 87% yield).1H NMR (CDCl3): δ 2.70 (br s, OH), 3.81 (s, CH3), 4.00 (m, CH2OH), 4.35 (t, CHBr).13C NMR (CDCl3): δ 44.2 (CBr), 53.5 (CH3), 63.8 (CH2OH), 169.7 (CO2CH3). Elemental analysis (C, H): calculated values 26.23, 3.86; measured values 25.83, 4.10.
References
[1] Synlett, 2010, # 13, p. 1947 - 1950
[2] Patent: US8524942, 2013, B2. Location in patent: Page/Page column 17
[3] Journal of Biological Chemistry, 1934, vol. 105, p. 547,551
[4] Patent: US2016/287726, 2016, A1. Location in patent: Paragraph 0081; 0082
(S)-methyl-2-bromo-3-hydroxypropanoate Preparation Products And Raw materials
Raw materials
Preparation Products
(S)-methyl-2-bromo-3-hydroxypropanoate Suppliers
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