6301-73-1

Basic information

• Product Name: [4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate
• Synonyms: (4-Acetoxy-3-methoxyphenyl)methylene diacetate; methanediol, 1-[4-(acetyloxy)-3-methoxyphenyl]-, diacetate
• CAS NO: 6301-73-1
• Molecular Formula: C₁₄H₁₆O₇
• Molecular Weight: 296.2726
• Mol File: 6301-73-1.mol

Chemical Properties

• Boiling Point: 378.1°C at 760 mmHg
• Flash Point: 165.2°C
• Density: 1.228g/cm³
• Vapor Pressure: 6.46E-06mmHg at 25°C
• Refractive Index: 1.502
• CAS DataBase Reference: [4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate(6301-73-1)
• EPA Substance Registry System: [4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate(6301-73-1)

Safety Data

• Hazardous Substances Data: 6301-73-1(Hazardous Substances Data)

Usage

Uses

Used in the Food and Beverage Industry:
[4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate is used as a flavoring agent for its sweet, aromatic, and fruity characteristics, enhancing the taste and aroma of various food and drink products.
Used in the Perfume and Personal Care Industry:
In the realm of fragrances, [4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate serves as an ingredient in perfumes and personal care products, contributing to their pleasant and appealing scents.
Used in Pharmaceutical Research:
[4-(acetyloxy)-3-methoxyphenyl]methanediyl diacetate is also being studied for its potential pharmacological properties, such as antioxidant and anti-inflammatory effects, which could lead to therapeutic applications in the future.

Upstream product

• 881-68-5 vanillin acetate 
• 108-24-7 acetic anhydride 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 121-33-5 vanillin 

Downstream Products

• 881-68-5 vanillin acetate 
• 121-33-5 vanillin 
• 225110-98-5 1-acetoxy-5-chloro-4-diacetoxymethyl-2-methoxy-benzene 

Relevant articles and documents

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

Solvent-free catalytic preparation of 1,1-diacetates using a silica-supported functional ionic liquid as catalyst

An efficient and convenient preparation of acylals from aldehydes and acetic anhydride, under solvent-free conditions, in the presence of a silica-supported functional ionic liquid, Si-[SbSipim][PF6], is reported. Si-[SbSipim][PF6] acts as a catalyst and can be recovered and reused four times without apparent loss of its catalytic activity.

Ultrasound-assisted synthesis of acylals catalyzed by stannum (IV) phosphomolybdate under solvent-free condition

An efficient method for the synthesis of acylals from different aldehydes and acetic anhydride in the presence of Keggin-type stannum (IV) phosphomolybdate under ultrasound irradiation at room temperature was achieved. This method provides a new and efficient protocol in terms of cost effective of catalyst, a wide scope of substrates, and simple work-up procedure.

Polystyrene-supported, Al(OTf)3-catalyzed chemoselective synthesis of acylals from aldehydes

Cross-linked polystyrene-supported aluminium triflate [Ps-Al(OTf)3] has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for acetylation of aldehydes with acetic anhydride. The catalyst can be recovered simply and reused efficiently at least five times without any noticeable loss of catalytic activity. Copyright Taylor & Francis Group, LLC.

Conjugate polymer-supported acid catalysts: An efficient and reusable catalyst for the synthesis of geminal diacetates (acylals) under solvent-free conditions

A comparative study on the catalytic activity of conducting polyaniline (PANI), polypyrrole (PPY), and poly-(3,4-ethylenedioxythiophene) (PEDOT) salts as solid acid catalysts for the synthesis of 1,1-diacetates (acylals) under solvent-free conditions has been presented. Use of the polypyrrole and poly-(3,4-ethylenedioxythiophene) salts as solid acid catalysts is reported for the first time. Preparation, recovery, and reusability of the catalysts were found to be good. Copyright Taylor & Francis Group, LLC.

P2O5/Al2O3 AS an efficient heterogeneous catalyst for the acetylation of alcohols, phenols, thiols, and amines under solvent-free conditions

A convenient, rapid, and efficient method for the acetylation of alcohols, phenols, thiols, and amines has been developed by using acetic anhydride in the presence of a catalytic amount of P2O5/Al 2O3 under solvent-free conditions at room temperature. This reaction was studied under different conditions, and several solvents were examined for this conversion. However, in terms of reaction time and yield, it was found that the best result was obtained when the reaction was carried out under solvent-free conditions. Racemization of optically active alcohols and epimerization of sugars were not observed. The use of nontoxic and inexpensive materials, simple and clean workup, short reaction times, and good yields of the products are the advantages of this method.

A new and efficient procedure for the production of 1,1-diacetate from corresponding aldehydes promoted by silica chromate (SiO2-O-CrO 2-O-SiO2)

Chemical Equation Presented A wide range of aromatic aldehydes has been selectively converted to 1,1-diacetates using silica chromate (SiO 2-O-CrO2-O-SiO2) under solvent-free conditions at room temperature in moderate to good yields. This protocol is mild and efficient compared to other reported methods. Copyright Taylor & Francis Group, LLC.

Chemoselective synthesis of 1,1-diacetates from aldehydes using anhydrous cobalt(II) bromide under solvent-free conditions

A mild and efficient method has been developed for the chemoselective preparation of 1,1-diacetates (acylals) from aldehydes catalyzed in the presence of a catalytic amount (0.1mmol) of anhydrous cobalt(II) bromide under solvent-free conditions. The remarkable selectivity under mild and neutral conditions, excellent yields, short reaction time, and easily available and inexpensive catalyst are important features of this method.

Silica phosphoric acid: An efficient and recyclable catalyst for the solvent-free synthesis of acylals and their deprotection in MeOH

Silica phosphoric acid was used as an efficient, mild, and recyclable solid catalyst for the synthesis of acylals from various structurally diverse aldehydes and acetic anhydride under solvent-free conditions. The acylation of aldehydes was highly chemoselective, and no ketone was acylated, which provided a method for the synthesis of acylals from aldehydes in the presence of ketones. Silica phosphoric acid-catalyzed deprotection of acylals to the corresponding aldehydes in MeOH has also been developed with excellent yield. The deprotection of the acylals of aromatic aldehydes took priority over those of aliphatic aldehydes. Copyright Taylor & Francis Group, LLC.

An efficient method for the synthesis of acylals from aldehydes under solvent-free conditions catalyzed by antimony trichloride

A mild and efficient method has been developed for the preparation of acylals from aldehydes catalyzed by antimony trichloride under solvent-free conditions in very good to excellent yields. The easy availability, low cost, and ease of handling of the catalyst make this procedure especially attractive for large-scale synthesis. Copyright Taylor & Francis Group, LLC.