27088-83-1

Basic information

• Product Name: 2-p-tolylthiazole
• Synonyms: 2-p-tolylthiazole
• CAS NO: 27088-83-1
• Molecular Formula: C₁₀H₉NS
• Molecular Weight: 175.2502
• Mol File: 27088-83-1.mol

Chemical Properties

• Boiling Point: 290.1 °C at 760 mmHg
• Flash Point: 132.3 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 0.00368mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 2-p-tolylthiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-p-tolylthiazole(27088-83-1)
• EPA Substance Registry System: 2-p-tolylthiazole(27088-83-1)

Safety Data

• Hazardous Substances Data: 27088-83-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-p-tolylthiazole is utilized as a key building block in the synthesis of pharmaceuticals and agrochemicals due to its unique chemical properties and potential therapeutic effects.
Used in Antimicrobial Applications:
In the field of antimicrobial agents, 2-p-tolylthiazole is employed as an antimicrobial substance, leveraging its ability to combat various microorganisms and inhibit their growth.
Used in Antitumor Applications:
2-p-tolylthiazole is used as an antitumor agent, contributing to the development of new drugs that target and inhibit the growth of cancer cells.
Used in Anti-inflammatory Applications:
2-p-tolylthiazole is also used as an anti-inflammatory agent, helping to reduce inflammation and associated symptoms in various medical treatments.
Used in Organic Electronic Materials:
2-p-tolylthiazole is utilized in the fabrication of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic solar cells, due to its electronic properties and stability.
Used as a Corrosion Inhibitor in Industrial Applications:
In industrial settings, 2-p-tolylthiazole serves as a corrosion inhibitor, protecting materials from degradation and extending their service life.

InChI:InChI=1/C10H9NS/c1-8-2-4-9(5-3-8)10-11-6-7-12-10/h2-7H,1H3

Upstream product

• 2362-62-1 4-methylthiobenzamide 
• 17157-48-1 bromoacetaldehyde 
• 288-47-1 1,3-thiazole 
• 106-38-7 para-bromotoluene 
• 3034-52-4 2-chlorothiazole 
• 149104-90-5 4-acetylphenylboronic acid 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 98-59-9 p-toluenesulfonyl chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 104-85-8 para-methylbenzonitrile 
• 624-31-7 4-tolyl iodide 
• 623-13-2 4-methylphenyl methylsulfide 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 

Downstream Products

• 1000029-33-3 2-(4-methylphenyl)-5-(4-nitrophenyl)thiazole 
• 1000029-32-2 5-(4-chlorophenyl)-2-(4-methylphenyl)thiazole 
• 132360-38-4 2,5-bis(4-methylphenyl)thiazole 
• 72997-55-8 5-(4-methoxyphenyl)-2-(4-methylphenyl)thiazole 
• 1393673-13-6 C₂₀H₁₅BrN₂S₂ 
• 1393673-15-8 C₂₀H₁₅BrN₂S₂ 
• 1393673-17-0 C₄₀H₃₀N₄S₄ 
• 1393673-19-2 C₄₀H₂₉BrN₄S₄ 
• 1393673-21-6 C₄₀H₂₈N₄S₄ 
• 1393673-23-8 2,2'-di-p-tolyl-4,4'-bithiazole 
• 1393673-24-9 C₂₀H₁₄Br₂N₂S₂ 
• 1393673-25-0 C₄₀H₂₈N₄S₄ 
• 1086382-54-8 5-bromo-2-tolylthiazole 
• 1142196-28-8 4-bromo-2-tolylthiazole 

Relevant articles and documents

Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst

Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.

Mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes as precatalysts for direct arylation of azoles with aryl bromides

A series of mixed N-heterocycles/N-heterocyclic carbene palladium(II) allyl complexes with general formula [(NHC)Pd(η3-allyl)]2(μ2-N-heterocycles)(BF4)2 were prepared in one pot based on anion metathesis of (NHC)Pd(η3-allyl)Cl complexes and then ligand replacement with N-heterocycles [N-heterocycles = pyrazine (pyz), 4,4′-bipyridine (bpy) and trans-4,4′-bipyridylethylene (bpe)]. The solid-state structures shown dinuclear structures with two palladium(II) centers holding together by bridged N-heterocycles. Initially investigation of the obtained complexes as precatalysts for direct C[sbnd]H bond arylation of azoles with aryl bromides was carried out.

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

A new face of phenalenyl-based radicals in the transition metal-free C-H arylation of heteroarenes at room temperature: Trapping the radical initiator: Via C-C σ-bond formation

The radical-mediated transition metal-free approach for the direct C-H bond functionalization of arenes is considered as a cost effective alternative to transition metal-based catalysis. An organic ligand-based radical plays a key role by generating an aryl radical which undergoes a subsequent functionalization process. The design principle of the present study takes advantage of a relatively stable odd alternant hydrocarbon-based phenalenyl (PLY) radical. In this study, the first transition metal-free catalyzed direct C-H arylation of a variety of heteroarenes such as azoles, furan, thiophene and pyridine at room temperature has been reported using a phenalenyl-based radical without employing any photoactivation step. This protocol has been successfully applied to the gram scale synthesis of core moieties of bioactive molecules. The phenalenyl-based radical initiator has been characterized crystallographically by trapping it via the formation of a C-C σ-bond between the phenalenyl radical and solvent-based radical species.

Palladium-Catalyzed Zinc-Amide-Mediated C-H Arylation of Fluoroarenes and Heteroarenes with Aryl Sulfides

C-H arylation of polyfluoroarenes and heteroarenes with aryl sulfides proceeds smoothly with the aid of a palladium-N-heterocyclic carbene catalyst. A bulky zinc amide, TMPZnCl an effective base to generate the corresponding arylzinc species in situ. This arylation protocol is practically much easier to perform than our previous method, which necessitates preparation of the arylzinc reagents in advance from the corresponding aryl halides. Aryl sulfides that are prepared through sulfur-specific reactions, such as SNAr sulfanylation and extended Pummerer reactions, undergo this direct arylation, offering interesting transformations that are otherwise difficult to achieve with conventional halogen-based organic synthesis.

DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles

Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.

Programmed synthesis of arylthiazoles through sequential C-H couplings

A programmed synthesis of privileged arylthiazoles via sequential C-H couplings catalyzed by palladium or nickel catalysts has been accomplished. This versatile protocol can supply all possible arylthiazole substitution patterns (2-aryl, 4-aryl, 5-aryl, 2

Palladium-catalyzed deamidative arylation of azoles with arylamides through a tandem decarbonylation-C-H functionalization

A highly chemo-, regio-selective, and efficient palladium-catalyzed deamidative arylation of azoles with arylamides, as an aryl metal equivalent, has been developed. The reaction proceeds smoothly to generate the corresponding products in good yields via a tandem decarbonylation-C-H activation.

A highly efficient palladium-catalyzed desulfitative arylation of azoles with sodium arylsulfinates

A highly efficient palladium-catalyzed direct desulfitative arylation of azoles at C2-position has been developed using sodium arylsulfinates as aryl sources. Azoles including benzoxazoles, benzothiazoles, oxazoles, thiazoles, and 1,3,4-oxadiazoles reacted with sodium arylsulfinates smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Palladium-catalyzed desulfitative arylation of azoles with arylsulfonyl hydrazides

Palladium-catalyzed desulfitative and denitrogenative arylation of azoles with arylsulfonyl hydrazides has been achieved. A broad scope of azoles and arylsulfonyl hydrazides has been used to produce arylated azoles in high yields.