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

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

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

Photo-induced deep aerobic oxidation of alkyl aromatics

Oxidation is a major chemical process to produce oxygenated chemicals in both nature and the chemical industry. Presently, the industrial manufacture of benzoic acids and benzene polycarboxylic acids (BPCAs) is mainly based on the deep oxidation of polyalkyl benzene, which is somewhat suffering from environmental and economical disadvantage due to the formation of ozone-depleting MeBr and corrosion hazards of production equipment. In this report, photo-induced deep aerobic oxidation of (poly)alkyl benzene to benzene (poly)carboxylic acids was developed. CeCl3 was proved to be an efficient HAT (hydrogen atom transfer) catalyst in the presence of alcohol as both hydrogen and electron shuttle. Dioxygen (O2) was found as a sole terminal oxidant. In most cases, pure products were easily isolated by simple filtration, implying large-scale implementation advantages. The reaction provides an ideal protocol to produce valuable fine chemicals from naturally abundant petroleum feedstocks. [Figure not available: see fulltext.].

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

2,2'-Binaphthalene Ester Chiral Dopants for Cholesteric Liquid Crystal Displays

A liquid crystal composition comprising a chiral dopant compound represented by the following structure (Structure 1): wherein: R1 and R2 are independently hydrogen, —(C═O)R9, —(C═O)R10, alkyl, aryl, alkaryl, alkenyl, cycloalkyl, alkoxyaryl, or heterocyclic all either substituted or unsubstituted, or combine to form a carbocyclic or heterocyclic ring; and R3-R9 are as described in the disclosure. Also featured are liquid crystal compositions comprising a chiral dopant compound represented by any of Structure 2-4 as described in the disclosure.

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 halogenide in the presence of a base and are advantageously suitable for use as activators for hydrogen peroxide.

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.

Tetraoxybiphenyl Ester Chiral Dopants for Cholesteric Liquid Crystal Displays

A liquid crystal composition comprising a chiral dopant compound represented by the following formula: wherein: R1, R2 are independently aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl, alkaryl or heterocyclic all either substituted or unsubstituted, or combine to form a carbocyclic or heterocyclic ring; R3 and R4 are independently hydrogen, halogen, cyano, alkoxy, NHCOR7, NHSO2R7, COOR7, OCOR7, aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl, alkaryl or heterocyclic all either substituted or unsubstituted, or combine with either R1 or R2 to form a carbocylic or heterocyclic ring; R5 and R6 are independently hydrogen, CH2, CH, alkyl or aryl either substituted or unsubstituted, COOR7, or combine with L to form a carbocyclic or heterocyclic ring; R7 is aryl, alkyl, alkenyl, cycloalkyl, alkoxyaryl or heterocyclic all either substituted or unsubstituted; L is the non-metallic elements required to form a carbocyclic or heterocyclic ring, or a single bond or a double bond; m is 1-3; n is 0-12.

Unified oxidation protocol for the synthesis of carbonyl compounds using a manganese catalyst

We have developed a unified protocol for the oxidation of ethers, benzylic compounds, and alcohols to carbonyl compounds. The protocol uses catalytic amounts of manganese(II) chloride tetrahydrate and tri(t-butyl)-2,2':6',2Prime;- terpyridine in combination with a stoichiometric amount of either m-chloroperbenzoic acid (MCPBA) or potassium hydrogen peroxysulfate (KHSO 5). A reagent system consisting of the Mn catalyst and MCPBA permitted the chemoselective sp3 C-H oxidation of alkyl ethers and benzylic compounds to generate the corresponding ketones. Alternatively, the water-soluble inorganic salt KHSO5 in combination with the Mn catalyst was used to oxidize alcohols to ketones or carboxylic acids. Importantly, the Mn catalyst/KHSO5 system eliminates technical difficulties associated with the isolation of carboxylic acid products. All the oxidations presented in this feature article proceed at sup-ambient temperature in an aerobic atmosphere, and can therefore be used in practical syntheses of complex organic molecules. Georg Thieme Verlag Stuttgart · New York.

CHIRAL 3,4-DIHYDRO-2H-PYRAN COMPOUNDS

The invention relates to chiral 3,4-dihydro-2H-pyran compounds, to diastereomers thereof, and to the use of these compounds as chiral dopants for liquid crystal systems. The invention also relates to non-polymerizable or polymerizable liquid crystal compo

PhCOCI-Py/basic alumina as a versatile reagent for benzoylation in solvent-free conditions

A solvent-free procedure using PhCOCl-Py/basic alumina under microwave irradiation has been developed for N-, O- and S-benzoylation.