14282-78-1

Basic information

• Product Name: 4-Methyl-2-thiophenecarboxylic acid
• Synonyms: 4-Methyl-2-thiophenecarboxylic acid;2-Carboxy-4-methylthiophene;2-Carboxy-4-methylthiophene, 4-Methyl-2-thenoic acid;4-Methylthiophene-2-carboxylic acid 97%;BUTTPARK 99\15-30;ASINEX-REAG BAS 07664671;4-METHYLTHIOPHENE-2-CARBOXYLIC ACID;4-methylthiophen-2-carboxlic acid
• CAS NO: 14282-78-1
• Molecular Formula: C₆H₆O₂S
• Molecular Weight: 142.18
• Product Categories: Thiophene&Benzothiophene;Thiophens;Thiophen;OthersBuilding Blocks;Heterocyclic Building Blocks;Protecting and Derivatizing Reagents;Protection and Derivatization;Thiophenes
• Mol File: 14282-78-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 122-126 °C(lit.)
• Boiling Point: 277.2 °C at 760 mmHg
• Flash Point: 121.5 °C
• Appearance: white to light yellow crystal powder
• Density: 1.319 g/cm³
• Vapor Pressure: 0.0022mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.76±0.10(Predicted)
• CAS DataBase Reference: 4-Methyl-2-thiophenecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-thiophenecarboxylic acid(14282-78-1)
• EPA Substance Registry System: 4-Methyl-2-thiophenecarboxylic acid(14282-78-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 14282-78-1(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Synthesis Reference(s)

Chemistry Letters, 12, p. 127, 1983Tetrahedron Letters, 15, p. 2373, 1974 DOI: 10.1016/S0040-4039(01)92259-2

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

Upstream product

• 84548-65-2 2-vinyl-4-methylthiophene 
• 616-44-4 3-Methylthiophene 
• 124-38-9 carbon dioxide 
• 201230-82-2 carbon monoxide 
• 68-12-2 N,N-dimethyl-formamide 
• 32990-47-9 4-methyl-thiophene-2-carboxylic acid chloride 
• 64-17-5 ethanol 
• 67-56-1 methanol 
• 910322-09-7 tert-butyl 4-methylthiophene-2-carboxylate 
• 28686-90-0 4-methyl-thiophene-2-carboxylic acid methyl ester 
• 501942-16-1 1-(4-methyl-[2]thienyl)-butan-1-one 
• 13679-73-7 1-(4-methyl-thiophen-2-yl)-ethanone 
• 106265-82-1 1-(4-methyl-[2]thienyl)-propan-1-one 

Downstream Products

• 28686-90-0 4-methyl-thiophene-2-carboxylic acid methyl ester 
• 646-07-1 4-Methylpentanoic acid 
• 76537-01-4 3-methyl-thien-2-yl isocyanate 
• 850375-10-9 2-isocyanato-4-methylthiophene 
• 14282-79-2 ethyl 4-methylthiophene-2-carboxylate 
• 83933-16-8 4-methylthiophen-2-carboxamide 
• 1417798-36-7 methyl-5-(4-methoxyphenyl)-4-methylthiophene-2-carboxylate 
• 54796-47-3 5-bromo-4-methyl-2-thiophenecarboxylic acid methyl ester 
• 1400704-68-8 (S)-2-({2-[3-(3-hydroxy-phenyl)propylamino]-4,6-dimethyl-pyrimidine-5-carbonyl}amino)-3-[(4-methyl-thiophene-2-carbonyl)amino]propionic acid methyl ester 
• 913828-93-0 {4-methyl-5-[5-(4-phenoxyphenyl)-1,2,4-oxadiazol-3-yl]-2-thienyl }methanol 
• 1028947-16-1 C₂₆H₃₀N₂O₃SSi 
• 887475-43-6 tert-butyl 4-methylthiophen-2-ylcarbamate 
• 74598-03-1 5-chloro-4-methylthiophen-2-carboxylic acid 
• 54796-53-1 5-Bromo-4-methyl-thiophene-2-carboxylic acid 

Relevant articles and documents

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Flash carboxylation: Fast lithiation-carboxylation sequence at room temperature in continuous flow

A method for the direct lithiation of terminal alkynes and heterocycles with subsequent carboxylation in a continuous flow format was developed. This method provides carboxylic acids at ambient conditions within less than five seconds with only little excess of the organometallic base and CO2. This journal is the Partner Organisations 2014.

Dianions of Methylated Thiophene-2-carboxylic Acids: Their Formation and Reactivity

Methylated thiophene-2-carboxylic acids can be readily homologated by treatment with LDA (2 equiv) followed by the addition of carbon-containing electrophiles.

Direct carboxylation of thiophenes and benzothiophenes with the aid of EtAlCl2

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