20608-91-7

Usage

Uses

Used in Fragrance Industry:
METHYL 4-(3-THIENYL)BENZOATE is used as a fragrance ingredient for its sweet, floral scent, contributing to the creation of perfumes and personal care products. Its pleasant aroma makes it a valuable addition to the formulations of these products, enhancing their appeal to consumers.
Used in Flavorings Industry:
In the flavorings industry, METHYL 4-(3-THIENYL)BENZOATE is utilized for its distinctive taste and aroma, adding depth and complexity to food and beverage products. Its ability to impart a unique flavor profile makes it a sought-after ingredient in the development of new and innovative flavor combinations.
Used in Pharmaceutical Industry:
METHYL 4-(3-THIENYL)BENZOATE is studied for its potential pharmacological properties, such as anti-inflammatory and antioxidant effects. It is used in the development of pharmaceuticals, where its therapeutic benefits are being explored for the treatment of various conditions. Its presence in medications may contribute to the overall effectiveness and safety of these products.

InChI:InChI=1/C12H10O2S/c1-14-12(13)10-4-2-9(3-5-10)11-6-7-15-8-11/h2-8H,1H3

Upstream product

• 67-56-1 methanol 
• 6165-69-1 Thien-3-ylboronic acid 
• 619-58-9 4-iodobenzoic acid 
• 905966-46-3 5,5-dimethyl-2-(thiophen-3-yl)-1,3,2-dioxaborinane 
• 338396-06-8 methyl 4-((N, N-dimethylsulfamoyl)oxy)benzoate 
• 161497-18-3 methyl 4-(methanesulfonyloxy)benzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 

Downstream Products

• 1205744-79-1 [3-(4-methoxycarbonyl)phenyl-2-thienyl](phenyl)iodonium tosylate 
• 29886-64-4 4-(thiophen-3-yl)benzoic acid 
• 181132-79-6 4-(thiophen-3-yl)benzoic acid chloride 
• 160278-20-6 3-(4-hydroxymethyl-phenyl)thiophene 

Relevant academic research and scientific papers

Ni(COD)2/PCy3 catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature

Reaction conditions for the Ni(COD)2/PCy3 catalyzed cross-coupling of aryl neopentylglycolboronates with aryl mesylates were developed. By using optimized reaction conditions, Ni(COD)2/PCy 3 was shown to be a versatile catalyst for the cross-coupling of a diversity of aryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates containing both electron-donating and electron-withdrawing substituents in their para, ortho, and meta positions in THF at room temperature. This Ni-catalyzed cross-coupling of aryl neopentylglycolboronates is also effective for the synthesis of heterobiaryls and biaryls containing electrophilic functionalities sensitive to organolithium and organomagnesium derivatives. In combination with the recently developed Nicatalyzed neopentylglycolborylation, all Ni-catalyzed routes to functional biaryls and heterobiaryls are now easily accessible (Figure presented).

Poly(ethylene glycol) supported liquid phase synthesis of biaryls

The liquid phase synthesis of biaiyls via Suzuki cross-coupling reaction on polyethylene glycol) supports (PEGs) is described. The reaction is exemplified by parallel coupling of polymer bound aryl halides with boronic acids. Four different PEGs were employed as soluble polymer supports for parallel synthesis. The generated libraries include both sterically hindered aryl halides (2b, 2d) and boronic acids. The reactions were run in the homogeneous phase and the synthetic sequences performed in parallel fashion. Quantitative conversion in the Suzuki couplings was verified by 1H-NMR analysis (3a-r). The polymer bound products were isolated in good to excellent (52% to 98%) yields by either simple precipitation of the soluble support or column filtration.