28547-23-1

Basic information

• Product Name: 4-BENZOYLOXYBENZOIC ACID
• Synonyms: 4-BENZOYLOXYBENZOIC ACID;Para-Benzoyloxybenzoic Acid
• CAS NO: 28547-23-1
• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Aromatics, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 28547-23-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 424.1°Cat760mmHg
• Flash Point: 164.2°C
• Appearance: /
• Density: 1.306g/cm³
• Vapor Pressure: 5.97E-08mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: 4-BENZOYLOXYBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZOYLOXYBENZOIC ACID(28547-23-1)
• EPA Substance Registry System: 4-BENZOYLOXYBENZOIC ACID(28547-23-1)

Safety Data

• Hazardous Substances Data: 28547-23-1(Hazardous Substances Data)

Usage

Description

4-Benzoyloxybenzoic Acid, also known as Para-Benzoyloxybenzoic Acid, is an organic compound with the molecular formula C14H10O4. It is a white crystalline solid that serves as a crucial intermediate in the synthesis of various chemical compounds. Its structure consists of a benzene ring with a benzoyloxy group attached to the para position, which contributes to its reactivity and potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
4-Benzoyloxybenzoic Acid is used as an intermediate in the synthesis of pyridazinone derivatives, which are known for their platelet aggregation inhibitory properties. These derivatives are valuable in the development of medications targeting conditions related to blood clotting, such as stroke, myocardial infarction, and peripheral artery disease. 4-BENZOYLOXYBENZOIC ACID's role in the synthesis process is essential for creating effective therapeutic agents that can help prevent clot formation and improve cardiovascular health.
Used in Chemical Synthesis:
In addition to its applications in the pharmaceutical industry, 4-Benzoyloxybenzoic Acid is also utilized as a key intermediate in the synthesis of other organic compounds. Its unique structure allows for further functionalization and modification, making it a versatile building block for creating a wide range of chemical products. These synthesized compounds can find applications in various fields, including materials science, agrochemicals, and dyes.

InChI:InChI=1/C14H10O4/c15-13(16)10-6-8-12(9-7-10)18-14(17)11-4-2-1-3-5-11/h1-9H,(H,15,16)

Upstream product

• 5339-06-0 4-formylphenyl benzoate 
• 89882-93-9 4-(3-nitro-benzoyloxy)-benzoic acid 
• 151-50-8 potassium cyanide 
• 98-88-4 benzoyl chloride 
• 99-96-7 4-hydroxy-benzoic acid 
• 582-61-6 benzoyl azide 
• 106737-30-8 4-(1-hydroxy-1-phenylethyl)benzoic acid 
• 75915-29-6 4-benzoyloxybenzoic acid methyl ester 
• 616-82-0 3-nitro-4-hydroxybenzoic acid 
• 861377-45-9 4-ethoxycarbonyloxy-3-nitro-benzoyl chloride 
• 861306-34-5 4-ethoxycarbonyloxy-3-nitro-benzoic acid 
• 121-90-4 m-nitrobenzoic acid chloride 
• 87770-86-3 p-(hydroxymethyl)phenyl benzoate 
• 86960-46-5 4-n-decanoyloxybenzoic acid 

Downstream Products

• 58860-84-7 4-(benzoyloxy)benzoyl chloride 
• 75915-29-6 4-benzoyloxybenzoic acid methyl ester 
• 85800-06-2 Phenyl-4(4-benzoyloxy)benzoyloxybenzoate 
• 1621377-69-2 7-(trifluoromethyl)-1-(4-(benzoyloxy)phenyl)-3-(4-(benzyloxy)phenyl)-1,2-dihydrobenzo[1,2,4]triazin-2-yl 
• 1621378-13-9 C₂₀H₁₃F₃N₃O₂ 
• 1621377-83-0 N'-(4-(benzoyloxy)phenyl)-N-[4-(trifluoromethyl)phenyl]-4-(benzoyloxy)benzenecarbohydrazonamide 
• 1621377-91-0 N'-(4-(benzoyloxy)phenyl)-N-phenyl-4-(benzoyloxy)benzenecarbohydrazonamide 
• 1621377-93-2 4-benzoyloxy-N-(4-(trifluoromethyl)phenyl)benzamide 
• 300726-73-2 4-benzoyloxybenzanilide 
• 1621377-96-5 4-benzoyloxy-N-(4-(trifluoromethyl)phenyl)benzimidoyl chloride 
• 1621378-03-7 4-benzoyloxy-N-phenylbenzimidoyl chloride 
• 1621377-79-4 1,3-bis(4-(benzoyloxy)phenyl)-1,2-dihydrobenzo[1,2,4]triazin-2-yl 
• 93-99-2 benzoic acid phenyl ester 
• 2714-93-4 4-fluorophenyl benzoate 

Relevant articles and documents

Cleavage of Carboxylic Esters by Aluminum and Iodine

A one-pot procedure for deprotecting carboxylic esters under nonhydrolytic conditions is described. Typical alkyl carboxylates are readily deblocked to the carboxylic acids by the action of aluminum powder and iodine in anhydrous acetonitrile. Cleavage of lactones affords the corresponding ω-iodoalkylcarboxylic acids. Aryl acetylates undergo deacetylation with the participation of the neighboring group. This method enables the selective cleavage of alkyl carboxylic esters in the presence of aryl esters.

Effects of neutral and charged substituents on the infrared carbonyl stretching frequencies in phenyl and alkyl benzoates in DMSO

The carbonyl infrared stretching frequencies for 57 meta-, para- and ortho-substituted phenyl benzoates, C6H5CO2C6H4-X and alkylbenzoates, C6H5CO2R, containing besides neutral substituents the charged substituents in phenoxy and alkoxy part in dimethyl sulfoxide (DMSO) have been recorded. The carbonyl stretching frequencies, νCO, for meta- and para-substituted phenyl esters of benzoic acids in the case of neutral substituents were found to correlate well with the substituent constants, σ°. The νCO values for ortho derivatives correlated with the inductive substituent constants, σI, only. The values of constants for charged substituents, σ°±, calculated on the basis of the νCO and the 13C NMR chemical shifts, δCO, in DMSO agree well with the σ°± values for the corresponding ion pairs reported by Hoefnagel and Wepster and those determined from the log k values of the alkaline hydrolysis in 4.4 M NaCl solution at 50 °C. Thus, the values of substituent constants for ion pairs of charged substituents estimated on the basis of aqueous data could be successfully used in non-aqueous solution (DMSO) simultaneously with neutral substituents in case the charged substituents were not completely ionized and are in ion pair form. Copyright

Method For Producing Acyloxy Benzoic Acids

The invention relates to a method for producing acyloxy benzoic acids of the formula (I), in which R1 is a linear or branched saturated alkyl group with 6 to 30 carbon atoms, a linear or branched mono- or polyunsaturated alkenyl group with 6 to 30 carbon atoms, or an aryl group with 6 to 30 carbon atoms. The acyloxy benzoic acids of the formula (I) are produced from para-hydroxy benzoic acid and a corresponding carboxylic acid halide in the presence of an alkali hydroxide.