107412-71-5

Basic information

• Product Name: 3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID
• Synonyms: 3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID;AKOS BAR-0261;CHEMBRDG-BB 4400421;RARECHEM AL BE 1353;3'-methylbiphenyl-2-carboxylic acid(SALTDATA: FREE);2-Carboxy-3'-methylbiphenyl, 2-(3-Methylphenyl)benzoic acid;2-(3-Methylphenyl)benzoic acid;3'-methylbiphenyl-2-carboxylic acid
• CAS NO: 107412-71-5
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• Mol File: 107412-71-5.mol

Chemical Properties

• Boiling Point: 349.1 °C at 760 mmHg
• Flash Point: 163.3 °C
• Appearance: /
• Density: 1.156 g/cm³
• CAS DataBase Reference: 3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID(107412-71-5)
• EPA Substance Registry System: 3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID(107412-71-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 107412-71-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure and bioactive properties, including its anti-inflammatory and antioxidant characteristics.
Used in Organic Synthesis:
In the field of organic synthesis, 3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID is utilized as a building block for creating a range of organic compounds, leveraging its reactivity and structural features to form diverse chemical entities.
Used in Dye Production:
3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID is used as a precursor in the production of dyes, where its chemical properties contribute to the color and stability of the final dye products.
Used in Fragrance Industry:
3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID is also employed in the fragrance industry, where it serves as a component in the creation of various scented compounds, enhancing the olfactory profiles of fragrances.
Used in Polymer Materials:
3'-METHYL[1,1'-BIPHENYL]-2-CARBOXYLIC ACID is used in the development of polymer materials, where its structural attributes can influence the physical and chemical properties of the resulting polymers, such as strength, flexibility, and durability.

Upstream product

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• 710326-08-2 ethyl 3'-methyl-[1,1'-biphenyl]-2-carboxylate 
• 57598-33-1 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 88-67-5 2-Iodobenzoic acid 
• 226577-16-8 4,4-dimethyl-2-(3'-methyl-[1,1'-biphenyl]-2-yl)-4,5-dihydrooxazole 
• 116668-80-5 2-carbomethoxy-3'-methylbiphenyl 
• 497-19-8 sodium carbonate 

Downstream Products

• 168047-35-6 (5-{4-[(3'-methyl-biphenyl-2-carbonyl)-amino]-benzoyl}-2-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-acetic acid 
• 168047-98-1 1-Ethoxycarbonylmethyl-5-{4-[2-(3-methylphenyl)benzoylamino]benzoyl}-1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one 
• 168162-48-9 methyl (Z)-[4,4-difluoro-1-[4-[2-(3methylphenyl)benzoylamino]benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepin-5-ylidene]acetate 
• 1246739-32-1 1-methyl-9,10-diphenylphenanthrene 
• 1246739-34-3 5-(3-methylphenyl)-1,2,3,4-tetraphenylnaphthalene 

Relevant articles and documents

An improved protocol for ligandless Suzuki-Miyaura coupling in water

Using a reverse order of addition of reagents, PdCl2 and Pd(OAc)2 are efficient catalysts for the Suzuki-Miyaura reactions in water. The ligandless and mild conditions, the high stability of the catalytic system, short reaction time and good to excellent yields are important features of this protocol.

Synthesis of fluorenones through rhodium-catalyzed intramolecular acylation of biarylcarboxylic acids

An efficient approach to the synthesis of fluorenones via the rhodium-catalyzed intramolecular acylation of biarylcarboxylic acids was developed. Using this procedure, fluorenones with various substituents can be synthesized in good to high yields. This work marks the first recorded use of catalytic intramolecular acylation to synthesize fluorenones.

Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides

The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.

Visible-Light-Induced Arene C(sp 2)-H Lactonization Promoted by DDQ and tert -Butyl Nitrite

A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp 2)-H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert -butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids is converted into the corresponding benzocoumarin derivatives in moderate to excellent yields. This method is characterized by its atom economy, mild reaction conditions, the use of a green oxidant and metal-free catalysis.

Facile preparation of 3,4-benzocoumarins from 2-arylbenzoic acids with NCS and NAI

– Treatment of 2-arylbenzoic acids with N-chlorosuccinimide (NCS) and NaI at 70 °C under fluorescent lighting condition gave the corresponding 3,4-benzocoumarins in good yields under transition-metal-free condition. It was found that the reactivity of NCS

Ambient-Temperature Ortho C-H Arylation of Benzoic Acids with Aryl Iodides with Ligand-Supported Palladium Catalyst

The ambient-temperature ortho C-H arylation of electron-deficient benzoic acids with aryl iodides has been achieved by using an Ac-Ile-OH-supported Pd catalyst. A wide range of unactivated benzoic acids could cross-couple an array of aryl iodides in moderate to excellent yields. The choice of HFIP as a solvent is crucial to realizing the mild C-H arylation, and the beneficial effect of the ligand on the reaction likely stems from the accelerated C-H activation process and the improved catalyst lifetime.

Silver-Catalyzed C(sp2)-H Functionalization/C-O Cyclization Reaction at Room Temperature

Silver-catalyzed C(sp2)-H functionalization/C-O cyclization has been developed. The scalable reaction proceeds at room temperature in an open flask. The present method exhibits good functional-group compatibility because of the mild reaction conditions. Using a AgNO3 catalyst and a (NH4)2S2O8 oxidant in CH2Cl2/H2O solvent, various lactones are obtained in good to excellent yields. A kinetic isotope effect (KIE) study indicates that the reaction may occur via a radical process.

Iridium-catalyzed annulative coupling of 2-arylbenzoyl chlorides with alkynes: Selective formation of phenanthrene derivatives

2-Arylbenzoyl chlorides undergo annulative coupling with internal alkynes in the presence of a catalyst system of [IrCl(cod)]2/P(t-Bu)3 to selectively afford the corresponding phenanthrene derivatives accompanied by elimination of carbon monoxide and hydrogen chloride. The reaction occurs without addition of any external base. Deuterium-labeling experiments using 2-(d5-phenyl)benzoyl chloride suggest that the rate-determining step does not involve the C2′-H bond cleavage. Formation of a [(t-Bu)3PH][(biphenyl-2,2′-diyl)Ir(CO)Cl2] complex dimer, of which the structure was determined by single-crystal X-ray analysis, from a stoichiometric reaction at 60 °C without addition of alkyne also supports the facile C-H cleavage.

General and practical carboxyl-group-directed remote C-H oxygenation reactions of arenes

Two methods for remote aromatic C-H oxygenation reactions, have been developed. Method1, the Cu-catalyzed oxygenation reaction, is highly efficient for cyclization of electron-neutral and electron-rich biaryl carboxylic acids into 3,4-benzocoumarins. Method2, the K2S2O 8-mediated oxygenation reaction, is more general and practical for cyclization of substrates with electron-donating and -withdrawing groups (see scheme). Copyright

Palladium-catalyzed intermolecular decarboxylative coupling of 2-phenylbenzoic acids with alkynes via C-H and C-C bond activation

A novel protocol for palladium-catalyzed intermolecular formal [4 + 2] annulation of 2-phenylbenzoic acids with alkynes is described. Acridine is shown to be essential for the high reaction efficiency. Phenanthrene derivatives are formed in moderate to good yields without coupling (pseudo)halides or organometallic species.