16939-04-1

Basic information

• Product Name: (4-THIEN-2-YLPHENYL)METHANOL
• Synonyms: 4-(Thien-2-yl)benzyl alcohol;2-p-Tolylthiophene;2-p-Tolyl-thiophene(7CI,8CI);(4-(Thiophen-2-yl)phenyl)Methanol;4-(Thien-2-yl)toluene, 1-Methyl-4-(thien-2-yl)benzene
• CAS NO: 16939-04-1
• Molecular Formula: C₁₁H₁₀S
• Molecular Weight: 190.2615
• Mol File: 16939-04-1.mol
• Article Data: 97

Chemical Properties

• Boiling Point: 338.5 °C at 760 mmHg
• Flash Point: 158.5 °C
• Appearance: /
• Density: 1.204 g/cm³
• Vapor Pressure: 3.8E-05mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: Room temperature.
• CAS DataBase Reference: (4-THIEN-2-YLPHENYL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (4-THIEN-2-YLPHENYL)METHANOL(16939-04-1)
• EPA Substance Registry System: (4-THIEN-2-YLPHENYL)METHANOL(16939-04-1)

Safety Data

• Hazard Codes: Harmful:
• Hazardous Substances Data: 16939-04-1(Hazardous Substances Data)

Usage

Description

(4-THIEN-2-YLPHENYL)METHANOL, also known as 2-(4-thien-2-ylphenyl)ethanol, is a chemical compound that features a thienylphenyl group connected to a methanol molecule. This versatile compound is recognized for its valuable chemical properties and reactivity, making it a sought-after building block in the synthesis of a wide array of pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Synthesis:
(4-THIEN-2-YLPHENYL)METHANOL serves as a key building block in the creation of various pharmaceuticals. Its unique structure allows it to be a fundamental component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Organic Synthesis:
In the realm of organic synthesis, (4-THIEN-2-YLPHENYL)METHANOL is utilized for the preparation of different types of compounds, such as ketones, esters, and amines. Its reactivity and chemical properties make it an indispensable tool for organic chemists.
Used in Antimicrobial Applications:
(4-THIEN-2-YLPHENYL)METHANOL has been investigated for its potential as an antimicrobial agent. Its ability to combat microorganisms makes it a promising candidate for use in various industries, including healthcare and pharmaceuticals, to develop new treatments and preventive measures against infections.
Used in Anti-Inflammatory Applications:
(4-THIEN-2-YLPHENYL)METHANOL has also demonstrated potential as an anti-inflammatory agent. This property opens up opportunities for its use in the development of medications aimed at reducing inflammation and managing inflammatory conditions.
Overall, (4-THIEN-2-YLPHENYL)METHANOL's unique structure and potential applications make it a valuable asset in the fields of organic chemistry and medicinal research, with broad implications for the development of new pharmaceuticals and other organic compounds.

InChI:InChI=1/C11H10OS/c12-8-9-3-5-10(6-4-9)11-2-1-7-13-11/h1-7,12H,8H2

Upstream product

• 1003-09-4 2-bromothiophene 
• 106-38-7 para-bromotoluene 
• 32203-14-8 2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one 
• 45438-82-2 thiophen-2-ylzinc iodide 
• 3437-95-4 2-Iodothiophene 
• 108-88-3 toluene 
• 624-31-7 4-tolyl iodide 
• 188290-36-0 thiophene 
• 106-49-0 p-toluidine 
• 5142-75-6 tri(p-tolyl)bismuth 
• 2786-07-4 2-thienyl lithium 
• 29540-83-8 p-tolyl triflate 
• 766-97-2 4-n-methylphenylacetylene 
• 117635-51-5 5-Hydroxy-5-methyl-1-(4-methylphenyl)hexa-1,3-diyne 

Downstream Products

• 38401-68-2 5-(4-methylphenyl)thiophene-2-carbaldehyde 
• 1360187-07-0 2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene 
• 1579939-70-0 4-phenyl-2-(p-tolyl)thiophene 
• 82366-98-1 2,5-bis(4'-methylphenyl)thiophene 
• 1187186-04-4 3,5-dibromo-2-(4-methylphenyl)thiophene 
• 854867-55-3 2-(5-p-tolyl-[2]thienyl)-quinoline-4-carboxylic acid 
• 860371-96-6 (4-allyloxy-phenyl)-(5-p-tolyl-[2]thienyl)-ketone 

Relevant articles and documents

Bulk TiPd alloys as easily recyclable and preactivation-free heterogeneous catalysts for cross-coupling reactions

TiPd alloys have been found to be novel heterogeneous palladium catalysts for organic cross-coupling reactions. Catalyst preactivation is not necessary, resulting in facile recovery and reuse of the catalysts. Palladium is not leached into the reaction solution and the catalysts can be recycled several times without losing their catalytic activity.

4-Amino-1,2,4-triazoles-3-thiones and 1,3,4-oxadiazoles-2-thiones·palladium(II) recoverable complexes as catalysts in the sustainable Suzuki-Miyaura cross-coupling reaction

The Suzuki-Miyaura cross-coupling reaction using 4-amino-1,2,4-triazoles and 1,3,4-oxadiazoles-2-thiones·palladium (II) is studied. The reaction is optimized and the most appropriate catalytic complex is tested with several aryl halides, boronic acids in an environmentally benign solvent system (H2O/EtOH). The recovery of the catalytic species is also surveyed because of the nature of the employed solvent. A domino process is efficiently carried out following the standard conditions. Several surface parameters of the ligands are analyzed and the resulting values are extrapolated to the insoluble palladium catalyst.

Catalytic C-H arylation of unactivated heteroaromatics with aryl halides by cobalt porphyrin

Direct C-H arylation of unactivated heteroaromatics with aryl halides catalyzed by cobalt porphyrin is reported. The reaction is proposed to go through a homolytic aromatic substitution reaction. The aryl radical is electrophilic and a SOMO-HOMO interaction is predominant in the aryl radical addition process.

Synthesis and characterization of palladium nanoparticles immobilized on graphene oxide functionalized with triethylenetetramine or 2,6-diaminopyridine and application for the Suzuki cross-coupling reaction

Graphene oxide (GO) was functionalized with two organic ligands, triethylenetetramine (TETA) or 2,6-diaminopyridine (DAP), followed by palladium nanoparticles (Pd NPs) for the synthesis of Pd NPs/GO-TETA and Pd NPs/GO-DAP nanocomposites, respectively. The two heterogeneous nanocomposites were fully characterized and their efficiency was investigated for C[sbnd]C bond formation for the synthesis of biaryl compounds via the Suzuki cross-coupling reaction of aryl halides with arylboronic acid derivatives. The obtained results indicated that the Pd NPs/GO-TETA nanocomposite was more effective in the Suzuki coupling reaction as compared to Pd NPs/GO-DAP. Thus, the Suzuki cross-coupling reaction of different aryl halides with arylboronic acid derivatives using Pd NPs/GO-TETA nanocomposite catalyst in the presence of Na2CO3 as base in DMF/H2O (1/1) as solvent at 90 °C was carried out to afford the desired biaryl compounds in high to excellent yields (81–100%) and short reaction times (10–90 min). Additionally, Pd NPs/GO-TETA nanocomposite can be recovered and reused for 8 consecutive runs without any apparent loss of its catalytic activity, proving its high stability and potential use in organic transformations.

Black phosphorus as a metal-free, visible-light-active heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes

Black phosphorus (BP) is for the first time employed as a metal-free, heterogeneous photoredox catalyst for the direct C-H arylation of heteroarenes with aryl diazonium salts. The arylated heteroarenes are obtained in moderate to good yields under visible-light illumination, and the protocol is shown to be applicable for the scale-up synthesis.