17626-44-7

Usage

Uses

Used in Plastics Industry:
2-(Diphenylamino)benzoic acid is used as a UV stabilizer for plastics to prevent degradation caused by UV radiation. It functions as a free radical scavenger, protecting the materials from breaking down and becoming brittle, thereby enhancing their durability and longevity.
Used in Rubber Industry:
In the rubber industry, 2-(Diphenylamino)benzoic acid serves as a UV stabilizer, ensuring the stability and integrity of rubber products exposed to sunlight and other UV sources. Its ability to neutralize free radicals helps maintain the rubber's flexibility and resistance to wear.
Used in Polymer Industry:
2-(Diphenylamino)benzoic acid is utilized as a UV stabilizer in polymers to shield them from the damaging effects of UV radiation. This protection is crucial for maintaining the polymers' structural integrity and performance in various applications, such as coatings, films, and fibers.
Used in Pharmaceutical Industry:
Due to its unique chemical structure and properties, 2-(Diphenylamino)benzoic acid has potential applications in the pharmaceutical industry. It can be used as an intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and therapies.
Used in Organic Synthesis:
2-(Diphenylamino)benzoic acid is also employed in organic synthesis as a building block for the creation of more complex organic molecules. Its reactivity and functional groups make it a valuable component in the synthesis of various organic compounds, including dyes, pigments, and other specialty chemicals.
It is important to handle 2-(Diphenylamino)benzoic acid with care and follow proper safety protocols, as it may have toxic or irritant effects. By doing so, the full potential of this versatile compound can be harnessed while minimizing potential risks.

InChI:InChI=1/C19H15NO2/c21-19(22)17-13-7-8-14-18(17)20(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H,(H,21,22)

Upstream product

• 591-50-4 iodobenzene 
• 91-40-7 2-(phenylamino)benzoic acid 
• 98-95-3 nitrobenzene 
• 315179-49-8 N,N-diphenylanthranilic acid methyl ester 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 108-86-1 bromobenzene 
• 62-53-3 aniline 
• 122-39-4 diphenylamine 
• 445-29-4 o-fluoro-benzoic acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 88-65-3 2-bromobenzoic-acid 

Downstream Products

• 5472-23-1 10-phenylacridin-9(10H)-one 
• 53044-25-0 N,N-diphenyl-o-aminobenzyl alcohol 
• 135761-37-4 2-5-bromobenzoic acid 
• 135761-58-9 4-nitrobenzyl 2-(diphenylamino)benzoate 
• 81051-12-9 N,N-diphenylaminobenzaldehyde 
• 454702-24-0 bis(η3-methallyl)bis(μ-[(2-diphenylamino)benzoato-O:O'])dinickel(II) 
• 1150-62-5 N-phenylcarbazole 
• 855869-14-6 (2-Diphenylamino-phenyl)-diphenyl-methanol 
• 720700-63-0 9,9,10-triphenyl-9,10-dihydro-acridine 
• 135761-40-9 4-nitrobenzyl 2--5-bromo-benzoate 
• 135761-38-5 2--5-bromobenzoic acid 
• 135761-44-3 2,4,7-tribromo-10-(2,4-dibromophenyl)acridone 
• 135761-39-6 methyl 2-5-bromobenzoate 
• 135761-43-2 2,7-dibromo-10-(4-bromophenyl)acridone 

Relevant academic research and scientific papers

Redox-neutral decarboxylative photocyclization of anthranilic acids

A mild metal-, catalyst-, and oxidant-free photoredox neutral system has been found to efficiently enable intramolecular decarboxylative cyclization of anthranilic acids. This facile protocol provides an alternative method for the synthesis of carbazoles. Mechanistic studies reveal a key photoinduced 6π-electrocyclization process and formic acid was released as the sole byproduct.

Catalytic Asymmetric Chlorocyclization of 2-Vinylphenylcarbamates for Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-one Derivatives

A facile synthetic approach to a series of chiral 4-chloromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives has been described. This transformation is achieved through the catalytic asymmetric chlorocyclization of 2-vinylphenylcarbamates using a newly developed organocatalyst. Furthermore, the resulting products can be easily converted into diverse bioactive agents.

METHOD FOR PREPARING CHEMICAL COMPOUNDS OF INTEREST BY NUCLEOPHILIC AROMATIC SUBSTITUTION OF AROMATIC CARBOXYLIC ACID DERIVATIVES SUPPORTING AT LEAST ONE ELECTRO-ATTRACTIVE GROUP

Method for preparing carboxylic acid derivatives by aromatic nucleophilic substitution, in which a carboxylic acid derivative having a single carboxyl functional group, or one of the salts thereof, the carboxylic acid derivative having, in the ortho posit

Synthesis of N-aryl and N-alkyl anthranilic acids via SNAr reaction of unprotected 2-fluoro- and 2-methoxybenzoic acids by lithioamides

Substitution of the fluoro or methoxy group in unprotected 2-fluoro- and 2-methoxybenzoic acids to afford N-aryl and N-alkyl anthranilic acids occurs upon reaction with lithioamides under mild conditions in the absence of a metal catalyst.

Utilization of lithium amide in the synthesis of N-arylanthranilic acids and N-arylanthranilamides

A procedure for the preparation of N-arylanthranilic acids and N-arylanthranilamides was developed. Lithium amide promoted coupling of anilines with 2-fluorobenzoic acids or 2-fluorobenzamides lead to the desired compounds in good yield. Both primary and

Process for making n-aryl-anthranilic acids and their derivatives

The present invention relates to a process for the preparation of N-arylanthranilic acids, and a process for the preparation of N-aryl anthranilic esters, amides, and hydroxamic esters.

Theoretical interpretation of electronic absorption and emission transitions in 9-acridinones

Stationary absorption, fluorescence excitation and fluorescence spectra for 9(10H)-acridinone, 9(10-methyl)-acridinone, 2-methyl-9(10-methyl)-acridinone, 2-nitro-9(10-methyl)-acridinone, 9(10-ethyl)-acridinone and 9(10-phenyl)-acridinone dissolved in 1,4-dioxane, methyl alcohol or acetonitrile, as well as the available spectral characteristics reported by others were compared with those predicted theoretically at the semi-empirical PM3/CI (including the solvent effect within the COSMO model) or PM3/S levels of theory, in order to interpret spectral features of the compounds, i.e. the energies and probabilities of S0 → Sn, S0 → T1, T1 → T2, S1 → S0, T1 → S0 and S1 → T1 transitions. Calculations at the PM3 and PM3/CI levels of theory enabled the structural changes accompanying S0 → S1, S1 → T1 and T1 → S0 transitions to be investigated; they yielded, moreover, basic physicochemical characteristics of the molecules in the ground and excited electronic states. Theoretically predicted dipole moments and charge distributions in the S0, S1 and T1 states provided further insight into the nature of electronic transitions in 9-acridinones. The predicted characteristics correlate quite well with the available experimental ones, thus providing confirmation of the utility of theory in predicting the features of electronically excited molecules and interpreting the electronic transitions occurring in them.

New hybrid ligands with a trans-1,2-diaminocyclohexane backbone: Competing chelation modes in palladium-catalyzed enantioselective allylic alkylation

Three new hybrid ligands with trans-1,2-diaminocyclohexane backbone have been synthesized from (1R,2R)-2-aminocyclohexylcarbamic acid tert-butyl ester (4), which is prepared through an indirect monoprotection of the diamine. The ligands are (1R,2R)-N-{2-[2-(dimethylamino)benzoyl]amino}-cyclohexyl-2-(diphenylphospha nyl)benzamide and its di-n-butylamino- and diphenylamino-derivatives (3a-c), which belong to formal P,N-type chelates with possible wide bite angles in the metal chelation. To evaluate the new hybrid ligands against well-known P,N- and P,P-chelates (1 and 2), they were employed in the palladium-catalyzed allylic alkylations between two standard racemic allylic acetates, 2-acetoxy-1,3-diphenyl-2-propene (14a) and 2-acetoxy-1,3-dimethyl-2-propene (14b), and dimethyl malonate under different reaction conditions. The catalytic system with the new ligands showed good reactivity toward both the substrates with moderate enantioselectivities (up to 78% ee toward 14a and 80% ee toward 14b). Of particular note, dramatic changes in the sense and in the degree of the enantioselectivity were observed depending on the ligands and reaction conditions, which suggested a different chelation mode was competing with the supposed P,N-chelation mode. An X-ray crystal structure of a chelated palladium complex [Pd(3c)(η3-PhCHCH-CHPh)]PF6 was obtained, which showed a P,O-chelation mode in which a carboxamide oxygen acted as the O-ligand. This is the first example of the enantioselective palladium-catalyzed allylic alkylation in which a P,O-chelated complex of a carboxamide group participated as the ligand group.

Substituted Triarylamine Cation-Radical Redox Systems - Synthesis, Electrochemical and Spectroscopic Properties, Hammet Behavior, and Suitability as Redox Catalysts

21 triarylamines (1n - 1z, 1za, 1zb) and triarylamine analogs (2a, 2b, 3a, 3b, 4a, 4b) with substituents in at least all three p positions and some of their cation-radical hexachloroantimonates have been synthesized.The electrochemical behavior has been studied by cyclic voltammetry.Most of the compounds show chemically and electrochemically reversible first oxidation waves in the formation of the cation radicals.With the exception of 4a and 4b, the second wave for the formation of the dication is chemically irreversible.The UV spectra of the triarylamine cation radicals have been obtained in the presence of a slight excess of SbCl5.A good Hammett correlation between the first anodic potential of only p-substituted triarylamines and the ?/?+ values has been established.Some redox-catalytic properties of triarylamine cation radicals are described. Key Words: Triarylamines / Cation radicals / Electrochemistry / Redox catalysts / Voltammetry, cyclic