7143-16-0

Basic information

• Product Name: [4-(acetyloxy)phenyl]methanediyl diacetate
• CAS NO: 7143-16-0
• Molecular Formula: C₁₃H₁₄O₆
• Molecular Weight: 266.2467
• Mol File: 7143-16-0.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 365.4°C at 760 mmHg
• Flash Point: 160.7°C
• Density: 1.226g/cm³
• Vapor Pressure: 1.57E-05mmHg at 25°C
• Refractive Index: 1.506
• CAS DataBase Reference: [4-(acetyloxy)phenyl]methanediyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(acetyloxy)phenyl]methanediyl diacetate(7143-16-0)
• EPA Substance Registry System: [4-(acetyloxy)phenyl]methanediyl diacetate(7143-16-0)

Safety Data

• Hazardous Substances Data: 7143-16-0(Hazardous Substances Data)

Usage

Description

[4-(acetyloxy)phenyl]methanediyl diacetate, also known as 1,4-bis(acetyloxy)benzene, is an ester derived from the condensation of two molecules of acetic acid with one molecule of 4-hydroxyacetophenone. This colorless solid exhibits a sweet, fruity odor and is recognized for its applications in the fragrance, pharmaceutical, and chemical synthesis industries.

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

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

Downstream Products

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

Relevant articles and documents

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.

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.

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%).