2929-92-2

Basic information

• Product Name: (3-chlorophenyl)methanediyl diacetate
• Synonyms: (3-Chlorophenyl)methylene diacetate; methanediol, 1-(3-chlorophenyl)-, diacetate
• CAS NO: 2929-92-2
• Molecular Formula: C₁₁H₁₁ClO₄
• Molecular Weight: 242.6556
• Mol File: 2929-92-2.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 315.987°C at 760 mmHg
• Flash Point: 126.842°C
• Density: 1.268g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: (3-chlorophenyl)methanediyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (3-chlorophenyl)methanediyl diacetate(2929-92-2)
• EPA Substance Registry System: (3-chlorophenyl)methanediyl diacetate(2929-92-2)

Safety Data

• Hazardous Substances Data: 2929-92-2(Hazardous Substances Data)

Usage

Description

(3-chlorophenyl)methanediyl diacetate, with the molecular formula C10H9ClO4, is a white crystalline solid that is insoluble in water but soluble in organic solvents. It is a chemical compound known for its mild and selective oxidation properties, making it a valuable reagent in organic synthesis.

Uses

Used in Organic Synthesis:
(3-chlorophenyl)methanediyl diacetate is used as a reagent in organic synthesis for its mild and selective oxidation properties, which are beneficial in various chemical reactions.
Used in Pharmaceutical Production:
(3-chlorophenyl)methanediyl diacetate is used as an intermediate in the production of pharmaceuticals, contributing to the synthesis of various medicinal compounds.
Used in Agrochemical Production:
(3-chlorophenyl)methanediyl diacetate is also utilized in the production of agrochemicals, playing a role in the synthesis of substances used in agriculture.
It is important to handle (3-chlorophenyl)methanediyl diacetate with caution due to its toxic nature and potential to cause irritation to the eyes, skin, and respiratory system. Additionally, it may have harmful effects on aquatic organisms, so proper safety protocols should be followed in its handling and disposal.

Upstream product

• 587-04-2 m-Chlorobenzaldehyde 
• 108-24-7 acetic anhydride 
• 108-41-8 1-chloro-3-methylbenzene 

Downstream Products

• 587-04-2 m-Chlorobenzaldehyde 
• 83521-67-9 2-(m-chlorophenyl)-1,3-dithiolane 
• 1866-38-2 m-Chlorocinnamic acid 
• 138197-91-8 (2E,6E)-2,6-bis(3-chlorobenzylidene)cyclohexanone 

Relevant articles and documents

Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents

A variety of functionalized triarylmethane and 1,1-diarylalkane derivatives were prepared via a transition-metal-free, one-pot and two-step procedure, involving the reaction of various benzal diacetates with organozinc reagents. A sequential cross-coupling is enabled by changing the solvent from THF to toluene, and a two-step SN1-type mechanism was proposed and evidenced by experimental studies. The synthetic utility of the method is further demonstrated by the synthesis of several biologically relevant molecules, such as an anti-tuberculosis agent, an anti-breast cancer agent, a precursor of a sphingosine-1-phosphate (S1P) receptor modulator, and a FLAP inhibitor.

Microwave-assisted green synthesis of 1,1-diacetates (acylals) using selectfluor as an environmental-friendly catalyst under solvent-free conditions

An efficient and simple procedure has been developed for the acetylation of aldehyde by selectfluor [1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bis(tetrafluoroborate)] as a chemoselective and environmentally friendly catalyst under solvent-free conditions or microwave irradiation. The application of microwave irradiation improved the yields and reduced the reaction times. In this study, selective conversion of aldehydes was observed in the presence of ketones, and the deprotection of 1,1-diacetates has also been achieved using selectfluor in water as green solvent in reflux conditions. The methodology provides synergy of microwave irradiation which offers several advantages such the simple work-up procedure, short reaction time, excellent yields and environmentally benign procedure.

Solvent-free Chemoselective Synthesis of 1,1-diacetates Catalyzed by Iron Zirconium Phosphate

In the present study, a mild, rapid, and efficient method for the protection of aldehydes with acetic anhydride (AA) in the presence of iron zirconium phosphate (ZPFe), at room temperature is reported. Selective conversion of aldehydes was observed in the presence of ketones. Under these conditions, different aldehydes bearing electron-withdrawing and electron-donating substituents were reacted with AA and the corresponding 1,1-diacetates (acylals) were obtained in high to excellent yields. The steric and electronic properties of the different substrates had a significant influence on the reaction conditions. Also, the deprotection of 1,1-diacetates has been achieved using this catalyst in water. The catalyst was characterized by several physico-chemical techniques. It was recovered easily from the reaction mixture, regenerated, and reused at least 7 times without significant loss in catalytic activity. This protocol has the advantages of easy availability, stability, reusability of the eco-friendly catalyst, chemoselectivity, simple experimental and work-up procedure, solvent-free conditions and only a stoichiometric amount of AA is needed.