ChemicalBook > CAS DataBase List > METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE

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
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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
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-37/39
HS Code 
2934999090
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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..…

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N-Bromosuccinimide Price

TRC
Product number
M296530
Product name
Methyl4-Bromo-3-hydroxythiophene-2-carboxylate
Packaging
500mg
Price
$110
Updated
2021/12/16
Matrix Scientific
Product number
083434
Product name
Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
Purity
97%
Packaging
1g
Price
$120
Updated
2021/12/16
SynQuest Laboratories
Product number
6H29-9-01
Product name
Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
Packaging
1g
Price
$144
Updated
2021/12/16
AK Scientific
Product number
4216AF
Product name
Methyl4-bromo-3-hydroxythiophene-2-carboxylate
Packaging
250mg
Price
$107
Updated
2021/12/16
Matrix Scientific
Product number
083434
Product name
Methyl 4-bromo-3-hydroxythiophene-2-carboxylate
Purity
97%
Packaging
10g
Price
$756
Updated
2021/12/16
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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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METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE Suppliers

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View Lastest Price from METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE manufacturers

Shaanxi Dideu New Materials Co. Ltd
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
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

95201-93-7, METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATERelated Search:


  • METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE
  • 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
  • 4-Bromo-3-hydroxy-2-(methoxycarbonyl)thiophene
  • methyl 3-hydroxy-4-bromo-2-thiophenecarboxylate
  • (4-bromo-3-oxo-2-thiophenylidene)-methoxymethanolate
  • 2-Thiophenecarboxylic acid, 4-bromo-3-hydroxy-, methyl ester
  • METHYL 4-BROMO-3-HYDROXYTHIOPHENE-2-CARBOXYLATE ISO 9001:2015 REACH
  • methyl-3-hydroxy-4-bromo thiophen-2-carboxylate
  • Methyl-4-bromo-3-hydroxythophene2-carboxylate
  • Methyl 4-bromo-3-hydroxythiophene-3-carboxylate
  • 95201-93-7
  • C6H6BrO3S
  • Esters
  • Thiophenes & Benzothiophenes
  • Thiophenes & Benzothiophenes