Salts can be prepared from organic molecules such as acetic acid and methanol. For example, it is possible to prepare sodium acetate, \(\mathrm{NaCH}_{3} \mathrm{CO}_{2}\), and sodium methoxide, \(\mathrm{NaOCH}_{3}\). How do you expect the forces that hold these compounds together in the solid state to differ from those that hold together salts like sodium chloride or sodium bromide?

Short Answer

Expert verified
Organic salts like sodium acetate and sodium methoxide are held together by ionic bonds, covalent bonds within the organic anions, dipole-dipole interactions, and potentially hydrogen bonds, whereas inorganic salts like NaCl and NaBr are held together by strong ionic bonds.

Step by step solution

01

Understand the Components of the Salts

Recognize that sodium acetate (NaCH3CO2) and sodium methoxide (NaOCH3) are salts formed from the reaction of acetic acid and methanol with sodium hydroxide. Sodium chloride (NaCl) and sodium bromide (NaBr) are inorganic salts formed from sodium and halide ions.
02

Compare Ionic and Covalent Character

Understand that NaCl and NaBr consist of ions with strong electrostatic attractions, typical of ionic bonds. In sodium acetate and sodium methoxide, while there is an ionic bond between sodium and the organic anion, the anion itself contains covalent bonds between non-metal atoms.
03

Analyze Intermolecular Forces

In organic salts like NaCH3CO2 and NaOCH3, the intermolecular forces include ionic bonds, dipole-dipole interactions, and possibly hydrogen bonding due to the polar C-H and O-H bonds in the organic moieties. In NaCl and NaBr, the dominant intermolecular forces are the ionic bonds between Na+ and the halide ions.
04

Summarize the Differences in Forces

Conclude that while all the salts are held together in the solid state by ionic bonds, organic salts also have significant covalent character within the organic moiety and exhibit other intermolecular forces such as dipole-dipole interactions and hydrogen bonding, unlike the predominantly ionic halide salts such as NaCl and NaBr.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Ionic and Covalent Bonds
When it comes to understanding the structure of salts, we first need to delve into the fundamental concepts of ionic and covalent bonds. Ionic bonds occur when electrons are transferred from one atom to another, leading to a formation of ions that are held together by electrostatic forces—a positive ion (cation) and a negative ion (anion). For instance, in sodium chloride (NaCl), sodium donates an electron to chlorine, resulting in a strong bond between Na+ and Cl-.

Covalent bonds, on the other hand, involve the sharing of electrons between atoms. These bonds typically occur between non-metal atoms and result in molecules that have distinct shapes based on the electron pairs' arrangement. An example within an organic salt would be the covalent bonds in the CH3COO- group of sodium acetate (NaCH3CO2). Understanding these bonding types is crucial when assessing the strength and properties of different salts.
Preparation of Organic Salts
Preparing organic salts, such as sodium acetate and sodium methoxide, involves a chemical reaction between an acid and a base. Specifically, acetic acid reacts with sodium hydroxide to form sodium acetate, and methanol reacts with sodium hydroxide to form sodium methoxide. These processes are examples of neutralization reactions, where the acid donates a proton (H+) to the base, creating water in the process, along with the salt. These organic salts are unique as their anionic parts contain covalently bonded atoms, unlike simple ionic salts such as sodium chloride, where both components are ions.

This preparation process is fundamental in fields such as pharmaceuticals and organic chemistry, where salts are used for a myriad of applications, from medication to catalysis.
Dipole-Dipole Interactions
Dipole-dipole interactions are another form of intermolecular forces integral to the properties of many compounds, including organic salts. They arise between molecules with permanent dipole moments—regions of positive and negative charge separation within the molecule. These interactions result from the electrostatic attraction between the positive end of one polar molecule and the negative end of another. For example, in the case of sodium acetate, the organic anion CH3COO- has a dipole moment due to the electronegativity difference between carbon and oxygen atoms. These interactions are weaker than ionic bonds but significantly influence a compound's melting and boiling points, as well as solubility.
Hydrogen Bonding
Hydrogen bonding is a specific, strong type of dipole-dipole interaction that occurs when a hydrogen atom is bonded to a highly electronegative atom like nitrogen, oxygen, or fluorine. It's this attraction between the hydrogen and an electronegative atom of another molecule that characterizes hydrogen bonds. For instance, the hydrogen atoms in methanol (CH3OH) can form hydrogen bonds with oxygen atoms of other molecules, which is a crucial feature of alcohols. Hydrogen bonds have a profound effect in areas such as biochemistry, where they are essential for the structure and function of DNA and proteins. They also affect the boiling points of substances, where molecules with hydrogen bonds often require more energy, and thus a higher temperature, to transition into the gaseous state.
Comparative Analysis of Ionic Compounds
When analyzing ionic compounds, one must consider the type of intermolecular forces present, as these significantly influence the compound's properties. Ionic compounds, like sodium chloride (NaCl), are held together by robust ionic bonds, which are responsible for their high melting and boiling points. On the flip side, organic salts such as sodium acetate (NaCH3CO2) exhibit a blend of ionic and covalent properties. Although they have ionic bonds between the metal ion and the anionic group, the anion's covalent nature introduces variability in their properties, like lower melting points and increased solubility in organic solvents. Thus, one cannot generalize the characteristics of ionic compounds without considering the composition and structure of the ions they are made of.

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Most popular questions from this chapter

Explain why ionic solids like \(\mathrm{NaCl}\) have high melting points yet dissolve readily in water, whereas network solids like diamond have very high melting points and do not dissolve.

Account for the following observations in terms of the type and strength of intermolecular forces. (a) The melting point of xenon is \(-112^{\circ} \mathrm{C}\) and that of argon is \(-189^{\circ} \mathrm{C}\). (b) The vapor pressure of diethyl ether \(\left(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{OC}_{2} \mathrm{H}_{3}\right)\) is greater than that of water. (c) The boiling point of pentane, \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{3} \mathrm{CH}_{3}\), is \(36.1^{\circ} \mathrm{C}\), whereas that of 2,2 -dimethylpropane (also known as neopentane) is \(9.5^{\circ} \mathrm{C}\).

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