14282-79-2

Basic information

• Product Name: 4-Methyl-thiophene-2-carboxylic acid ethyl ester
• Synonyms: 4-Methyl-thiophene-2-carboxylic acid ethyl ester;Ethyl 4-methylthiophene-2-carboxylate
• CAS NO: 14282-79-2
• Molecular Formula: C8H10O2S
• Molecular Weight: 170.23
• Mol File: 14282-79-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 244.8°C at 760 mmHg
• Flash Point: 101.9°C
• Appearance: /
• Density: 1.137g/cm³
• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Methyl-thiophene-2-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-thiophene-2-carboxylic acid ethyl ester(14282-79-2)
• EPA Substance Registry System: 4-Methyl-thiophene-2-carboxylic acid ethyl ester(14282-79-2)

Safety Data

• Hazardous Substances Data: 14282-79-2(Hazardous Substances Data)

Usage

Description

4-Methyl-thiophene-2-carboxylic acid ethyl ester is a chemical compound characterized by the molecular formula C9H10O2S. It is recognized for its strong aromatic odor and is utilized as a key intermediate in the pharmaceutical industry for the synthesis of various pharmaceutical products. Additionally, it serves as a building block in the creation of other organic compounds, highlighting its versatility in both the pharmaceutical and fragrance sectors.

Uses

Used in Pharmaceutical Industry:
4-Methyl-thiophene-2-carboxylic acid ethyl ester is used as a chemical intermediate for the synthesis of a variety of pharmaceutical products. Its role in this industry is crucial for the development of new medications, given its ability to be incorporated into complex molecular structures.
Used in Fragrance Industry:
In the fragrance industry, 4-Methyl-thiophene-2-carboxylic acid ethyl ester is employed as a flavor and fragrance ingredient. Its strong aromatic properties make it suitable for use in the production of perfumes, soaps, and cosmetics, where it contributes to the creation of distinctive and appealing scents.
Used in Organic Synthesis:
4-Methyl-thiophene-2-carboxylic acid ethyl ester also serves as a building block in the synthesis of other organic compounds. Its chemical structure allows it to be a versatile component in the formation of a wide array of organic molecules, expanding its utility beyond the pharmaceutical and fragrance industries.

InChI:InChI=1/C8H10O2S/c1-3-10-8(9)7-4-6(2)5-11-7/h4-5H,3H2,1-2H3

Upstream product

• 14282-78-1 4-methylthiophene-2-carboxylic acid 
• 64-17-5 ethanol 
• 32990-47-9 4-methyl-thiophene-2-carboxylic acid chloride 
• 56-23-5 tetrachloromethane 
• 616-44-4 3-Methylthiophene 

Relevant articles and documents

Potent Thiophene Antagonists of Human Complement C3a Receptor with Anti-Inflammatory Activity

Structure-activity relationships for a series of small-molecule thiophenes resulted in potent and selective antagonism of human Complement C3a receptor. The compounds are about 100-fold more potent than the most reported antagonist SB290157. A new compound JR14a was among the most potent of the new antagonists in vitro, assessed by (a) inhibition of intracellular calcium release (IC50 10 nM) induced in human monocyte-derived macrophages by 100 nM C3a, (b) inhibition of β-hexosaminidase secretion (IC50 8 nM) from human LAD2 mast cells degranulated by 100 nM C3a, and (c) selectivity for human C3aR over C5aR. JR14a was metabolically stable in rat plasma and in rat liver microsomes and efficacious in rats when given orally to suppress rat paw inflammation, macrophage and mast cell activation, and histopathology induced by intraplantar paw administration of a C3aR agonist. Potent C3aR antagonists are now available for interrogating C3a receptor activation and suppressing C3aR-mediated inflammation in mammalian physiology and disease.

Synthesis of 2-thiophenecarboxylic and 2,5-thiophenedicarboxylic acid esters via the reaction of thiophenes with the CCl4-ROH reagent in the presence of vanadium, iron, and molybdenum catalysts

2-Thiophenecarboxylic and 2,5-thiohenedicarboxylic acid esters were synthesized via the reaction of thiophene with the CCl4-ROH-catalyst system, with a total yield of 44-85%. A possible reaction scheme includes the successive steps of alkylation of thiophene with carbon tetrachloride, leading to 2-trichloromethylthiophene, and alcoholysis of the product giving the corresponding 2-thiophenecarboxylate. The best catalysts for this reaction are VO(acac)2, Fe(acac)3, and Mo(CO)6.