13086-94-7

Basic information

• Product Name: Methanediol, (2,4-dichlorophenyl)-, diacetate
• CAS NO: 13086-94-7
• Molecular Formula: C11H10Cl2O4
• Molecular Weight: 277.104
• Mol File: 13086-94-7.mol

Chemical Properties

• CAS DataBase Reference: Methanediol, (2,4-dichlorophenyl)-, diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methanediol, (2,4-dichlorophenyl)-, diacetate(13086-94-7)
• EPA Substance Registry System: Methanediol, (2,4-dichlorophenyl)-, diacetate(13086-94-7)

Safety Data

• Hazardous Substances Data: 13086-94-7(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Downstream Products

• 1777-82-8 (2,4-dichlorophenyl)methanol 
• 83521-72-6 2-(2,4-dichlorophenyl)-1,3-dithiolane 
• 132587-11-2 1-(2,4-dichlorophenyl)-3-buten-1-yl acetate 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Relevant articles and documents

Synthesis of 1,1-diacetates catalysed by silica-supported boron sulfonic acid under solvent-free conditions and ambient temperature

1,1-Diacetates derivatives were prepared using the direct condensation of aldehydes with acetic anhydride in the presence of silica-supported boron sulfonic acid (SiO2/B(SO4H)3) as a tri-functional inorganic Bronsted acid catalyst under solvent-free conditions at ambient temperature. The salient features of this methodology are: (i) cheaper process ready availability of the catalyst; (ii) versatility; (iii) high regio-selectivity of the procedure and recyclable property of the catalyst.

Acetic acid-assisted copper methanesulfonate catalyst for chemoselective conversion of aldehydes to acylals

A new catalytic system has been discovered by combining copper methanesulfonate with acetic acid for chemoselective conversion of aldehydes to acylals in high yields at ambient temperature under solvent-free conditions. The efficiency of this system might result from the "double activation" of Bronsted-Lewis acid catalysis on aldehydes. Copyright Taylor & Francis Group, LLC.

Chemoselective synthesis of 1,1-diacetates from aldehydes in the presence of Al(HSO4)3 under mild solvent-free conditions

A novel efficient procedure has been developed for the preparation of acylals in high yields by reaction of the corresponding aldehydes with acetic anhydride in the presence of Al(HSO4)3 as catalyst under mild (room temperature) solvent-free conditions.

Chemoselective synthesis of 1,1-diacetates under solvent-free condition using efficient heterogeneous ecofriendly catalyst: P2O5/kaolin

An efficient and chemoselective method for the preparation of acylals from different aldehydes and acetic anhydride using.....kaolin supported catalyst (P2O5). under solvent-free conditions is described herein. The present protocol offers several advantages including use of inexpensive and non-toxic catalyst support i.e., natural kaolin. Preparation of the supported catalyst is easy, the process is simple in operation, maintaining solvent free conditions, with short reaction times, high yields and affording selective protection of aldehyde in presence of ketone.

N-Propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) as a green and reusable heterogeneous nanocatalyst for the chemoselective preparation and deprotection of acylals

Abstract: N-propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) was simply synthesized and used as a highly efficient, environmentally friendly, and chemoselective catalyst for the synthesis of 1,1-diacetates (acylals) from the one-pot condensation reaction of various aromatic aldehydes with acetic anhydride, in high yield of products (86–96%) and short reaction time (20–60?min) under solvent-free conditions at room temperature. In addition to these results, we further studied the possibility of deprotection of the resulting acylals into benzaldehyde derivatives in this catalytic system by the addition of water. More importantly, noteworthy advantages of this study are non-use of toxic organic solvents and catalysts, simple work-up procedure, short reaction time, high yield of products, and recovery and reusability of MNPs-PSA by an external magnet. Graphical Abstract: A simple and highly efficient procedure for the protection of various aldehydes with acetic anhydride in the presence of N-propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) is reported. We further studied the possibility of deprotection of the resulting acylals into benzaldehyde derivatives in this catalytic system by the addition of water as a green solvent. The catalyst was reused several times without loss of its catalytic activity.

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

Preparation of 1,1-diacetates from aldehydes by LiBH4 and Ac2O in the presence of cation exchange resin

A variety of 1,1-diacetates have been produced from the corresponding aldehydes (1 mmol) by LiBH4(1.25 mmol) and Ac2O (1 mL) in the presence of DOWEX(R)50WX4 (0.5 g) as a cation exchange resinwithin 10 min at room temperature with excellent yields of the products (93-97%).

Green procedures for the chemoselective synthesis of acylals and their cleavage promoted by recoverable sulfonic acid based nanoporous carbon (CMK-5-SO3H)

A selective synthesis of gem-diacetates from the reaction of aldehydes and acetic anhydride in the presence of recyclable nanoporous solid sulfonic acid (CMK-5-SO3H) under solvent-free reaction conditions is reported. The catalyst was also found to be highly active for deprotection of resulting acylals in water. [Figure not available: see fulltext.]

NaBH4/Ac2O/DOWEX(R)50WX4: A convenient system for fast preparation of gem-diacetates from aldehydes

Reductive-acylalation of aldehydes has been carried out by NaBH 4/Ac2O/DOWEX(R)50WX4 system. A variety of aldehydes (1 mmol) have been reacted with Ac2O (0.5 mL) and NaBH4 (1 mmol) in the presence of DOWEX(R)50WX4 (0.5 g) for the preparation of their corresponding acylals within 1 min at room temperature with excellent yields of the products (90-95%). Ketones do not react with this system.

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.