3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER
- Product Name
- 3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER
- CAS No.
- 148728-48-7
- Chemical Name
- 3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER
- Synonyms
- Dimethyl 3-bromo-2-oxoglutarate;DiMethyl 3-broMo-2-oxopentanedioate;3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER;beta-Bromo-alpha-ketoglutaric acid dimethyl ester;Pentanedioic acid, 3-bromo-2-oxo-, dimethyl ester;Pentanedioic acid, 3-bromo-2-oxo-, 1,5-dimethyl ester
- CBNumber
- CB72548532
- Molecular Formula
- C7H9BrO5
- Formula Weight
- 253.05
- MOL File
- 148728-48-7.mol
3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER Property
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Colorless to light yellow Liquid
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
- D474420
- Product name
- Dimethyl3-Bromo-2-oxopentanedioate
- Packaging
- 50mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- 7414AA
- Product name
- Dimethyl3-bromo-2-oxopentanedioate
- Packaging
- 1g
- Price
- $400
- Updated
- 2021/12/16
- Product number
- 095349
- Product name
- Dimethyl 3-bromo-2-oxopentanedioate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $492
- Updated
- 2021/12/16
- Product number
- HCH0368621
- Product name
- DIMETHYL-3-BROMO-2-OXOPENTANEDIOATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.12
- Updated
- 2021/12/16
- Product number
- 095349
- Product name
- Dimethyl 3-bromo-2-oxopentanedioate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1092
- Updated
- 2021/12/16
3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER Chemical Properties,Usage,Production
Uses
Dimethyl 3-Bromo-2-oxopentanedioate is an intermediate in synthesizing Dimethyl 2-Oxoglutaconate (D476450), a useful synthetic intermediate.
Synthesis
13192-04-6
148728-48-7
Step A: Synthesis of dimethyl 3-bromo-2-oxoglutarate To a solution of EtOAc (160 mL) in CuBr2 (11.5 g, 51.7 mmol) was added a CHCl3 solution (80 mL) of dimethyl 2-oxoglutarate (3.00 g, 17.2 mmol). The reaction mixture was refluxed overnight and cooled to room temperature. The volatile solvent was evaporated and the residue was purified by SiO2 column chromatography (eluent: hexane/ethyl acetate = 3:2) to afford dimethyl 3-bromo-2-oxoglutarate (4.36 g, quantitatively) as a yellow oil. 1H NMR (CDCl3, Varian 400 MHz): δ 3.06 (1H, ABX, Jab = 17.3 Hz, Jax = 9.3 Hz), 3.34 (1H, ABX, Jab = 17.3 Hz, Jbx = 5.9 Hz), 3.71 (3H, s), 3.95 (3H, s), 5.40 (1H, ABX, Jax = 9.3 Hz). Jax = 9.3 Hz, Jbx = 5.9 Hz).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 2206 - 2210
[2] Patent: US2012/238599, 2012, A1. Location in patent: Page/Page column 32
[3] Journal of Organic Chemistry, 2002, vol. 67, # 4, p. 1102 - 1108
[4] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1993, vol. 335, # 2, p. 176 - 180
[5] Journal of the American Chemical Society, 1981, vol. 103, p. 5599
3-BROMO-2-OXOPENTANEDIOIC ACID DIMETHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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