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

General Description

The chemical compound [4-(acetyloxy)phenyl]methanediyl diacetate, also known as 1,4-bis(acetyloxy)benzene, is an ester formed from the condensation of two molecules of acetic acid with one molecule of 4-hydroxyacetophenone. It is a colorless solid with a sweet, fruity odor and is commonly used as a fragrance in perfumes and personal care products. It is also used in the production of pharmaceuticals and as a chemical intermediate in various organic syntheses. As an ester, it possesses the characteristic functional group of a carbonyl bonded to an oxygen atom and is classified as a potentially hazardous substance that should be handled and stored with caution.

Upstream product

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

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.