85-55-2

Basic information

• Product Name: 2-(4-Methylbenzoyl)benzoic acid
• Synonyms: 2-Carboxy-4'-methylbenzophenone;2-(4-methylbenzoyl)benzenecarboxylic acid (en);ORTHO-(PARA-TOLUOYL)-BENZOIC ACID;4-Methylbenzophenone-2'-carboxylic Acid 2-(4-Methylbenzoyl)benzoic Acid p-Toluoyl-o-benzoic Acid;2-[(4-methylphenyl)-oxomethyl]benzoic acid;Benzoic acid, 2-(4-methylbenzoyl)-;Benzoic acid, o-(p-toluoyl)- (8CI);2-(p-Toluoyl)benzoic Acid
• CAS NO: 85-55-2
• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25
• EINECS: 201-614-3
• Mol File: 85-55-2.mol
• Article Data: 29

Chemical Properties

• Melting Point: 137-139 °C(lit.)
• Boiling Point: 342.97°C (rough estimate)
• Flash Point: 244.4 °C
• Appearance: /
• Density: 1.1783 (rough estimate)
• Vapor Pressure: 3.79E-09mmHg at 25°C
• Refractive Index: 1.5570 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: very soluble in Benzene,Ether,Acetone,Alcohol
• PKA: 3.33±0.36(Predicted)
• Merck: 14,9539
• BRN: 2111078
• CAS DataBase Reference: 2-(4-Methylbenzoyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methylbenzoyl)benzoic acid(85-55-2)
• EPA Substance Registry System: 2-(4-Methylbenzoyl)benzoic acid(85-55-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 85-55-2(Hazardous Substances Data)

Usage

Description

2-(4-Methylbenzoyl)benzoic acid is an organic compound characterized by the presence of a methylbenzoyl group attached to a benzoic acid molecule. It is a white crystalline solid with a molecular formula of C14H12O3 and a molecular weight of 228.24 g/mol. 2-(4-Methylbenzoyl)benzoic acid exhibits unique chemical properties due to its aromatic ring structure and functional groups, making it a versatile building block in organic synthesis.

Uses

Used in Chemical Synthesis:
2-(4-Methylbenzoyl)benzoic acid is used as a reactant in the coupling of benzoic and phenylacetic acids with aryltrifluoroborates. This reaction is an important step in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. The use of aryltrifluoroborates as coupling partners allows for mild reaction conditions and high selectivity, making this method a valuable tool in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(4-Methylbenzoyl)benzoic acid can be used as a key intermediate in the synthesis of various drug molecules. Its unique structure and functional groups make it a promising candidate for the development of new drugs with improved therapeutic properties. For example, it can be used in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs), which are widely used to treat pain, inflammation, and fever.
Used in Agrochemical Industry:
2-(4-Methylbenzoyl)benzoic acid can also be utilized in the agrochemical industry for the development of new pesticides and herbicides. Its chemical properties allow it to be incorporated into the molecular structures of these compounds, potentially enhancing their efficacy and selectivity against target pests and weeds.
Used in Specialty Chemicals:
In the specialty chemicals sector, 2-(4-Methylbenzoyl)benzoic acid can be employed as a building block for the synthesis of various high-value compounds, such as dyes, pigments, and fragrances. Its unique structure and reactivity make it a valuable component in the development of novel specialty chemicals with specific properties and applications.

InChI:InChI=1/C15H12O3/c1-10-6-8-11(9-7-10)14(16)12-4-2-3-5-13(12)15(17)18/h2-9H,1H3,(H,17,18)/p-1

Upstream product

• 85-44-9 phthalic anhydride 
• 108-88-3 toluene 
• 4397-55-1 phthalic monoacid monomethyl ester chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 80764-40-5 [2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-p-tolyl-methanone 
• 13740-73-3 2-<4-Sulfamoyl-phenyl>-3-p-tolyl-indon 
• 20754-20-5 3-p-tolyl-acrylic acid methyl ester 
• 21615-75-8 3-(4-tolyl)-isobenzofuranone 
• 7446-70-0 aluminium trichloride 
• 27331-34-6 1-(4-methylphenyl)naphthalene 
• 64-19-7 acetic acid 
• 19312-06-2 4,5-dihydro-4,4-dimethyl-2-phenoxazole 
• 874-60-2 4-methyl-benzoyl chloride 
• 13304-46-6 2-phenyl-3-(p-tolyl)-1H-inden-1-one 

Downstream Products

• 6424-25-5 methyl 2-(4-methylbenzoyl)benzoate 
• 21615-75-8 3-(4-tolyl)-isobenzofuranone 
• 51334-76-0 4-(4-methylphenyl)-2,3-benzoxazin-1-one 
• 18600-54-9 2-(4-methylphenyl)-4H-3,1-benzoxazin-4-one 
• 51334-85-1 4-(4-methylphenyl)-1-(2H)-phthalazinone 
• 5398-16-3 2-(4-methyl-benzyl)-benzoic acid 
• 613-12-7 2-methylanthracene 
• 84-54-8 2-methylanthracene-9,10-dione 
• 101937-06-8 3-[2]thienyl-3-p-tolyl-phthalide 
• 42156-75-2 2-(p-toluoyl)benzoic acid chloride 
• 85-58-5 2,4'-dicarboxybenzophenone 
• 85-53-0 2-(3-bromo-4-toluoyl)benzoic acid 
• 94001-91-9 (2-hydroxymethylphenyl)(4-methylphenyl)methanol 
• 15247-71-9 3'-nitro-4'-methyl-o-benzoylbenzoic acid 

Relevant articles and documents

2-(p-Toluoyl)benzoic acid

The title compound, C15H12O3, crystallizes as a centrosymmetric dimer hydrogen bonded via the carboxylic acid groups. The carboxylic acid group is nearly coplanar with the adjacent aromatic ring, which is almost perpendicular to the tolyl ring. In contrast to all comparable o-benzoylbenzoic acid structures retrieved from the Cambridge Structural Database, the torsion angle between the carbonyl group linking both aromatic rings and the phenyl ring carrying the carboxylic acid group is less than 90°, resulting in a shorter distance between the two carbonyl O atoms.

(E)-2-Styrylanthracene-9,10-dione: A new type of fluorescent probe core and its application in specific mitochondria imaging

Herein, a new type of fluorescent probe core, (E)-2-styrylanthracene-9,10-dione (EK01), was developed which displayed strong fluorescence quantum yield (Φ = 0.867 in DMF; Φ = 0.561 in acetone; Φ = 0.616 in CH2Cl2; Φ = 0.265 in DMSO), good photostability, large stokes shift (90 nm–120 nm) and molar extinction coefficients (0.5875 × 104–0.7609 × 104 mol?1 L cm?1). During cell assays and co-localization experiments, EK01 showed excellent cell membrane permeability and low cytotoxicity against MCF-10A (human mammary epithelial cell line) and HT-29 (human colorectal adenocarcinoma cell line). Particularly, we surprisingly discovered that EK01 could selectively aggregate in mitochondria and specific stain it in a green emissive fluorescent form, which means that EK01 could be a real-time specifically monitor of mitochondria in living cells with a high signal-to-noise ratio. Hence a new mitochondria imaging method was established which is incubating EK01 with living cells for 1 h at a final concentration of 6–12 μM, then visualizing under a confocal microscope at 395 nm. It is worth noting that the fluorescence efficiency of EK01 is not outstanding in organisms, it has much stronger fluorescence efficiency in other organic solvent systems (such as DMF, acetone and CH2Cl2). Therefore, as a new type of fluorescent core that is easy to synthesis and graft, we believe that (E)-2-styrylanthracene-9,10-diones have the potential to develop a variety of fluorescence platforms applying in different fields.

Tetracyano-anthraquinone dimethane micromolecular receptor material as well as preparation method and application thereof

The invention relates to a tetracyano-anthraquinone dimethane micromolecular acceptor material as well as a preparation method and application thereof. The structure of the acceptor material is as shown in a formula I, which is described in the specification. The micromolecular acceptor material has good solubility and stability, the absorption spectrum is well matched with the solar spectrum, andthe micromolecular acceptor material can be used for organic solar cells.