301199-35-9

Basic information

• Product Name: 2-(4-methoxyphenyl)-5-pentylthiophene
• Synonyms: 2-(4-methoxyphenyl)-5-pentylthiophene
• CAS NO: 301199-35-9
• Molecular Weight: 260.4
• Mol File: 301199-35-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-5-pentylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-5-pentylthiophene(301199-35-9)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-5-pentylthiophene(301199-35-9)

Safety Data

• Hazardous Substances Data: 301199-35-9(Hazardous Substances Data)

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 301199-32-6 2-bromo-5-pentylthiophene 
• 4861-58-9 2-pentyl-thiophene 
• 497-19-8 sodium carbonate 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 117694-81-2 2-(4-hydroxyphenyl)-5-pentylthiophene 

Relevant articles and documents

Exploring Green Solvents Associated to Pd/C as Heterogeneous Catalyst for Direct Arylation of Heteroaromatics with Aryl Bromides

Metal residues are certainly one of the major sources of contamination of products in metal-catalyzed direct arylation reactions. We found that the use of only 1 mol% of the heterogeneous catalyst Pd/C promotes very efficiently the direct arylations of most heteroaromatics. In the presence of this catalyst and potassium acetate as the base, the direct arylation of thiophenes, furans, pyrroles, thiazoles, imidazoles or isoxazoles, using aryl bromides as coupling partners, proceeds highly regioselectively and in moderate to very high yields. With several heteroarenes both electron-deficient and electron-rich aryl bromides were tolerated; moreover, with the most reactive heteroarenes, the Pd/C catalyst tolerated green solvents such as diethyl carbonate, 3-methylbutan-1-ol and pentan-1-ol, affording a synthetic scheme with low environmental impact. (Figure presented.).

Nematic 2,5-disubstituted thiophenes

A large number of new liquid crystals incorporating the 2,5-disubstituted thiophene ring have been prepared and their mesomorphic behaviour studied in order to systematically investigate the correlation between the molecular structure and mesomorphism of thiophene derivatives with different shapes, polarisability and polarity. As a consequence of these investigations we have prepared a new class of liquid crystals incorporating a 2,5-disubstituted thiophene ring and a conjugated trans-carbon-carbon double bond in the terminal chain. These novel thiophene derivatives are the first liquid crystals incorporating a 2,5-disubstituted thiophene ring to exhibit a nematic phase at room temperature. This enables the flexoelectric coefficients of a bent-shaped molecule to be measured directly and at room temperature for the first time to the authors' knowledge. Many of these new thiophenes exhibit a high birefringence and a high nematic clearing point and are of potential use as components of nematic mixtures in LCDs.