Ionic compound polar solvent

Consider the dissolution of an ionic substance as an example. Here both the lattice energy and interionic attractions are large. We find that water and only a few other very polar solvents are capable of dissolving ionic compounds. These solvents dissolve ionic compounds by hydrating or solvating the ions (Fig. 2.9). 

There are a range of different solvents that can be used for these reactions, with the key property in this context being their polarity, and particularly their ability to form hydrogen bonds. Solvents can be divided into two broad categories — polar and non-polar. Non-polar solvents include hydrocarbons such as hexane or cyclohexane, and compounds such as tetrachloromethane. Nonpolar solvents are not useful in a context where we ate dealing with polarized and ionic species. Polar solvents are more useful in this context and can themselves be subdivided into protic and aptotic solvents ... 

Prepared from ethyne and ammonia or by dehydration of ethanamide. Widely used for dissolving inorganic and organic compounds, especially when a non-aqueous polar solvent of high dielectric constant is required, e.g. for ionic reactions. 

Solvent Effects on the Rate of Substitution by the S 2 Mechanism Polar solvents are required m typical bimolecular substitutions because ionic substances such as the sodium and potassium salts cited earlier m Table 8 1 are not sufficiently soluble m nonpolar solvents to give a high enough concentration of the nucleophile to allow the reaction to occur at a rapid rate Other than the requirement that the solvent be polar enough to dis solve ionic compounds however the effect of solvent polarity on the rate of 8 2 reactions IS small What is most important is whether or not the polar solvent is protic or aprotic Water (HOH) alcohols (ROH) and carboxylic acids (RCO2H) are classified as polar protic solvents they all have OH groups that allow them to form hydrogen bonds... 

Surfactants are long-chain compounds containing a hydrophobic tail and an ionic head. In polar solvents the surfactants arrange themselves in a spherical structure known as a micelle in which the hydrophobic tails form the... 

A considerable amount of hydrobromic acid is consumed in the manufacture of inorganic bromides, as well as in the synthesis of alkyl bromides from alcohols. The acid can also be used to hydrobrominate olefins (qv). The addition can take place by an ionic mechanism, usually in a polar solvent, according to Markownikoff s rule to yield a secondary alkyl bromide. Under the influence of a free-radical catalyst, in aprotic, nonpolar solvents, dry hydrogen bromide reacts with an a-olefin to produce a primary alkyl bromide as the predominant product. Primary alkyl bromides are useful in synthesizing other compounds and are 40—60 times as reactive as the corresponding chlorides (6). 

Many, but not all, ionic compounds (e.g., NaCl but not CaC03) are soluble in water, a polar solvent In contrast, ionic compounds are insoluble in nonpolar solvents such as benzene (C6H6) or carbon tetrachloride (CCI4). 

Inorganic polysulfides are ionic substances containing chain-like dianions Sn - 8uch ions are formed in numerous reactions, e.g., by oxidation of monosulfide ions H8 in water or other polar solvents as well as by reaction of aqueous monosulfide with sulfur-rich compounds including elemental sulfur ... 

Supercritical fluid extraction — During the past two decades, important progress was registered in the extraction of bioactive phytochemicals from plant or food matrices. Most of the work in this area focused on non-polar compounds (terpenoid flavors, hydrocarbons, carotenes) where a supercritical (SFE) method with CO2 offered high extraction efficiencies. Co-solvent systems combining CO2 with one or more modifiers extended the utility of the SFE-CO2 system to polar and even ionic compounds, e.g., supercritical water to extract polar compounds. This last technique claims the additional advantage of combining extraction and destruction of contaminants via the supercritical water oxidation process."... 

The general criterion for solubility is the rule that like dissolves like . In other words polar solvents dissolve polar and ionic solutes, non-polar solvents dissolve non-polar solutes. In the case of water, this means that ionic compounds such as sodium chloride and polar compounds such as sucrose are soluble, but non-polar compounds such as paraffin wax are not. 

Water is the most common solvent used to dissolve ionic compounds. Principally, the reasons for dissolution of ionic crystals in water are two. Not stated in any order of sequence of importance, the first one maybe mentioned as the weakening of the electrostatic forces of attraction in an ionic crystal known, and the effect may be alternatively be expressed as the consequence of the presence of highly polar water molecules. The high dielectric constant of water implies that the attractive forces between the cations and anions in an ionic salt come down by a factor of 80 when water happens to be the leaching medium. The second responsible factor is the tendency of the ionic crystals to hydrate. 

Polar and ionic compounds tend to dissolve in polar solvents. 

Polar aprotic solvents dissolve ionic compounds, and they solvate cations very well. 

The third effective approach is the preparation of ionic Pcs with large balanced ions [69-77], It is well known that ionic compounds are usually more soluble than neutral compounds in most organic solvents, especially in polar and mixing solvents. Ionic Pcs include cationic and anionic Pcs. The preparation of ionic Pcs is usually by means of electrochemistry. Sometimes they can be synthesized through oxidation reactions, ion exchange reactions or ion coordination reactions. 

The properties of HF reflect the strong hydrogen bonding that persists even in the vapor state. As a result of its high polarity and dielectric constant, liquid HF dissolves many ionic compounds. Some of the chemistry of HF as a nonaqueous solvent has been presented in Chapter 10. Properties of the hydrogen halides are summarized in Table 15.9. 

Ionic compounds, as compared to covalent compounds, tend to have greater densities, higher melting and boiling points, and can be soluble in the very polar solvent, water, if the ionic bond is not too strong. 

As befits their status as compounds well-known to be in equilibrium with carbonium ions in suitable solvents, triphenylmethyl halides and related compounds give particularly unambiguous evidence of reaction involving ionic intermediates. In polar solvents they give... 

The only currently unrefuted evidence even suggestive of an optically active carbanion is the report of optically active 2-octyl-lithium.899 It should be recalled, however, that ordinary alkyl lithium compounds are volatile, soluble in non-polar solvents, and generally more covalent than ionic in their behavior. 

With less polar solvents and more basic allyl anions the compounds are present as ion pairs. The carbon-metal bond with the alkali and alkaline earth metals are known to have high ionic character. The allyl compounds behave accordingly as salts. The structures of allyl compounds of the alkali and alkaline earth metals are of two fundamental types, a 41 (or metal cation is associated closely with a single terminal allylic carbon, and the rf 1 (or ji) type, 15, in which the cation bridges the two terminal allylic positions. 

Liquid-liquid extraction is a form of solvent extraction in which the solvents produce two immiscible liquid phases. The separation of analytes from the liquid matrix occurs when the analyte partitions from the matrix-liquid phase to the other. The partition of analytes between the two phases is based on their solubilities when equilibrium is reached. Usually, one of the phases is aqueous and the other is an immiscible organic solvent. Large, bulky hydrophobic molecules like to partition into an organic solvent, while polar and/or ionic compounds prefer the aqueous phase. 

Water. It should come as no surprise that ordinary water can be an excellent solvent for many samples. Due to its extremely polar nature, water will dissolve most substances of likewise polar or ionic nature. Obviously, then, when samples are composed solely of ionic salts or polar substances, water would be an excellent choice. An example might be the analysis of a commercial iodized table salt for sodium iodide content. A list of solubility rules for ionic compounds in water can be found in Table 2.1. 

Many of the reactions that you will study occur in aqueous solution. Water is called the universal solvent, because it dissolves so many substances. It readily dissolves ionic compounds as well as polar covalent compounds, because of its polar nature. Ionic compounds that dissolve in water (dissociate) form electrolyte solutions, which conduct electrical current owing to the presence of ions. The ions can attract the polar water molecules and form a bound layer of water molecules around themselves. This process is called solvation. Refer to the Solutions and Periodicity chapter for an in-depth discussion of solvation. 

Ionic liquids may be used in a similar fashion, but in contrast to the extremely nonpolar fluorous solvents, ionic liquids are polar. They are completely nonvolatile and so cannot be lost to the atmosphere. A range of ionic compounds that are liquid at room temperature and their use in synthetic chemistry are described in Chapter 4. 

According to the electrostatic model the solvation is due to electrostatic interaction between the charged ions and the dipolar solvent molecules. Thus the solvating and ionizing properties of a solvent are considered as being due primarily to the dipole moment of the solvent molecules. Thus, ionic compounds such as sodium chloride are insoluble in non-polar solvents such as carbon tetrachloride. Actually, rather than the dipole moment the field action of the dipoles should be considered. This approach might explain why acetonitrile (p = 3.2) is poor in its ionizing properties compared to water (p = 1.84). However, no numerical values are available for this quantity. 

---