METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE
- Product Name
- METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE
- CAS No.
- 95201-93-7
- Chemical Name
- METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE
- Synonyms
- Methyl-4-bromo-3-hydroxythophene2-carboxylate;4-Bromo-3-hydroxy-2-(methoxycarbonyl)thiophene;Methyl 4-bromo-3-hydroxythiophene-3-carboxylate;methyl 3-hydroxy-4-bromo-2-thiophenecarboxylate;METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE;methyl-3-hydroxy-4-bromo thiophen-2-carboxylate;(4-bromo-3-oxo-2-thiophenylidene)-methoxymethanolate;4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;2-Thiophenecarboxylic acid, 4-bromo-3-hydroxy-, methyl ester;METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE ISO 9001:2015 REACH
- CBNumber
- CB1329942
- Molecular Formula
- C6H5BrO3S
- Formula Weight
- 237.07
- MOL File
- 95201-93-7.mol
METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE Property
- Melting point:
- 79-80°C
- Boiling point:
- 247.9±35.0℃ (760 Torr)
- Density
- 1.803±0.06 g/cm3 (20 ºC 760 Torr)
- Flash point:
- 103.7±25.9℃
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 7.93±0.15(Predicted)
- Appearance
- White to off-white Solid
- Water Solubility
- Sparingly Soluble in water 0.95 g/L @ 25°C.
- InChI
- InChI=1S/C6H5BrO3S/c1-10-6(9)5-4(8)3(7)2-11-5/h2,8H,1H3
- InChIKey
- UFTXASQYKJFRKI-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)SC=C(Br)C=1O
- CAS DataBase Reference
- 95201-93-7
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
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.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M296530
- Product name
- Methyl4-Bromo-3-hydroxythiophene-2-carboxylate
- Packaging
- 500mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- 083434
- Product name
- Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 6H29-9-01
- Product name
- Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
- Packaging
- 1g
- Price
- $144
- Updated
- 2021/12/16
- Product number
- 4216AF
- Product name
- Methyl4-bromo-3-hydroxythiophene-2-carboxylate
- Packaging
- 250mg
- Price
- $107
- Updated
- 2021/12/16
- Product number
- 083434
- Product name
- Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
- Purity
- 97%
- Packaging
- 10g
- Price
- $756
- Updated
- 2021/12/16
METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE Chemical Properties,Usage,Production
Uses
The synthesis of the thienopyranone scaffold began with the alkylation of methyl 4-bromo-3-hydroxythiophene-2-carboxylate with N-acetylmorpholine.
Synthesis
5118-06-9
95201-93-7
General procedure for the synthesis of methyl 4-bromo-3-hydroxythiophene-2-carboxylate from methyl 3-hydroxy-2-thiophenecarboxylate: 3.24 mL (63.2 mmol) of bromine was slowly added to a solution of 10 g (63.2 mmol) of methyl 3-hydroxy-2-thiophenecarboxylate in 22 mL of acetic acid and the reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the reaction solution was poured into 50 mL of water and extracted with 50 mL of dichloromethane. The organic phases were combined, washed twice with 50 mL of water and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the crude product. The crude product was purified by rapid chromatography on silica gel (eluent: dichloromethane/petroleum ether, 1:2) to give 11.3 g methyl 4-bromo-3-hydroxythiophene-2-carboxylate in 76% yield. The melting point of the product was 86 °C. 1H NMR (CDCl3): δ 3.92 (s, 3H), 7.38 (s, 1H), 9.74 (s, 1H). 13C NMR (CDCl3): δ 52.2, 102.6, 103.8, 128.1, 160.4, 165.8. MS (EI): m/z = 236 (M+.). .
References
[1] Tetrahedron Letters, 2009, vol. 50, # 35, p. 5005 - 5008
[2] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1288 - 1291
[3] Synthesis, 1984, vol. NO. 10, p. 847 - 850
[4] Tetrahedron Letters, 2017, vol. 58, # 26, p. 2537 - 2541
[5] Patent: US4748183, 1988, A
METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE manufacturers
- Product
- METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE 95201-93-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-13
- Product
- METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE 95201-93-7
- Price
- US $1.00-1.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 50tons
- Release date
- 2020-04-27
- Product
- METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE 95201-93-7
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2020-02-18