ChemicalBook > CAS DataBase List > (S)-methyl-2-bromo-3-hydroxypropanoate

(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

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(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

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific

Product number: 1832CT
Product name: Methyl2-bromo-3-hydroxypropanoate
Packaging: 1g
Price: $593
Updated: 2021/12/16

Ambeed

Product number: A126883
Product name: Methyl2-bromo-3-hydroxypropanoate
Purity: 95+%
Packaging: 10g
Price: $1182
Updated: 2021/12/16

Ambeed

Product number: A126883
Product name: Methyl2-bromo-3-hydroxypropanoate
Purity: 95+%
Packaging: 5g
Price: $1182
Updated: 2021/12/16

Crysdot

Product number: CD13004741
Product name: Methyl2-bromo-3-hydroxypropanoate
Purity: 95+%
Packaging: 5g
Price: $1248
Updated: 2021/12/16

Crysdot

Product number: CD13004741
Product name: Methyl2-bromo-3-hydroxypropanoate
Purity: 95+%
Packaging: 10g
Price: $2079
Updated: 2021/12/16

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(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

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7691-28-3, (S)-methyl-2-bromo-3-hydroxypropanoateRelated Search:

(S)-methyl-2-bromo-3-hydroxypropanoate

2-Bromo-3-hydroxypropanoic acid methyl ester

Methyl 2-bromo-3-hydroxypropionate

2-broMo-3-hydroxybutanoate

Methyl-2-broMo-3-hydroxypropanoate

Propanoic acid, 2-bromo-3-hydroxy-, methyl ester

7691-28-3