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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
Molecular Weight:
233.02
MDL Number:
MFCD00463742
MOL File:
42933-07-3.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:49
Product description Number Pack Size Price
Methyl3-Bromo-2-oxo-2h-pyran-5-carboxylate M219428 10mg $45
Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate 5933AB 1g $93
Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate 95% OR6402 5g $154
Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate 95% 2H23-9-03 5G $170
METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE 95.00% HCH0007643 1G $228.9

METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Properties

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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H315-H335
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
HS Code  2932209090

METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC M219428 Methyl3-Bromo-2-oxo-2h-pyran-5-carboxylate 42933-07-3 10mg $45 2021-12-16 Buy
AK Scientific 5933AB Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate 42933-07-3 1g $93 2021-12-16 Buy
Apolloscientific OR6402 Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate 95% 42933-07-3 5g $154 2021-12-16 Buy
SynQuest Laboratories 2H23-9-03 Methyl3-bromo-2-oxo-2H-pyran-5-carboxylate 95% 42933-07-3 5G $170 2021-12-16 Buy
American Custom Chemicals Corporation HCH0007643 METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE 95.00% 42933-07-3 1G $228.9 2021-12-16 Buy
Product number Packaging Price Buy
M219428 10mg $45 Buy
5933AB 1g $93 Buy
OR6402 5g $154 Buy
2H23-9-03 5G $170 Buy
HCH0007643 1G $228.9 Buy

METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Chemical Properties,Uses,Production

Synthesis

Methyl coumalate

6018-41-3

METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE

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

METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Suppliers

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METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE Spectrum

METHYL 3-BROMO-2-OXO-2H-PYRAN-5-CARBOXYLATE methyl 5-bromo-6-oxopyran-3-carboxylate 2H-Pyran-5-carboxylic acid, 3-bromo-2-oxo-, methyl ester 42933-07-3 Esters Ring Systems