59258-76-3

Usage

General Description

1,3-Dioxolane, 2-(chloromethyl)-2-phenyl- is a chemical compound that is also known as Benzyl chloromethyl ether. It is classified as an organic compound and consists of a six-membered cyclic ether ring with a phenyl and chloromethyl substituent. This chemical is commonly used in the synthesis of various organic compounds and pharmaceuticals. It is a clear, colorless liquid with a strong, sweet odor, and it is considered to be a harmful chemical that can cause skin and eye irritation upon contact. It is important to handle and store this chemical with care to prevent any potential hazards.

Upstream product

• 107-21-1 ethylene glycol 
• 532-27-4 1-chloroacetophenone 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 75-09-2 dichloromethane 
• 7381-30-8 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane 
• 98-86-2 acetophenone 
• 17155-68-9 2-dichloromethyl-2-phenyl-[1,3]dioxolane 

Relevant academic research and scientific papers

One-step for the preparation of α-haloacetal of ketones with N-bromosuccinimide/N-chlorosuccinimide (NBS/NCS) and ethylene glycol

A new process that could directly prepare α-haloacetal of ketones from various ketones with N-halosuccinimide (NBS/NCS) and ethylene glycol in one step without any other catalysts was reported. The effects of solvents, NBS/NCS and reaction temperature were investigated. Under the optimal condition, most of α-haloacetals of ketones were obtained in 90–100% yield.

A safe, convenient and efficient one-pot synthesis of α-chloroketone acetals directly from ketones using iodobenzene dichloride

Various ketones, including aliphatic and aromatic ketones, can be directly converted into their corresponding α-chloroketone acetals in high to excellent yields using iodobenzene dichloride in ethylene glycol in the presence of 4 A molecular sieves at room temperature. Georg Thieme Verlag Stuttgart.

A Convenient Procedure for the Synthesis of Acetals from α-Halo Ketones

A study for determining the scope and limitations of a procedure for synthesising ethylene acetals from haloketones is presented. The method uses 1,2-bis(trimethylsilyloxy)ethane, BTSE, as reagent and Nafion-TMS as catalyst. Two procedures have been tested: (A) stoichiometric amounts of the haloketone and BTSE and a catalytic amount of Nafion-TMS were heated to reflux in chloro-form solution, and (B) stoichiometric amounts of the reactants and a catalytic amount of Nafion-TMS were heated to 90-100°C in the absence of solvent. The following ketones have been tested: 2-bromo-1-phenyl-1-ethanone, 2-bromo-cyclopentenone, 3-bromo-3-methyl-2-butanone, 3-chloro-3-methyl-2-butanone, 1-bromo-3,3-dimethyl-2-butanone, 1-chloro-3,3-dimethyl-2-butanone, 2-bromocyclohexanone, 2-chloro-1-cyclohexyl-1-ethanone, 1,1-dibromo-3,3-dimethyl-2-butanone, 1,3-dibromo-3-methyl-2-butanone, 1,3-dibromo-2-butanone, 1,3-dibromo-2-propanone, 2-chloro-1-phenyl-1-ethanone, and endo-2-bromocamphor. Yields were in the range 57-100% with the exceptions of endo-2-bromocamphor which afforded 10% yield and the dibromoketones 1,1-dibromo-3,3-dimethyl-2-butanone and 1,3-dibromo-3-methyl-2-butanone for which the method failed. Factors determining the scope and limitations are briefly discussed. Full experimental details and spectroscopic data of the acetals are given.