Methyl 3-hydroxythiophene-2-carboxylate

Uses

Product Name: Methyl 3-hydroxythiophene-2-carboxylate
CAS No.: 5118-06-9
Chemical Name: Methyl 3-hydroxythiophene-2-carboxylate
Synonyms: 3-hydro-2-thiophenca;METHYL-3-HYDROXYTHIOPHENE CARBOXYLATE;Methyl-3-hydroxythiophen-2-carboxylat;3-Hydroxy-2-(methoxycarbonyl)thiophene;METHYL 3-HYDROXY-2-THIOPHENECARBOXYLATE;Methyl 3-hydroxythiophene-3-carboxylate;METHYL 3-HYDROXYTHIOPHENE-2-CARBOXYLATE;Merhyl 3-hydroxy thiophene 2-carboxylate;Methyl 3-hydroxythiophene-2-carboxylate ,97%;2-Thiophenecarboxylicacid,3-hydroxy-,methylester
CBNumber: CB7160233
Molecular Formula: C6H6O3S
Formula Weight: 158.18
MOL File: 5118-06-9.mol

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Methyl 3-hydroxythiophene-2-carboxylate Property

Melting point:: 38-43 °C(lit.)
Boiling point:: 107-109°C 13mm
Density: 1.372±0.06 g/cm3(Predicted)
Flash point:: >230 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: powder to crystal
pka: 9.47±0.10(Predicted)
color: White to Orange to Green
Water Solubility: Slightly soluble in water.
InChI: InChI=1S/C6H6O3S/c1-9-6(8)5-4(7)2-3-10-5/h2-3,7H,1H3
InChIKey: SEMVRXMFCHXUMD-UHFFFAOYSA-N
SMILES: C1(C(OC)=O)SC=CC=1O
CAS DataBase Reference: 5118-06-9(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 22-24/25-37/39-26
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29309090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye 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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 566977
Product name: Methyl 3-hydroxythiophene-2-carboxylate
Purity: 97%
Packaging: 500mg
Price: $95.9
Updated: 2023/06/20

TCI Chemical

Product number: M2716
Product name: Methyl 3-Hydroxy-2-thiophenecarboxylate
Purity: >97.0%(GC)
Packaging: 1g
Price: $29
Updated: 2025/07/31

TCI Chemical

Product number: M2716
Product name: Methyl 3-Hydroxy-2-thiophenecarboxylate
Purity: >97.0%(GC)
Packaging: 5g
Price: $88
Updated: 2025/07/31

TRC

Product number: H947615
Product name: 3-Hydroxy-2-thiophenecarboxylicAcidMethylEster
Packaging: 2.5g
Price: $195
Updated: 2021/12/16

Oakwood

Product number: 066930
Product name: Methyl 3-hydroxythiophene-2-carboxylate
Purity: 98%
Packaging: 250mg
Price: $15
Updated: 2021/12/16

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Methyl 3-hydroxythiophene-2-carboxylate Chemical Properties,Usage,Production

Uses

3-Hydroxy-2-thiophenecarboxylic Acid Methyl Ester, is used as a reactant in synthesizing nitro-products where reaction occurs with thiophenol.

Chemical Properties

white to light yellow crystal powder

Uses

Methyl 3-hydroxythiophene-2-carboxylate is used in medicine.

Synthesis Reference(s)

Synthetic Communications, 9, p. 731, 1979 DOI: 10.1080/00397917908064186

Synthesis

80-63-7

2365-48-2

5118-06-9

Methyl 3-hydroxy-2-thiophenecarboxylate was synthesized according to the method reported by Huddleston and Barker in Synth. Commun. 1979,9,8,731-734. The procedure was as follows: a 2 M solution of sodium methanol was prepared by adding sodium (700 mg; 30 mmol) to 15 mL of anhydrous methanol. Methyl mercaptoacetate (1.9 g; 18 mmol) was then added. The reaction solution was cooled to 0°C and methyl 2-chloroacrylate (2.1 g; 17.4 mmol) was added slowly and dropwise. The reaction mixture was stirred at room temperature overnight. After the reaction was complete, the mixture was cooled to 0°C again and the reaction was quenched with 4 M aqueous hydrochloric acid (~5 mL). Water was added and extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 2.0 g (70% yield) of brown oil, which solidified to a solid product after drying. The product could be used for subsequent reactions without further purification. The product was characterized as follows: LCMS m/z [M-H]-, retention time tR = 4.12 min, purity (UV/MS) 98/20; GCMS m/z 158 (M+), retention time tR = 4.52 min; 1H NMR (CDCl3, 400 MHz) δ 9.56 (br s, 1H, OH), 7.37 (d, 1H, J = 5.2 Hz, thiophene H), 6.74 (d, 1H, J = 5.2 Hz, thiophene H), 3.89 (s, 3H, OMe).

References

[1] Pesticide Science, 1996, vol. 48, # 4, p. 351 - 358
[2] Patent: WO2008/48648, 2008, A2. Location in patent: Page/Page column 70
[3] Helvetica Chimica Acta, 2002, vol. 85, # 12, p. 4485 - 4517
[4] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 20, p. 4333 - 4340
[5] Patent: US7452730, 2008, B2

Methyl 3-hydroxythiophene-2-carboxylate Preparation Products And Raw materials

Raw materials

Methyl thioglycolate Hexane Sodium Ethyl acetate Hydrochloric acid Dichloromethane Methanol Ethyl propiolate Magnesium sulfate Magnesium METHYL ALPHA-CHLOROACRYLATE

Preparation Products

Tenoxicam

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View Lastest Price from Methyl 3-hydroxythiophene-2-carboxylate manufacturers

R&D Scientific Inc.

Product: 3-Hydroxythiophene-2-carboxylic acid methyl ester 5118-06-9
Price: US $786.00/g
Min. Order: 1g
Purity: 98
Supply Ability: 5000 Kg
Release date: 2025-03-04

Career Henan Chemical Co

Product: Methyl 3-hydroxythiophene-2-carboxylate 5118-06-9
Price: US $8.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10tons
Release date: 2018-12-24

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1175511

Building Blocks

Heterocyclic Building Blocks

Thiophenes

Thiophenes & Benzothiophenes

Building Blocks

Heterocyclic Building Blocks

Thiophenes

Esters

Thiophenes & Benzothiophenes