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Dichloromethane (DCM, methylene chloride, or methylene bichloride) is an organochlorine compound with the formula C H 2 Cl 2. This colorless, volatile liquid with a chloroform-like, sweet odor is widely used as a solvent. Although it is not miscible with water, it is slightly polar, and miscible with many organic solvents. [12]
The most important is dichloromethane, which is mainly used as a solvent. Chloromethane is a precursor to chlorosilanes and silicones. Historically significant (as an anaesthetic), but smaller in scale is chloroform, mainly a precursor to chlorodifluoromethane (CHClF 2) and tetrafluoroethene which is used in the manufacture of Teflon. [2]
A polar aprotic solvent is a solvent that lacks an acidic proton and is polar. Such solvents lack hydroxyl and amine groups. In contrast to protic solvents, these solvents do not serve as proton donors in hydrogen bonding, although they can be proton acceptors. Many solvents, including chlorocarbons and hydrocarbons, are classifiable as aprotic ...
This method, however, also produces more highly chlorinated compounds such as dichloromethane, chloroform, and carbon tetrachloride. For this reason, methane chlorination is usually only practiced when these other products are also desired. This chlorination method also cogenerates hydrogen chloride, which poses a disposal problem. [5]
The output of this process is a mixture of the four chloromethanes: chloromethane, methylene chloride (dichloromethane), trichloromethane (chloroform), and tetrachloromethane (carbon tetrachloride). These can then be separated by distillation. [11]
Water is the most common protic solvent. Conversely, polar aprotic solvents cannot donate protons but still have the ability to dissolve many salts. [1] [2] Methods for purification of common solvents are available [3]
Polar aprotic solvents, such as acetone or dichloromethane, tend to have large dipole moments (separation of partial positive and partial negative charges within the same molecule) and solvate positively charged species via their negative dipole. [11]
This arises from the fact that polar solvents stabilize the formation of the carbocation intermediate to a greater extent than the non-polar-solvent conditions. This is apparent in the ΔE a, ΔΔG ‡ activation. On the right is an S N 2 reaction coordinate diagram. Note the decreased ΔG ‡ activation for the non-polar-solvent reaction ...