8.2 Molecular Compounds Properties of molecular substances Properties of molecular compounds vary widely compared to those of ionic compounds: A molecule is the building block of a molecular substance The properties of molecular substances depend on two things: the structure of the individual molecule, including the types of covalent bonds formed within the molecule, and the attractions between molecules. Take water for example. The smallest piece of water you can have is a single water molecule. However, when we think of water we imagine a drop, or a cup, or an ocean. One cup of water is made from approximately eight million billion billion (8×1024) water molecules. They bounce off of each other, constantly in motion, forming no particular crystalline organization when in liquid form. As ice, water can form an organized crystal structure, and in that form it has the property of being hard and brittle like an ionic compound. The great variety of structures possible with molecular substances is what gives them their great variation in properties. Molecules can be classified into different categories First we will look at the different types of molecular building blocks. Let’s study how their interactions affect the overall properties of the substances made of those molecules. Molecules are typically small, medium or large. Within the “large” category there are polymers and network covalent substances. • Some are hard and brittle, while others are flexible, or soft and mushy. • They could be solid, liquid or gas at room temperature. • Their boiling points vary from -253°C to over 4800°C. • Most do not conduct electricity well regardless of their state of matter. • When dissolved in a solvent, they don’t typically conduct electricity. A NATURAL APPROACH TO CHEMISTRY 237 Section 8.2 Molecular Compounds Small molecules Most small molecules are liquids or gases at room temperature Small molecules are those that are constructed from about a dozen atoms or less. There is no specific number of atoms that puts a molecule in the “small” category, but substances made from small molecules tend to have some similar properties. They are almost always gases or liquids at room temperature and include some of the most important molecules related to the functioning of our entire ecosystem. Often they are over the counter drugs, such as acetaminophen, which in its pure form is a liquid. The lower density of ice, compared to liquid water, made the evolution of human life possible Water is a good example. A single polar water molecule is made from only three atoms, but this molecular substance is essential for life. It is how the rest of the molecules in our body organize themselves. When it freezes, the solid form is less dense than the liquid form, something almost unique to water. If ice were more dense, then lakes, ponds, and even oceans could freeze solid in cold weather, killing all higher life forms, and preventing the evolution of anything beyond the simplest of creatures. Most common gases are small molecules Carbon dioxide, and oxygen fall into the small molecule category as well. These are all gases at room temperature, and it is not by chance that they are all non-polar. Carbon dioxide is also a greenhouse gas, but it is also crucial for the lives of plants, which use the carbon to build up their physical structure, and as a temporary chemical storage for the light energy absorbed by their leaves. Typically it is the polarity of the molecule that makes the difference between it being liquid or gas at room temperature. Some other small molecules you may be familiar with are ethene, which is a non-polar gas given off by ripening fruit, and ethanol which is almost the same size but polar and is liquid at room temperature. When fruits and other sugar-containing material ferment, this substance is produced, making what is commonly called alcohol. 238 A NATURAL APPROACH TO CHEMISTRY Medium-sized molecules Liquid or soft solids Medium sized molecules are those that are typically formed from more atoms than small molecules, but not much more than 100 atoms. As with small molecules, there is a significant variety of molecule types that fall into the “medium” category, but they tend to share some properties. Typically, they are liquids or soft solids at room temperature, and often fall into one of two official chemical categories: lipids or long chain hydrocarbons. Lipids Lipids are typically fats or steroids, molecules primarily made from carbon and hydrogen, but may include small numbers of other elements. Depending on the size and shape of a fat molecule, the substance made from those molecules might be liquid or solid at room temperature, for example vegetable oil or butter. Lipids are typically nonpolar and insoluble in water. Steroids are another type of lipid Steroids also fall into the lipid category, but have a larger percentage of non-hydrogen and carbon atoms. Most have four rings of carbon atoms, and could function as hormones, drugs, vitamins or poisons. Anabolic steroids, which are used as performance enhancing drugs, all mimic the shape and function of testosterone, a natural steroid. Hydrocarbons Hydrocarbons are molecules formed purely from long chains of hydrogen and carbon atoms. They are very similar to fats, except they lack the typical oxygen atoms that are part of the fatty acids produced in living organisms. Medium-sized hydrocarbons tend to form soft solids like petroleum jelly, and ones made from even larger numbers of atoms tend to form harder substances like wax. lipid - a molecule that typically falls into the category of fat or steroid. steroid - a molecule with four carbon rings that is biologically active as either a hormone, vitamin, drug or poison. hydrocarbon - a molecule made almost entirely from carbon and hydrogen atoms. A NATURAL APPROACH TO CHEMISTRY 239 Section 8.2 Molecular Compounds Polymers made from a single monomer Polymers and monomers The prefix “poly” means “many,” which is appropriate for the kinds of molecules we call polymers, because polymers are made from many smaller molecules. The smaller molecules that covalently bond together to make polymers are called monomers. All of the plastic in the world is made of various kinds of polymers. The recycling numbers on bottles and packages indicate which kind plastic/polymer the object is made from. Number 3, for example, is polyvinyl chloride (PVC), which is made into pipes and siding. Many vinyl chloride monomers bond together to form long chains, making individual polyvinyl chloride molecules that consist of hundreds or thousands of atoms. Polymers can be synthetic Plastics are synthetic polymers, typically made in labs and factories. However, many natural polymers exist, made by living organisms. The simple sugar glucose is a key monomer for making two different natural polymers: starch and cellulose. By bonding the glucose monomers together in a slightly different way, you either get something we can digest, starch, which is found in many foods like bread, pasta and potatoes, or something we can’t digest, cellulose which is what wood, paper and most plant material is made from. polymer - a molecule made from bonding many small molecules together. monomer - a small molecule which is a building block of larger molecules called polymers. 240 A NATURAL APPROACH TO CHEMISTRY Polymers made from multiple monomers A single polymer can be made from more than one type of monomer Each of the polymers we saw on the previous page were all made from a single type of monomer. Sometimes more than one monomer is used. DNA is a polymer that uses four different monomers that biologists call “nucleotides.” Proteins are constructed from up to 20 different monomers called amino acids. To distinguish between these two types of polymers, we use the term homopolymer to refer to polymers made from only one type of monomer, while copolymer describes polymers made from multiple types of monomers. DNA: the code for building proteins DNA is the molecule that provides the code necessary to build proteins. The proteins are built by adding one monomer (amino acid) at a time. The order of the amino acids in the protein polymer is based upon the order of the monomers (bases) in the DNA. Once the full protein is made, various parts of the molecule attract to itself, causing it to form into a particular shape, giving the protein a specific function. homopolymer - a molecule made from repeatedly bonding the same monomer together. copolymer - a molecule made from repeatedly bonding more than one type of monomer together. A NATURAL APPROACH TO CHEMISTRY 241 Section 8.2 Molecular Compounds Network covalent molecules Network covalent Usually, when we think of molecules we think of things so small that we can’t even see them with a normal microscope. However, when you see sand, it is likely that at least some of the individual sand grains are actually made from a single individual molecule. Sand is usually a mixture of many different minerals, but the most common one is quartz, which is made from silicon and oxygen. Each silicon is covalently bonded to four neighboring oxygen atoms, and each oxygen atom is bonded to two neighboring silicon atoms. Since every atom in quartz is covalently bonded together, the entire grain can be considered a single molecule. Molecules in which large numbers of atoms are covalently bonded in an interlocking way are called network covalent. Carbon Carbon is special because it can form many different kinds of network covalent substances, some of which have amazing properties and were among the first substances to bring about the era of nanotechnology. Below are several forms of carbon. Diamond and graphite are commonly found in nature, while buckyballs and nanotubes are primarily synthesized in labs. Buckyballs do occur in nature, but in only small amounts. network covalent - a type of large molecule, usually made from hundreds to billions of atoms, in which each atom is covalently bonded to multiple neighboring atoms, forming a web of connections. 242 A NATURAL APPROACH TO CHEMISTRY Chemical formulas of covalent compounds Molecular substances have a smallest piece With ionic compounds, the formula indicates the ratio of ions in the compound. This makes sense, because there is no specific boundary between each “piece” of the ionic crystal. In other words, there is no specific group of ions within the larger structure of the substance that we would isolate for any special reason. In molecular substances, like water, or ethanol, there is a “smallest piece” that is significant - a single molecule of that substance. Empirical formulas Network covalent substances are treated more like ionic substances in which the ratio of elements is used. This is because the large number of covalently bonded atoms forms a single unit, just like the large number of bonded ions do in ionic substances. For example, the formula for quartz is SiO2, indicating that in a grain of typical quartz-based sand, the ratio of silicon to oxygen will be 1:2. A formula that describes the simplest ratio of elements in a substance is called an empirical formula. Molecular formulas Chemical formulas for most molecular substances indicate the exact type and number of each atom in a single molecule of that substance. This is called a molecular formula. The elements in a molecular formula are ordered alphabetically, unlike in ionic compounds where the positive ion is listed first. Sometimes the empirical formula is the same as the molecular formula, as is the case for water (H2O), but sometimes the molecular formula is not the empirical formula, as is the case for benzene (C6H6). Write the molecular formula for each of the molecules below: Asked: Use the molecular structures to determine the molecular formula. Relationships: The formula should reflect the exact number and type of atoms in an individual molecule of the substance. Solve: a) C2H2 b) NH3 c) C2H5O A NATURAL APPROACH TO CHEMISTRY 243 Section 8.2 Molecular Compounds Naming for simple binary molecular compounds Organic molecules Molecular substances vary so much in their basic structures that different naming systems are used depending upon the molecule. Organic molecules (those made primarily of carbon, hydrogen, oxygen, and the halides) have an entire, very complex naming system dedicated to that class of substances. In this chapter we will look at naming simple binary molecular substances, those made from only two elements. Naming simple organic molecules Naming these simple inorganic molecules is much easier than with ionic substances, because there is a basic two-step procedure for creating the name: 1. 2. Write down the name of the compound as if it were a simple binary ionic compound. Add prefixes to each name which tell you how many of that atom are in the molecule (Note: If there is only one atom of the first element in the molecule you can leave out the “mono” prefix from the name.). Write the name for each of the following formulas: N2O4, S2F10, SO3 Asked: Name the formulas above. Given: Three formulas, and a table of prefix names. Relationships: The name of the formula is constructed from the simple ionic name with prefixes before each element, indicating the number of each atom. Solve: N2O4 = dinitrogen tetraoxide S2F10 = disulfur decafluoride SO3 = sulfur trioxide empirical formula - the simplest ratio of atoms in a substance. molecular formula - the exact number and types of atoms in a molecule. organic molecule - a molecule primarily made from carbon and hydrogen, but often with some oxygen, nitrogen, one of the halides, or some other non-metal atoms. 244 A NATURAL APPROACH TO CHEMISTRY
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