7143-16-0

Usage

Uses

Used in Fragrance Industry:
[4-(acetyloxy)phenyl]methanediyl diacetate is used as a fragrance ingredient for its sweet, fruity odor, adding a pleasant scent to perfumes and personal care products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, [4-(acetyloxy)phenyl]methanediyl diacetate serves as a crucial chemical intermediate, playing a significant role in the synthesis of various medicinal compounds.
Used in Chemical Synthesis:
As a chemical intermediate, [4-(acetyloxy)phenyl]methanediyl diacetate is utilized in various organic syntheses, contributing to the development of a wide range of chemical products.
Safety Precautions:
Given its classification as a potentially hazardous substance, [4-(acetyloxy)phenyl]methanediyl diacetate should be handled and stored with caution to ensure safety in the workplace and the environment.

Upstream product

• 108-24-7 acetic anhydride 
• 123-08-0 4-hydroxy-benzaldehyde 
• 140-39-6 1-acetoxy-4-methylbenzene 
• 638-38-0 manganese(II) acetate 
• 106-44-5 p-cresol 
• 878-00-2 4-formylphenyl acetate 

Downstream Products

• 878-00-2 4-formylphenyl acetate 
• 176443-11-1 acetyloxy(4-hydroxyphenyl)methyl acetate 
• 123-08-0 4-hydroxy-benzaldehyde 

Relevant academic research and scientific papers

The studies on chemoselective promiscuous activity of hydrolases on acylals transformations

Chemoselective, mild and convenient protocol for the hydrolysis of the synthetically relevant acylals via promiscuous enzyme-catalyzed hydrolysis has been developed. It has been shown that promiscuous activity of the used hydrolases dominates their native activity related with carboxylic esters hydrolysis. The main advantage of the present methodology is that it can be conducted under neutral conditions at room temperature. Moreover, complete deprotection of acylals takes place within 10–20 min. Developed protocol can be used with compounds having a variety of hydrolytic labile groups since the cleavage is proceeded under neutral conditions and occurs exclusively on acylal moiety. Further this protocol was extended by the tandem Passerini multicomponent reaction leading to the α-acetoxy amides using acylals as the surrogates of the carbonyl components to P-MCR.

SiO2@FeSO4 nano composite as nanocatalyst for the green synthesis 1,1-diacetates from aldehydes under solvent-free conditions

Aldehydes compounds selective converted to 1,1-diacetates as protective reagent with SiO2@FeSO4 nano composite as effective nano catalyst at room temperature under solvent-free condition and acetic anhydride (Ac2O) as acet

Tungstosulfonic acid as an efficient solid acid catalyst for acylal synthesis for the protection of the aldehydic carbonyl group

Tungstosulfonic acid (TSA) has been found to be an efficient solid acid catalyst for the protection of aldehydic carbonyl groups by geminal diacetate (acylal) formation following the nucleophilic addition of acetic anhydride under neat conditions as well as in a solvent. The TSA catalyst is fully characterized by infrared spectroscopy, wide-angle X-ray scattering analysis, and scanning electron microscopy with energy dispersive X-ray spectroscopy. The deprotection of acylals to corresponding aldehydes has also been investigated under the similar conditions. The catalyst can be reused seven times without a significant loss of activity. In addition, no chromatographic separations are needed to obtain the desired products. This method is a green approach for the chemoselective protection of aldehydes in the presence of ketones.

Formation of benzylidenes-diacetates catalyzed by activated zeolite "LZY-562" and clay (K10/ZnCl2): An unexpected functional selectivity

Activated zeolites LZY-562 and clay montmorillonite K10 at room temperature without solvent catalyzes the synthesis of benzylidenesdiacetates from carbonyl compounds. A chemoselectivity was observed between aldehydes and ketones, between the different aldehydes and ketones as well.

Catalysis of reaction between ozone and 4-hydroxytoluene in acetic anhydride

Kinetics and products of 4-hydroxytoluene oxidation with ozone-air mixture in the presence of transition metal acetates as catalysts have been studied. Main steps of the catalytic series have been considered, and a mechanism of redox catalysis has been proposed which conforms to the experimental data and enables control over the direction, depth, and selectivity of the oxidation. Only manganese(II) acetate has been found to exhibit high catalytic activity in the presence of catalytic amounts of mineral acids. Manganese(II) acetate largely suppresses electrophilic reaction of ozone with the aromatic ring, so that the main reaction direction is oxidation of the methyl group with formation of 4-acetoxybenzyl acetate as the major product (62.6%) and 4-acetoxybenzylidene diacetate as a minor one (10.2%).

Poly(4-vinylpyridinium) perchlorate as an efficient solid acid catalyst for the chemoselective preparation of 1,1-diacetates from aldehydes under solvent-free conditions

Poly(4-vinylpyridinium) perchlorate has been used as a supported, recyclable, environmentally-benign catalyst for the formation of acylals from aliphatic and aromatic aldehydes in good to excellent yields under solvent-free conditions. Notably, the reaction conditions were tolerant of ketones. This methodology offers several distinct advantages, including its operational simplicity and high product yield, as well as being green in terms of avoiding the use of toxic catalysts and solvents. Furthermore, the catalyst can be recovered and reused several times without any loss in its activity.

An efficient method for synthesis of acylals from aldehydes using multi-walled carbon nanotubes functionalized with phosphonic acid (MWCNTs-C-PO3H2)

MWCNTs-C-PO3H2 has been used as an efficient, heterogeneous and reusable nanocatalyst for synthesis of acylals from aldehydes under solvent-free conditions at room temperature. A wide range of aldehydes was studied and corresponding products were obtained in good to excellent yields in short reaction times. Nanocatalyst can be easily recovered by centrifuge and reused for subsequent reactions for at least five times without deterioration in catalytic activity. The major advantages of the present method are high yields, short reaction time, recyclable catalyst and solvent-free reaction conditions at room temperature.

Polystyrene-supported TiCl4 as a novel, efficient and reusable polymeric Lewis acid catalyst for the chemoselective synthesis and deprotection of 1,1-diacetates under eco-friendly conditions

Copolymer beads of styrene and divinylbenzene (5-7%) were synthesized and combined with titanium tetrachloride in CS2 to form a stable complex. The PS/TiCl4 complex was used as a mild and efficient polymer-supported Lewis acid catalyst for the preparation of 1,1-diacetates from various types of aldehydes under heterogeneous conditions at room temperature. Deprotection of the resulting 1,1-diacetates has also been achieved using the same catalyst in methanol. This new protocol has the advantages of easy availability, stability, reusability of the eco-friendly catalyst, high to excellent yields, chemoselectivity, simple experimental and work-up procedure. Moreover, this polymeric catalyst could be recovered easily and reused several times without significant loss in activity.

P4VP-H2SO4-catalyzed chemoselective protection of aldehydes to acylal along with deprotection reactions

Poly(4-vinylpyridine)-supported sulfuric acid is an excellent reusable heterogeneous catalyst for the chemoselective synthesis of 1,1- diacetates(acylal) from aldehydes in dichloromethane at room temperature within a few minutes. The protection of salicyaldehyde generated an anhydro-dimer as single product under similar reaction conditions. The catalyst is equally applicable for the deprotection of acylal in acetonitrile. The catalyst was prepared by the wet impregnation technique.

Ultrasound assisted the chemoselective 1,1-diacetate protection and deprotection of aldehydes catalyzed by poly(4-vinylpyridinium)hydrogen sulfate salt as a eco-benign, efficient and reusable solid acid catalyst

Poly(4-vinylpyridinium) hydrogen sulfate solid acid was found to be efficient catalyst for preparation of 1,1-diacetate using ultrasound irradiation at ambient temperature and neat condition. Deprotection of the resulting 1,1-diacetates were achieved using the same catalyst in methanol solvent under ultrasound irradiation at room temperature. This new method consistently has the advantage of excellent yields and short reaction times. Utilization of solvent free, simple reaction conditions, isolation, and purification makes this manipulation very interesting from an economic and environmental perspective. Further, the catalyst can be reused and recovered for several times.