643-94-7

Usage

Uses

Used in Plasticizer Industry:
o-Phenylene dibenzoate is used as a plasticizer for improving the flexibility and durability of PVC products, making them more resistant to breaking and harsh environmental conditions.
Used in Adhesives Production:
o-Phenylene dibenzoate is used as a component in the production of adhesives, contributing to their bonding properties and performance.
Used in Lacquers Production:
o-Phenylene dibenzoate is used as a component in the production of lacquers, enhancing their protective and decorative qualities.
Used in Coatings Production:
o-Phenylene dibenzoate is used as a component in the production of coatings, improving their durability and resistance to environmental factors.

InChI:InChI=1/C20H14O4/c21-19(15-9-3-1-4-10-15)23-17-13-7-8-14-18(17)24-20(22)16-11-5-2-6-12-16/h1-14H

Upstream product

• 98-88-4 benzoyl chloride 
• 120-80-9 benzene-1,2-diol 
• 91201-63-7 2a,8a-dihydro-2a,8a-diphenylbenzo<1,2>dioxeto<3,4e><1,4>dioxin 
• 36887-70-4 2,2-di-n-butyl-1,3,2-benzodioxastannole 
• 93-97-0 benzoic acid anhydride 
• 110-86-1 pyridine 
• 91201-75-1 2,3-Diphenyl-2,3-dihydro-benzo[1,4]dioxin-2-ol 
• 1484-50-0 desyl bromide 
• 591-50-4 iodobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 65-85-0 benzoic acid 
• 75694-46-1 2,3-diphenylbenzo-1,4-dioxin 
• 4442-68-6 2-Chloro-1,3,2-benzodioxastibole 
• 4442-67-5 2-chloro-1,3,2-benzodioxa-arsole 

Downstream Products

• 94-46-2 isoamyl benzoate 
• 120-80-9 benzene-1,2-diol 
• 10425-11-3 3,4-dihydroxybenzophenone 
• 5876-92-6 2-hydroxyphenyl benzoate 
• 97971-72-7 2-benzoyl-6-benzoyloxy phenol 
• 97971-73-8 3,4-dibenzoylbenzene-1,2-diol 
• 150443-19-9 1,2-bis-benzoyloxy-4-nitro-benzene 

Relevant academic research and scientific papers

Solid-Phase Benzoylation of Phenols and Alcohols in Microwave Reactor: An Ecofriendly Protocol

An efficient solid-phase benzoylation of phenols and alcohols was developed under microwave irradiation. A stoichiometric amount of benzoyl chloride was sufficient to carry out the reaction. This benzoylation features short reaction time, good yields, and easy workup procedures. Furthermore, the scope of the reaction was extended to prepare 3,5-dinitrobenzoyl derivatives of alcohols.

Synthesis of industrially important aromatic and heterocyclic ketones using hierarchical ZSM-5 and Beta zeolites

Hierarchical ZSM-5 and Beta zeolites were investigated in the synthesis of wide range of industrially important aromatic/heterocyclic ketones by Friedel-Crafts acylation and benzoylation reactions. For comparative study, conventional ZSM-5 and Beta, and amorphous mesoporous Al-MCM-41 were investigated. Hierarchical zeolites were prepared by multi-ammonium structure directing agents whereas conventional zeolites were prepared by mono-ammonium structure directing agents. Among the catalysts investigated in this study, hierarchical Beta exhibited the highest reactant conversion in the acylation and benzoylation reactions. In this study, the systematic assessment of the catalytic activity of acid catalysts for wide range of aromatic and heterocyclic compounds is shown under one umbrella. To the best of our knowledge, these reactions over hierarchical zeolites (ZSM-5 and Beta) are reported here for the first time. Structure activity relationship is explained based on the physico-chemical properties, molecular size, reactivity of reactants, and reaction mechanism. Catalysts can be easily recovered and reused with negligible loss in the catalytic activity.

HF-Pyridine: A versatile promoter for monoacylation/sulfonylation of phenolic diols and for direct conversion of t-butyldimethylsilyl ethers to the corresponding acetates

Monoacylation and trifluoromethanesulfonylation of phenolic diols were achieved by the aid of HF-pyridine, whereas diacylation occurred with pyridine alone. Furthermore, HF-pyridine was found to promote the direct conversion of t-butyldimethylsilyl ethers to the corresponding acetates.

Molybdenum hexacarbonyl mediated alkoxycarbonylation of aryl halides

Mo(CO)mediates the alkoxycarbonylation of aryl halides in their reaction with alcohols to afford arenecarboxylic acid esters. The molybdenum carbonyl complexes act as the catalyst and the source with carbon monoxide. The alkoxycarbonylation proceeds with a small excess of carbon monoxide in the form of Mo(CO)and the procedure is simple compared to the conventional method, which uses palladium catalyst under gaseous carbon monoxide. Using this procedure, a variety of carboxylic acid esters were prepared. Georg Thieme Verlag Stuttgart ? New York.

A simple and efficient transprotection of aryl methyl ether to aryl benzoate under microwave activation

A simple and efficient method for the transprotection of aryl methyl ether to easily cleavable arylbenzoate mediated by microwave activation has been developed. One important feature of this method is its high tolerance towards sensitive functionalities and to some extent to bulky environment.

Electrostatic catalysis by ionic aggregates: Scope and limitations of Mg(ClO4)2 as acylation catalyst

Alkali and alkaline earth metal perchlorates exhibit electrostatic catalysis in the activation of anhydrides for the acylation reaction. Perchlorates with higher values of the charge-size function of the metal ion exhibit better catalytic activity following the order Mg(ClO4) 2>Ba(ClO4)2>LiClO4. Acylation of structurally diverse phenols, thiols, alcohols, and amines have been carried out with stoichiometric amounts of anhydride at room temperature under solvent free conditions in the presence of catalytic amount of Mg(ClO4) 2. Sterically hindered and electron deficient phenols are efficiently acylated. Acylation with sterically hindered anhydrides such as iso-butyric, pivalic, and benzoic anhydrides are carried out with phenols and alcohols in excellent yields. Acid-sensitive alcohols are acylated in excellent yields without any competitive side reactions.

Bismuth(III) salts as convenient and efficient catalysts for the selective acetylation and benzoylation of alcohols and phenols

Efficient acetylation and benzoylation of alcohols and phenols with acetic and benzoic anhydrides have been carried out under catalysis of bismuth(III) salts including BiCl3, Bi(TFA)3 and Bi(OTf)3. Selective acetylation and benzoylation of alcohols in the presence of phenols is an additional advantage of this procedure.

Highly powerful and practical acylation of alcohols with acid anhydride catalyzed by Bi(OTf)3

Bi(OTf)3-catalyzed acylation of alcohols with acid anhydride was evaluated in comparison with other acylation methods. The Bi(OTf)3/acid anhydride protocol was so powerful that sterically demanding or tertiary alcohols could be acylated smoothly. Less reactive acylation reagents such as benzoic and pivalic anhydride are also activated by this catalysis. In these cases, a new technology was developed in order to overcome difficulty in separation of the acylated product from the remaining acylating reagent: methanolysis of the unreacted anhydride into easily separable methyl ester realized quite easy separation of the desired acylation product. The Bi(OTf)3/acid anhydride protocol was applicable to a wide spectrum of alcohols bearing various functionalities. Acid-labile THP- or TBS-protected alcohol, furfuryl alcohol, and geraniol could be acylated as well as base-labile alcohols. Even acylation of functionalized tertiary alcohols was effected at room temperature.

Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides

Scandium trifluoromethanesulfonate (triflate), which is commercially available, is a practical and useful Lewis acid catalyst for acylation of alcohols with acid anhydrides or the esterification of alcohols by carboxylic acids in the presence of p-nitrobenzoic anhydrides. The remarkably high catalytic activity of scandium triflate can be used for assisting the acylation by acid anhydrides of not only primary alcohols but also sterically-hindered secondary or tertiary alcohols. The method presented is especially effective for selective macrolactonization of ω-hydroxy carboxylic acids.

Does diatomic sulfur (S2) react as a free species?

A detailed study into the design and synthesis of stable 1,2-dithietane derivatives for the generation of diatomic sulfur (S2) was undertaken. Computer-aided evaluation of enthalpic differences was used to direct the synthesis of target compounds and, although all of the compounds calculated to afford S2 that were prepared did yield diatomic sulfur, an isolable 1,2-dithietane other than dithiatopazine failed to materialize. The results of this study provide convincing evidence that the computational procedure outlined can be successfully used to predict the course of S2 extrusion pathways from potential dithionocarbonylated derivatives. To determine if the disulfide moiety found in the Diels-Alder adduct derived from the addition of diatomic sulfur to conjugated 1,3-dienes is due to a transference mechanism involving the transient 1,2-dithietane intermediate, a chiral nonracemic binaphthyl source of S2 was prepared. Reactions of S2 from this source with chiral nonracemic and prochiral conjugated 1,3-dienes indicate that the added disulfide moiety would be inconsistent with a transference mechanism and that a "free" acting S2 unit is more likely to be involved.