16605-99-5

Usage

Uses

Used in Fragrance Industry:
Methyl biphenyl-2-carboxylate is used as a flavoring agent and fragrance ingredient in various perfumes, soaps, and cosmetics. Its pleasant scent, characterized by a sweet, floral, and slightly fruity aroma, makes it a popular choice for enhancing the olfactory appeal of consumer products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, methyl biphenyl-2-carboxylate serves as an intermediate in the synthesis of various organic compounds. Its chemical properties allow it to be a valuable component in the development of new drugs and medicinal products.
Used in Cosmetics Production:
Methyl biphenyl-2-carboxylate is also employed in the production of cosmetics due to its ability to impart a pleasant scent to these products. Its use in this industry helps to create a more enjoyable experience for consumers while maintaining the efficacy and quality of the cosmetics.
Safety Considerations:
It is important to handle methyl biphenyl-2-carboxylate with care, as it may be harmful if ingested or inhaled and can cause irritation to the skin and eyes. Proper safety measures should be taken during its production, use, and disposal to minimize potential health risks.

InChI:InChI=1/C14H12O2/c1-16-14(15)13-10-6-5-9-12(13)11-7-3-2-4-8-11/h2-10H,1H3

Upstream product

• 45998-94-5 2-Methoxycarbonyl-benzenediazonium 
• 71-43-2 benzene 
• 33734-32-6 bis-(2-methoxycarbonyl-benzoyl)-peroxide 
• 186581-53-3 diazomethane 
• 947-84-2 2-Biphenylcarboxylic acid 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 2495-35-4 benzylacrylate 
• 108-86-1 bromobenzene 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 71237-31-5 N-methoxy-[1,1’-biphenyl]-2-carboxamide 
• 95207-28-6 N-chloro-N-methoxybiphenyl-2-carboxamide 
• 4850-73-1 methyl 2-methylsulfinylbenzoate 
• 342-54-1 2-(methoxycarbonyl)benzenediazonium tetrafluoroborate 
• 610-96-8 methyl chlorobenzoate 

Downstream Products

• 854665-74-0 2-hydroxy-1.3-diphenyl-2-(biphenylyl-⁽²⁾)-propane 
• 154660-48-7 [1,1′-biphenyl]-2-carbohydrazide 
• 102593-34-0 (biphenyl-2-yl)(naphthalen-1-yl)methanol 
• 2928-43-0 2-biphenylmethanol 
• 113133-34-9 (+/-)-(3R*,4R*)-3-carbomethoxy-3-(2-methoxy-2-oxoethyl)-4-phenylcyclohex-1-ene 
• 113133-29-2 (+/-)-(3R*,4R*)-3-carbomethoxy-3-methyl-4-phenylcyclohex-1-ene 
• 38580-83-5 2-phenylbenzyl chloride 
• 92-52-4 biphenyl 
• 259-79-0 bisbenzocyclobutene 
• 246-92-4 cyclopenta[ a ]indene 
• 208-96-8 acenaphthylene 
• 128406-10-0 9,9-bis(4-bromophenyl)-9H-fluorene 
• 114772-38-2 Methyl 4'-(bromomethyl)biphenyl-2-carboxylate 
• 2005-10-9 6H-benzo[c]chromen-6-one 

Relevant academic research and scientific papers

Formation of cine-substitution products in the Suzuki-Miyaura cross-coupling reaction catalyzed by dinuclear palladium complexes

The Suzuki-Miyaura coupling reaction catalyzed by dinuclear palladium complexes gave cine-substitution products along with ordinary ipso-substitution products. In the reaction in (D6)benzene, the ipso position of the cine-substitution product was highly deuterated. The H/D exchange also occurred in various positions of benzene rings. Copyright

Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water

A simple, convenient, and environment-friendly procedure for the preparation of substituted biaryls via Suzuki-Miyaura cross-coupling- was developed. The use of arenediazonium tosylates and corresponding boron compounds allows a conversion in neat water in the presence of commercially available Pd(OAc)2 under mild conditions with tolerance to a wide range of functional groups. A procedure particularly useful for the synthesis of di-ortho-substituted biaryls was developed.

Diaminophosphine oxides as preligands for Ni-catalyzed Suzuki cross-coupling reactions of aryl chlorides with arylboronic acids

The first investigation of air- and moisture-stable diaminophosphine oxides as preligands in the Ni-catalyzed Suzuki cross-coupling reactions of aryl chlorides with arylboronic acids has been reported. The results show that under the optimized reaction conditions, the new catalytic system with a Ni(II) σ-aryl complex as precatalyst and a diaminophosphine oxide as preligand tolerates a variety of functional groups and is efficient for both electron-rich and electron-deficient aryl chlorides, though it shows higher efficiency for activated arylboronic acids than deactivated ones. Steric effects were observed for both aryl chlorides and arylboronic acids.

Suzuki-Miyaura coupling reactions of aryl chlorides catalyzed by a new nickel(II) σ-aryl complex

A new nickel(II) σ-aryl complex, trans-chloro(9-phenanthrenyl) bis(triphenylphosphine)nickel(II), was used as a precatalyst for the Suzuki-Miyaura coupling reactions of aryl chlorides. The catalytic conditions were optimized by investigating the cross-coupling of p-chloroanisole with phenylboronic acid. The results show that this complex is efficient for both electron-rich and electron-deficient aryl chlorides, though it gives better yields for activated arylboronic acids than deactivated ones. All isolated cross-coupled biaryl products have been characterized by 1H and 13C NMR, and their spectral data are consistent with those reported. Side products from the coupling of arylboronic acid with the precatalyst complex have also been isolated and characterized, which is helpful for understanding the coupling mechanism. Copyright

Suzuki-Miyaura cross-coupling of aryl chlorides in water using ligandless palladium on activated carbon

Aqueous reaction conditions that activate various aryl chlorides in Suzuki-Miyaura cross-coupling have been developed. These environment friendly conditions utilize ligandless Pd/C (Pd concentrations 0.2-2 mol%) that allow easy separation of the catalyst at the end of the reaction. Georg Thieme Verlag Stuttgart.

A water-compatible, highly active and reusable PEG-coated mesoporous silica-supported palladium complex and its application in Suzuki coupling reactions

A highly active heterogeneous palladium catalyst was prepared from coated mesoporous materials which contain a layer of readily available PEG with a labile coordinating ability for palladium. The aqueous suspension of the catalyst may be reused several times by simple extraction of the aqueous reaction mixture with ether to remove the product. The Royal Society of Chemistry 2006.

Biaryl synthesis via suzuki coupling on a solid support

Aryl boronic acids undergo a facile and efficient palladium catalyzed cross-coupling reaction with aryl bromides and iodides that are bound to a Merrifield resin. Simple transesterification releases the biaryl products from the solid support in excellent purity and yield

Palladium nanoparticles stabilized by sterically hindered phosphonium salts as Suzuki cross-coupling catalysts

Palladium nanoparticles with an average size of 2.5±0.5 nm formed from palladium acetate in the presence of tri-tert-butyl(decyl)phosphonium tetrafluoroborate without an additional reducing agent exhibit high activity as a catalyst for the Suzuki cross-coupling reaction involving bromo- and chloroarenes under mild conditions.

Suzuki-Miyaura coupling with high turnover number using an N-acyl-N-heterocyclic carbene palladacycle precursor

A simple N-acylimidazolium salt precursor to a NHC-complexed palladacyclic ligand gives high turnover numbers (107) for Suzuki-Miyaura coupling and is applied to the preparation of biaryls used in the synthesis of coumarins. The results suggest that N-acyl-NHC derivatives can contribute to further expanding the rich chemistry of NHCs.

Improvements in Diels-Alder cycloadditions with some acetylenic compounds under solvent-free microwave-assisted conditions: Experimental results and theoretical approaches

The Diels-Alder irreversible cycloadditions of 1,3-cyclohexadiene 1, 3-carbomethoxy-2-pyrone 2 and 2-methoxythiophene 3 with acetylenic dienophiles under solvent-free conditions are described. By strict comparisons with conventional heating under similar conditions, important specific microwave effects are revealed in the two last cases whereas they are absent in the first one. They are discussed in terms of asynchronous mechanisms in agreement with ab initio calculations at the HF/6-31G(d) level indicating dissymmetries in transition states. Specific MW effects can be understood by considering the enhancements in dipole moments from ground states to transition states.