Abstract

Synthetic modification of trichlorofluoromethane (CFCl3) to non-volatile and useful fluorinated precursors is a cost-effective and an environmentally benign strategy for the safe consumption/destruction of the ozone depleting potential of the reagent. In this report, we present a novel method for in situ Grignard reaction using magnesium powder and CFCl3 for synthesis of dichlorofluoromethyl aromatic alcohols.

Highlights

  • Chlorofluorocarbons (CFCs), commonly known as “Freons” are organic compounds mainly composed of carbon, chlorine and fluorine, and are structural derivatives of methane, ethane and propane

  • In 2006 and 2007, we reported novel techniques for the reductive addition of trichlorofluoromethane (CFCl3) to aromatic aldehydes by utilizing an activated aluminum/tin chloride (II) system under ultrasonic irradiation [15,16]

  • Prior to our previous report [15], the addition of CFCl3 to carbonyl groups was mainly constrained to highly activated carbonyl compounds such as perfluoro carboxylic acid esters and aromatic carbonyl entities attached to fluoro or trifluoromethyl moieties [9,17]

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Summary

Introduction

Chlorofluorocarbons (CFCs), commonly known as “Freons” are organic compounds mainly composed of carbon, chlorine and fluorine, and are structural derivatives of methane, ethane and propane. These compounds are non-toxic, non-flammable and do not react with other compounds. During the late 1950s and early 1960s, the CFCs were used as a cost-effective solution to provide air conditioning to automobiles, homes, and office buildings. In 1974, Professor Sherwood Rowland and Dr Mario Molina from the University of California reported that chlorine released from CFCs was responsible for the rapid destruction of the ozone layer by creating ozone holes in the stratosphere. It was found that one chlorine atom released from CFCs destroyed

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