1918-79-2

Basic information

• Product Name: 5-Methyl-2-thiophenecarboxylic acid
• Synonyms: 5-METHYL-2-THENOIC ACID;5-METHYL-2-THIOPHENECARBOXYLIC ACID;5-METHYLTHIOPHENE-2-CARBOXYLIC ACID;AKOS B000091;RARECHEM AL BE 0181;TIMTEC-BB SBB004146;2-Carboxy-5-methylthiophene;2-Methyl-5-thiophenecarboxylic acid
• CAS NO: 1918-79-2
• Molecular Formula: C₆H₆O₂S
• Molecular Weight: 142.18
• EINECS: 217-640-3
• Product Categories: Acids and Derivatives;Heterocycles;Thiophene&Benzothiophene;Organic acids;Heterocyclic Compounds;Thiophens;Building Blocks;Heterocyclic Building Blocks;Thiophenes
• Mol File: 1918-79-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 135-138 °C(lit.)
• Boiling Point: 229.75°C (rough estimate)
• Flash Point: 120 °C
• Appearance: Clear/Liquid
• Density: 1.365 (estimate)
• Vapor Pressure: 0.00258mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.71±0.10(Predicted)
• BRN: 113857
• CAS DataBase Reference: 5-Methyl-2-thiophenecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-2-thiophenecarboxylic acid(1918-79-2)
• EPA Substance Registry System: 5-Methyl-2-thiophenecarboxylic acid(1918-79-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1918-79-2(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE CRYSTALLINE POWDER

InChI:InChI=1/C6H6O2S/c1-4-2-3-5(9-4)6(7)8/h2-3H,1H3,(H,7,8)/p-1

Upstream product

• 13679-74-8 2-Acetyl-5-methylthiophen 
• 86786-68-7 C₅H₂LiO₂S^(1-)*Li⁽¹⁺⁾ 
• 74-88-4 methyl iodide 
• 527-72-0 2-thiophenylcarboxylic acid 
• 554-14-3 2-Methylthiophene 
• 124-38-9 carbon dioxide 
• 79852-26-9 1-(5-methylthiophen-2-yl)butan-1-one 
• 59303-13-8 1-(5-methylthiophen-2-yl)propan-1-one 
• 16494-36-3 2-iodo-5-methylthiophene 
• 13679-70-4 5-methylthiophene-2-carboxaldehyde 
• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 59753-16-1 C₅H₂O₂S^(2-)*2Li⁽¹⁺⁾ 
• 1430823-64-5 (5-Methylthiophen-2-yl)glyoxal 
• 63273-26-7 5-bromomethyl-2-thiophenecarboxylic acid 

Downstream Products

• 16494-47-6 3,4,5-triiodo-2-methylthiophene 
• 19432-69-0 methyl 5-methylthiophene-2-carboxylate 
• 5751-81-5 5-methyl-thiophene-2-carboxylic acid ethyl ester 
• 123-56-8 Succinimide 
• 76536-99-7 5-methyl-2-thienyl isocyanate 
• 848358-06-5 1H-thieno[3,2-c]pyrazole-5-methanol 
• 501082-56-0 4-amino-5-methylthiophene-2-carboxylic acid methyl ester 
• 1301134-70-2 N-(3-{3-[2-({3-[2-(dimethylamino)ethoxy]phenyl}amino)pyrimidin-4-yl]imidazo[1,2-a]pyridin-2-yl}phenyl)-5-methylthiophene-2-carboxamide 
• 1238287-54-1 C₁₇H₁₆ClN₅OS 
• 949888-71-5 7-(2-methoxy-4-methoxymethoxyphenyl)-8-(5-methylthiophen-2-ylcarbonyloxymethyl)-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one 
• 1192059-76-9 (4-(3,5-di-tert-butylphenyl)piperazin-1-yl)(5-methylthiophen-2-yl)methanone 
• 949888-59-9 7-(5-Fluoro-2-methoxyphenyl)-8-(5-methylthiophen-2-ylcarbonyloxymethyl)-3,3-dimethyl-3,4-dihydro-1H-quinoxalin-2-one 

Relevant articles and documents

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Pd(II)-Catalyzed asymmetric oxidative annulation of N-alkoxyheteroaryl amides and 1,3-dienes

The first Pd(II)-catalyzed asymmetric oxidative annulation of N-alkoxyaryl amides and 1,3-dienes is reported, which features particular applicability for quick assembly of different types of chiral heterocycles with high yields and enantioselectivities. A novel chiral pyridine-oxazoline bearing a methoxyl group at the C-5 position and a gem-dimethyl group on the oxazoline moiety was found to be crucial for conversion.

2-Oxo-Driven Coupling Reactions of 2-Oxo Aldehydes/2-Oxo Iminium Ions and Hydroperoxides at Room Temperature

An efficient 2-oxo-group-promoted direct coupling reaction between 2-oxo aldehydes and hydroperoxides has been developed. The method has been used successfully for the generation of different 2-oxo esters and acids. This reaction harnesses the hydrogen-bonding-induced self-decomposition tendency of hydroperoxides; the intermediates produced by this process then attack the aldehyde or iminium ion to generate cross-coupled products either by direct coupling or by an amine-catalysed pathway. No external oxidants or metal catalysts are required for our method, and the reaction takes place at room temperature.

DMSO/I2 mediated C-C bond cleavage of α-ketoaldehydes followed by C-O bond formation: A metal-free approach for one-pot esterification

A novel and efficient I2/DMSO mediated metal-free strategy is presented for the direct C-C bond cleavage of aryl-/heteroaryl- or aliphatic α-ketoaldehydes by C2-decarbonylation and C1-carbonyl oxidation to give the corresponding carboxylic acids followed by esterification in one pot, offering excellent yields in both the steps. Here, DMSO acts as the oxygen source/oxidant and this reaction works very well under both conventional heating and microwave irradiation. This is a very simple and convenient protocol.