METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE
- Product Name
- METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE
- CAS No.
- 42933-07-3
- Chemical Name
- METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE
- Synonyms
- methyl 5-bromo-6-oxopyran-3-carboxylate;METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE;2H-Pyran-5-carboxylic acid, 3-bromo-2-oxo-, methyl ester
- CBNumber
- CB7712559
- Molecular Formula
- C7H5BrO4
- Formula Weight
- 233.02
- MOL File
- 42933-07-3.mol
METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Property
- Boiling point:
- 285.4±40.0 °C(Predicted)
- Density
- 1.812±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- White to light yellow Solid
Safety
- HS Code
- 2932209090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- M219428
- Product name
- Methyl3-Bromo-2-oxo-2h-pyran-5-carboxylate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 5933AB
- Product name
- Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate
- Packaging
- 1g
- Price
- $93
- Updated
- 2021/12/16
- Product number
- OR6402
- Product name
- Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate
- Purity
- 95%
- Packaging
- 5g
- Price
- $154
- Updated
- 2021/12/16
- Product number
- 2H23-9-03
- Product name
- Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate
- Purity
- 95%
- Packaging
- 5G
- Price
- $170
- Updated
- 2021/12/16
- Product number
- HCH0007643
- Product name
- METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $228.9
- Updated
- 2021/12/16
METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Chemical Properties,Usage,Production
Synthesis
6018-41-3
42933-07-3
General procedure for the synthesis of methyl 3-bromo-2-oxo-2H-pyran-5-carboxylate from methyl coumalate: Pyridine tribromide (8.09 g, 25.3 mmol, 1.3 eq.) and a stirrer were added to a 50 mL round-bottomed flask equipped with a charging funnel. Methyl coumalate (3.0 g, 19.5 mmol, 1 eq.) was placed in the addition funnel. The system was evacuated three times and backfilled with argon. Seventeen mL of acetic acid was added to the flask and 10 mL of acetic acid was added to the addition funnel. The reaction flask was heated to reflux. A solution of methyl coumalate in acetic acid was added slowly and dropwise. After 4 hours of reaction, cool to room temperature and dilute the reaction mixture with deionized water. The organic and aqueous layers were separated by solvent extraction with a 1:1 ethyl acetate/hexane mixture. The organic layer was washed sequentially with deionized water (twice) and saturated saline (once) and then dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the organic solvent was removed by rotary evaporation. The resulting crude product was carefully diluted with saturated aqueous sodium bicarbonate. The precipitated solid was collected by vacuum filtration. The filter cake was ground with additional sodium bicarbonate and water and dried to give 3.76 g (16.1 mmol, 83% yield) of the target product, methyl 3-bromo-2-oxo-2H-pyran-5-carboxylate, as a light yellow solid. Mass spectrometry (ESI+) analysis showed m/z = 233/235 [M+H]+.
References
[1] Patent: US2016/168140, 2016, A1. Location in patent: Paragraph 1172
[2] Patent: WO2004/792, 2003, A1. Location in patent: Page 16
[3] Organic Process Research and Development, 2003, vol. 7, # 1, p. 74 - 81
[4] Chemische Berichte, 1901, vol. 34, p. 1994
[5] Tetrahedron Letters, 1997, vol. 38, # 30, p. 5375 - 5378
METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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