Table of Contents Organic Compounds Section 1 • Simple Organic Compounds Section 2 • Substituted Hydrocarbons Section 3 • Petroleum—A Source of Organic Compounds Section 4 • Biological Compounds Section 1 Simple Organic Compounds Organic Compounds • Most compounds containing the element carbon are organic compounds. • The others, including carbon dioxide and the carbonates, are considered inorganic. Section 1 Simple Organic Compounds Bonding • You may wonder why carbon can form so many organic compounds. • The main reason is that a carbon atom has four electrons in its outer energy level. • This means that each carbon atom can form four covalent bonds with atoms of carbon or with other elements. Section 1 Simple Organic Compounds Bonding • A covalent bond is formed when two atoms share a pair of electrons. • This large number of bonds allows carbon to form many types of compounds ranging from small compounds to complex compounds. • It also can form double and triple bonds as well as single bonds. Section 1 Simple Organic Compounds Arrangement • Another reason carbon can form so many compounds is that carbon can link together with other carbon atoms in many different arrangements—chains, branched chains, and even rings. Section 1 Simple Organic Compounds Representing Organic Compounds • There are many ways to represent organic compounds. • Three common ways are the chemical formula, the structural formula, and the space-filling model. • For example, methane can be represented by its chemical formula CH4. Section 1 Simple Organic Compounds Representations • Methane can be represented in two other ways. • The structural formula uses lines to show that four hydrogen atoms are bonded to one carbon atom in a methane molecule. Section 1 Simple Organic Compounds Representations • The second way, the space-filling model, shows a more realistic picture of the relative size and arrangement of the atoms in the molecule. Section 1 Simple Organic Compounds Hydrocarbons • Methane is a main component of natural gas and is a hydrocarbon. • A compound made up of only carbon and hydrogen atoms is called a hydrocarbon. • Methane and other hydrocarbons produce more than 90 percent of the energy humans use. Section 1 Simple Organic Compounds Hydrocarbons • Another hydrocarbon used as fuel is propane. • Propane's structural formula and space-filling model are shown. Section 1 Simple Organic Compounds Hydrocarbon Lengths • Hydrocarbon chains come in many lengths. • The root of the hydrocarbon’s name tells you how many carbon atoms are in the chain. • This table lists the roots for some hydrocarbons. Section 1 Simple Organic Compounds Hydrocarbon Lengths • This figure shows a graph of the boiling points of some hydrocarbons. • Notice the relationship between boiling points and the addition of carbon atoms. Section 1 Simple Organic Compounds Bonding in Hydrocarbons • An easy way to remember what type of bond a hydrocarbon has is to look at the last three letters. • Compounds ending with -ane have a single bond; the ending -ene indicates a double bond, and -yne indicates a triple bond. Section 1 Simple Organic Compounds Single Bonds • Hydrocarbons that contain only single bonds are called saturated hydrocarbons. • The table lists four saturated hydrocarbons. • Notice how each carbon atom appears to be a link in a chain connected by single covalent bonds. Section 1 Simple Organic Compounds Multiple Bonds • Hydrocarbons, such as ethene and ethyne, that contain at least one double or triple bond are called unsaturated hydrocarbons. Section 1 Simple Organic Compounds Multiple Bonds • Ethylene is another name for the hydrocarbon ethene, (C2H4). • This contains one double bone in which two carbon atoms share two pairs of electrons. • The hydrocarbon ethyne (C2H2) contains a triple bond in which three pairs of electrons are shared. Section 1 Simple Organic Compounds Structural Isomers • The chemical formula of pentane is C5H12. • Two other hydrocarbon called isopentane and neopentane have exactly the same chemical formula. • How can this be? Section 1 Simple Organic Compounds Structural Isomers • The answer lies in the arrangement of the five carbon atoms. • In a molecule of pentane, the carbon atoms form a continuous chain. Section 1 Simple Organic Compounds Structural Isomers • The carbon chain of iospentane has one branch and the chain of neopentane has two branches. Section 1 Simple Organic Compounds Structural Isomers • Pentane, isopentane, and neopentane are isomers. • Isomers are compounds that have identical chemical formulas but different molecular structures and shapes. Click image to play movie Section 1 Simple Organic Compounds Properties of Isomers • The arrangement of carbon atoms in each compound changes the shape of the molecule, and very often affects its physical properties. • Generally, melting points and boiling points are lowered as the amount of branching in an isomer increases. Section 1 Simple Organic Compounds Properties of Isomers • You can see this pattern in the table. Section 1 Simple Organic Compounds Properties of Isomers • You may have noticed that the melting point of neopentane does not follow the general trend. • Its higher melting point is due to its symmetry and globular shape. Section 1 Simple Organic Compounds Other Isomers • There are many other kinds of isomers. • In unsaturated hydrocarbons, the double and triple bonds can be located in different places in a carbon chain. • For example, in this butene isomer (called 1-butene), the double bond is between the first and second carbon atoms. Section 1 Simple Organic Compounds Other Isomers • In these butene isomers, the double bond is between the second and third carbons. • Notice that there are two ways that the chain can bend when the double bond is in this location. Section 1 Simple Organic Compounds Other Isomers • Some isomers differ only slightly in how their atoms are arranged in space. • Such isomers form what is often called right- and lefthanded molecules, like mirror images. • Two such isomers may have nearly identical physical and chemical properties. Section 1 Simple Organic Compounds Carbon Rings • Carbon chains can also form rings. These rings are often referred to as cyclic compounds • Carbon rings are indicated by the prefix cyclo-, which means circular. • Three cyclic compounds cyclopropane, cyclopentene, and cycloctyne are shown here. Section 1 Simple Organic Compounds Benzene • Look at a model of benzene, C6H6, and its structural formula. • As you can see, the benzene molecule has six carbon atoms bonded into a ring with alternating double and single bonds. Section 1 Simple Organic Compounds Benzene • The electrons shown as alternating double and single bonds that form the ring are shared by all six carbon atoms in the ring. Section 1 Simple Organic Compounds Benzene • This equal sharing of electrons is represented by the special benzene symbol—a circle in a hexagon. • Many compounds contain this stable ring structure. • The stable ring acts as a framework upon which new molecules can be built. Section 1 Simple Organic Compounds Fused Rings • Benzene rings sometimes fuse together. • One type of moth crystal is made of naphthalene (NAF thuh leen), which is two fused benzene rings. Section 1 Simple Organic Compounds Fused Rings • Many known compounds contain three or more rings fused together. • Tetracycline (teh truh SI kleen) antibiotics are based on a fused ring system containing four fused rings. Section 1 Section Check Question 1 What element must a compound contain in order to be considered an organic compound? A. carbon B. nitrogen C. oxygen D. hydrogen Section 1 Section Check Answer The answer is A. Most compounds containing carbon are organic compounds. Section 1 Section Check Question 2 Which is a hydrocarbon? A. propane B. ethanol C. acetic acid D. mercaptan Section 1 Section Check Answer Propane is a hydrocarbon, made up of only carbon and hydrogen atoms. Section 1 Section Check Question 3 Hydrocarbons containing only single-bonded carbon atoms are called __________. Section 1 Section Check Answer They are called saturated hydrocarbons. “Saturated” in this term means the compound holds as many hydrogen atoms as possible. Section 2 Substituted Hydrocarbons Substituted Hydrocarbons • A substituted hydrocarbon has one or more of its hydrogen atoms replaced by atoms or groups of other elements. • The group of atoms inserted are called functional groups. • Depending on what properties are needed, chemists decide what to add. Section 2 Substituted Hydrocarbons Substituting Oxygen Groups • Oxygen is found in many substituted hydrocarbons. • Oxygen can form single and double bonds with carbon, and single bonds with hydrogen. • Alcohols, organic acids, and esters have functional groups that contain oxygen. Section 2 Substituted Hydrocarbons Alcohols and Acids • An alcohol is formed when –OH groups replace one or more hydrogen atoms in a hydrocarbon. • Organic acids form when a carboxyl group, –COOH, is substituted for one of the hydrogen atoms attached to a carbon atom. Section 2 Substituted Hydrocarbons Alcohols • Rubbing alcohol is a substituted hydrocarbon. • Alcohols are an important group of organic compounds. • They serve often as solvents and disinfectants, and more importantly can be used as pieces to assemble larger molecules. Section 2 Substituted Hydrocarbons Organic Acids • The structures of ethane, ethanol, and ethanoic acid are similar. • Do you see that ethanoic acid, found in vinegar, is substituted hydrocarbon? Section 2 Substituted Hydrocarbons Esters • Mixing an acid and a base will yield water and a salt. • Similarly, mixed an alcohol and an organic acid will yield water and an ester. • Substituted hydrocarbons that contain a –COOC group are called esters. Section 2 Substituted Hydrocarbons Esters • Esters of the alcohol glycerine are used commercially to make soaps. • Other esters are used widely in flavors and perfumes, and still others can be transformed into fibers to make clothing. Section 2 Substituted Hydrocarbons Esters for Flavor • Many fruit-flavored soft drinks and desserts taste like the real fruit. • If you look at the label though, you might be surprised to find that no fruit was usedonly artificial flavor. • Most likely this artificial flavor contains some esters. Section 2 Substituted Hydrocarbons Esters for Flavor • Although natural and artificial flavors often contain a blend of many esters, the odor of some individual esters immediately makes you think of particular fruits as shown. Section 2 Substituted Hydrocarbons Amines • Amines are substituted hydrocarbons that have –SH group replacing a hydrogen atom. • Aniline is an amine that is used to make dyes. • Amines are also essential for life. Section 2 Substituted Hydrocarbons Mercaptans • When a –SH group replaces a hydrogen atom, the resulting compound is called a thiol, or more commonly a mercaptan. • Most mercaptans have unpleasant odors. This can be useful to animals like the skunk. Section 2 Substituted Hydrocarbons Mercaptans • Though you might not think so, such a powerful stink can be an asset, and not just for skunks. • In fact, smelly mercaptans can save lives. • Natural gas has no odor, so gas companies add small amounts of mercaptans so the people can detect gas leaks. Section 2 Substituted Hydrocarbons Mercaptans • Small amounts of some mercaptans, however, can produce pleasant smells. • For example, the grapefruit mercaptan give grapefruit its distinct smell and flavor. Section 2 Substituted Hydrocarbons Halocarbons • When four chlorine atoms replace four hydrogen atoms in ethylene, the result is tetrachloroethene (the truh klor uh eth EEN). Section 2 Substituted Hydrocarbons Substituting Other Elements • Adding four fluorine atoms to ethylene makes a compound that can be transformed into a black, shiny material used for nonstick surfaces in cookware. • When one or more hydrogen atoms are replaced with a halogen, such as chlorine or fluorine, the result is a halocarbon. Section 2 Substituted Hydrocarbons Aromatic Compounds • Chewing flavored gum or dissolving a candy mint in your mouth releases pleasant flavors and aromas. • Many chemical compounds produce pleasant odors but others have less pleasant flavors and smells. Section 2 Substituted Hydrocarbons Aromatic Compounds • Smell is not what makes a compound aromatic in the chemical sense. • To a chemist, an aromatic compound is one that contains a benzene structure. Section 2 Section Check Question 1 What is an aromatic compound? Section 2 Section Check Answer In the chemical sense, an aromatic compound is one that contains a benzene structure having a ring with six carbons. Section Section Check 2 Question 2 A –NH2 group takes the place of a hydrogen atom in a (n) __________. A. B. C. D. ester halocarbon mercaptan amine Section 2 Section Check Answer The answer is D. Amines contain a –NH2 group. Section 2 Section Check Question 3 If a hydroxyl (-OH) group replaces a hydrogen atom in a hydrocarbon, what type of compound results? Section Section Check 2 Answer An alcohol is formed when -OH groups replace one or more hydrogen atoms in a hydrocarbon. Section 3 Petroleum—A Source of Organic Compounds What is petroleum? • What is petroleum? • Do you carry a comb in your pocket or purse? What is it made from? Section 3 Petroleum—A Source of Organic Compounds What is petroleum? • Petroleum is a fossil fuel that is a mixture of thousands of carbon compounds. • The liquid part of petroleum is called crude oil. • Crude oil is dark, flammable, and foul-smelling. Section 3 Petroleum—A Source of Organic Compounds Processing Crude Oil • To make items such as combs, the first step is to extract the crude oil from its underground source. Section 3 Petroleum—A Source of Organic Compounds Processing Crude Oil • Then, chemists and engineers separate the crude oil into fractions containing compounds with similar boiling points. • The separation process is known as fractional distillation. Section 3 Petroleum—A Source of Organic Compounds What is petroleum? • If you have ever driven past a refinery, you may have seen big, metal towers called fractionating towers. • They often rise as high as 35 m and can be 18 m wide and have pipes and metal scaffolding attached to the outside. Section 3 Petroleum—A Source of Organic Compounds The Tower • Inside the tower is a series of metal plates arranged like the floors of a building. • These plates have small holes so that vapors can pass through. Section 3 Petroleum—A Source of Organic Compounds The Tower • The tower separates crude oil into fractions containing compounds having a range of boiling points. • Within a fraction, boiling points may range more than 100C. Section 3 Petroleum—A Source of Organic Compounds Separating Fractions • The crude petroleum at the base of the tower is heated to more than 350C. • At this temperature most hydrocarbons in the mixture become vapor and start to rise. Section 3 Petroleum—A Source of Organic Compounds Separating Fractions • The higher boiling fractions reach only the lower plates before they condense, forming shallow pools that drain off through pipes on the sides of the tower and are collected. • Fractions with lower boiling points may climb higher to the middle plates before condensing. Section 3 Petroleum—A Source of Organic Compounds Separating Fractions • Finally, those with the lowest boiling points condense on the top most plates or never condense at all and are collected as gasses at the top of the tower. Section 3 Petroleum—A Source of Organic Compounds Separating Fractions • Why don’t the condensed liquids fall back through the holes? • The reason is that pressure from the rising vapors prevents this. • The separation of the fractions is improved by the interaction of rising vapors with condensed liquid. Section 3 Petroleum—A Source of Organic Compounds Uses for Petroleum Compounds • The fractions that condense on the upper plates and contain from five to ten carbons are used for gasoline and solvents. Section 3 Petroleum—A Source of Organic Compounds Uses for Petroleum Compounds • Below these are fractions with 12 to 18 carbons that are used for kerosene and jet fuel. • The bottom fractions go into lubricating oil, and the residue is used for paving asphalt. Section 3 Petroleum—A Source of Organic Compounds Other Petroleum Products • Aromatic dyes from petroleum have replaced natural dyes, such as indigo and alizarin, almost completely. • The first synthetic dye was a bright purple called mauve that was discovered accidentally in coal tar compounds. Section 3 Petroleum—A Source of Organic Compounds Polymers • Did you ever loop together strips of paper to make paper chains for decorations? • A paper chain can represent the structure of a polymer. • Some of the smaller molecules from petroleum can act like links in a chain. Section 3 Petroleum—A Source of Organic Compounds Polymers • Long chains of monomers are called polymers. • The small molecule, which can combine with itself repeatedly to form long chain, is called a monomer. • Often two or more different monomers, known as copolymers, combine to make one polymer molecule. Section 3 Petroleum—A Source of Organic Compounds Polymer Properties • Polymers can be made light and flexible or so strong that they can be used to make plastic pipes, boats, and even some auto bodies. • Because so many things used today are made of synthetic polymers, some people call this "The Age of Plastics." Section 3 Petroleum—A Source of Organic Compounds Polymer Properties • The properties of polymers depend mostly on which monomers are used to make them. • Like hydrocarbons, polymers can have branches in their chains. • The amount of branching and the shape of the polymer greatly affects its properties. Section 3 Petroleum—A Source of Organic Compounds Polymer Properties • Other polymers can be spun into threads, which are used to make clothing or items such as suitcases and backpacks. • Bulletproof vests are made of tightly woven, synthetic polymer. • Some polymers remain rigid when heated, but others become soft and pliable when heated and harden again when cooled. Section 3 Petroleum—A Source of Organic Compounds Hydrocarbon Polymers • Some polymers are made from only carbon and hydrogen. • One common polymer or plastic is made from the monomer ethene or ethylene. • Under standard room-temperature conditions, this small hydrocarbon is a gas. • However, when ethylene combines with itself repeatedly, it forms a polymer called polyethylene. Section 3 Petroleum—A Source of Organic Compounds Common Polymers • However, when ethylene combines with itself repeatedly it forms a polymer called polyethylene. • Polyethylene (pah lee EH thuh leen) is used widely in shopping bags and plastic bottles. Section 3 Petroleum—A Source of Organic Compounds Hydrocarbon Polymers • Polypropylene is a hydrocarbon polymer made from propene monomers. • Polypropylene is used to make glues, carpets, and high-performance outdoor clothing. Section 3 Petroleum—A Source of Organic Compounds Hydrocarbon Polymers • Sometimes the same polymer can take two completely different forms. • For example, polystyrene (pah lee STI reen) that is made from styrene, forms brittle, transparent cases for CDs and lightweight, opaque foam cups and packing materials. Section 3 Petroleum—A Source of Organic Compounds Substituted Hydrocarbon Polymers • Polymers can contain elements besides carbon and hydrogen. • For example, polyurethane contains carbon, hydrogen, nitrogen, and oxygen. • Polyurethane is used to make synthetic sponges, foam, waterproof coatings, and shoe parts. Section 3 Petroleum—A Source of Organic Compounds Substituted Hydrocarbon Polymers • Another substituted hydrocarbon polymer is polyvinyl chloride (PVC). • In PVC, some of the hydrogen atoms are replaced with chlorine atoms. • PVC is used to make plastic pipes, house siding, and hoses. Section 3 Petroleum—A Source of Organic Compounds Polyesters • Synthetic fibers known as polyesters are polymers; that is, they are chains containing many or poly esters. • They are made from an organic acid that has two – COOH groups and an alcohol that has two –OH groups, as shown. Section 3 Petroleum—A Source of Organic Compounds Polyesters • Many varieties of polyesters can be made, depending on what alcohols and acids are used. • Polyesters are often used to make fabrics that are durable, water-repellant, colorfast, and do not wrinkle easily. Section 3 Petroleum—A Source of Organic Compounds Hydrocarbon Polymers • To make this transformation, a gas such as carbon dioxide is blown into melted polystyrene as it is molded. • Bubbles remain within the polymer when it cools, making polystyrene foam an efficient insulator. Section 3 Petroleum—A Source of Organic Compounds Depolymerization • Many polymers do not decompose. • One way to combat this is by recycling, which recovers clean plastics for reuse in new products. Section 3 Petroleum—A Source of Organic Compounds Depolymerization • Another approach involves a process called depolymerization, which uses heat or chemicals to break the long polymer chain into its monomer fragments. • These monomers can then be reused. • Each polymer requires a different process, and much research is needed to make this type of recycling economical. Section Section Check 3 Question 1 Petroleum is a mixture of thousands of __________ compounds. A. iron B. hydrogen C. carbon D. nitrogen Section 3 Section Check Answer The answer is C. Petroleum contains the flammable liquid called crude oil. Section Section Check 3 Question 2 What process is used to separate crude oil into useable compounds? Section 3 Section Check Answer Fractional distillation is used to separate crude oil into fractions containing compounds with similar boiling points. This process takes place in petroleum refineries. Section 3 Section Check Question 3 Which is not obtained from petroleum? A. propane B. gasoline C. paving asphalt D. glycogen Section 3 Section Check Answer The answer is D. Glycogen is a glucose polymer that stores energy from starch in the liver and muscles. Section 4 Biological Compounds Biological Polymers • Biological polymers are made of many smaller monomers that are linked together. • Many of the important biological compounds in your body are polymers. • Among them are the proteins, which often contain hundreds of units. • The monomers of biological polymers are usually larger and more complex in structure than other monomers. Section 4 Biological Compounds Proteins • Proteins are large organic polymers formed from organic monomers called amino acids. • Even though only 20 amino acids are commonly found in nature, they can be arranged in so many ways that millions of different proteins exist. Section 4 Biological Compounds Proteins • Proteins come in numerous forms and make up many of the tissues in your body, such as muscles and tendons, as well as your hair and fingernails. • In fact, proteins account for 15 percent of your total body weight. Section 4 Biological Compounds Protein Monomers • Amino acids, such as glycine and cysteine, has an amine group (-NH2) and a carboxylic acid group (-COOH). • Amine groups of one amino acid can combine with the carboxylic acid group of another amino acid, linking them together to form a compound called a peptide. Section 4 Biological Compounds Protein Monomers • The bond joining them is known as peptide bond. • When a peptide contains a large number of amino acids—about 50 or more— the molecule is called a protein. Section 4 Biological Compounds Protein Structure • Long protein molecules tend to twist and coil in a manner unique to each protein. • For example, hemoglobin, which carries oxygen in your blood, has four chains that coil around each other. Section 4 Biological Compounds Protein Structure • Each chain contains an iron atom that carries the oxygen. • If you look closely, you can see all four iron atoms in hemoglobin. Section 4 Biological Compounds Protein Structure • When you eat foods that contain proteins, your body breaks down the proteins into their amino acid monomers. • Then your body uses these amino acids to make new proteins that form muscles, blood, and other body tissues. Section 4 Biological Compounds Carbohydrates • Carbohydrates are compounds containing carbon, hydrogen, and oxygen, which have twice as many hydrogen atoms as oxygen atoms. • Carbohydrates include the sugars and starches. Section 4 Biological Compounds Sugars • Sugars are a major group of carbohydrates. • The sugar glucose is found in your blood and also in many sweet foods such as grapes and honey. Section 4 Biological Compounds Sugars • Common table sugar, known as sucrose, is broken down by digestion into two simpler sugars— fructose, often called fruit sugar, and glucose. • Unlike starches, sugars provide quick energy soon after eating. Section 4 Biological Compounds Starches • Starches are another type of carbohydrate. • Starches are polymers made of sugar monomers. • This starch is made of glucose monomers. Section 4 Biological Compounds Starches • The energy from starches can be stored in liver and muscle cells in the form of a compound called glycogen. • During a long race, this stored energy is released, giving the athlete a fresh burst of power. Section Biological Compounds 4 Lipids • Fats, oils, and related compounds make up a group of organic compounds known as lipids. • Lipids contain the same elements as carbohydrates but in different proportions. Section Biological Compounds 4 Lipids • Lipids have fewer oxygen atoms and contain carboxylic acid groups. • Fats and oils are similar in structure to hydrocarbons. Section 4 Biological Compounds Fats and Oils • They can be classified as saturated or unsaturated, according to the types of bonds in their carbon chains. • Saturated fats contain only single bonds between carbon atoms. • Unsaturated fats having one double bond are called monounsaturated, and those having two or more double bonds are called polyunsaturated. Section 4 Biological Compounds Fats and Oils • Animal lipids or fats tend to be saturated and are solids at room temperature. • Plant lipids called oils are unsaturated and are usually liquids. Section 4 Biological Compounds Fats and Oils • Evidence shows that too much saturated fat and cholesterol in the diet may contribute to some heart disease and that unsaturated fats may help to prevent heart disease. • A balanced diet includes some fats, just as it includes proteins and carbohydrates. Section 4 Biological Compounds Nucleic Acids • A nucleic acid is an organic polymer that controls the activity and reproduction of cells. • One kind of nucleic acid, called deoxyribonucleic (dee AHK sih ri boh noo klah ihk) acid or DNA, is found in the nuclei of cells where it codes and stores genetic information. • This is known as the genetic code. Section 4 Biological Compounds Nucleic Acid Monomers • The monomers that make up DNA are called nucleotides. • Nucleotides are complex molecules containing an organic base, a sugar, and a phosphoric acid unit. Section 4 Biological Compounds Nucleic Acid Monomers • In DNA two nucleotide chains twist around each other forming what resembles a twisted ladder or what is called the double helix. Section 4 Biological Compounds Nucleic Acid Monomers • Human DNA contains only four different organic bases, but they can form millions of combinations. • The bases on one side of the ladder pair with bases on the other side. Section 4 Biological Compounds DNA Fingerprinting • The DNA of each person differs in some way from that of everyone else, except for identical twins, who share the same DNA sequence. • The unique nature of DNA offers crime investigators a way to identify criminals from hair or fluids left at a crime scene. Section 4 Biological Compounds DNA Fingerprinting • Chemists can break up the DNA into its nucleotide components and use radioactive and X-ray methods to obtain a picture of the nucleotide pattern. • Comparing this pattern to one made from the DNA of a suspect can link that suspect to the crime scene. Section 4 Section Check Question 1 Proteins are large organic polymers formed from __________. A. glucose B. amino acids C. carboxylic acids D. nucleic acids Section 4 Section Check Answer The answer is B, amino acids. Every amino acid contains a carboxylic acid group, as well as an amine group. Section 4 Section Check Question 2 Which of the following refers specifically to the bond linking amino acids? A. ionic B. covalent C. metallic D. peptide Section 4 Section Check Answer The answer is D. Peptides are compounds formed by the linking together of amino acids Section 4 Section Check Question 3 What part of a nucleic acid monomer forms the “rungs” of a DNA ladder? Section 4 Section Check Answer The four different organic bases in DNA form hydrogen bonds and make up the “rungs” of the ladder. The sugar and phosphate groups make up the backbone, or sides of the ladder. Help To advance to the next item or next page click on any of the following keys: mouse, space bar, enter, down or forward arrow. Click on this icon to return to the table of contents. Click on this icon to return to the previous slide. Click on this icon to move to the next slide. Click on this icon to open the resources file. Click on this icon to go to the end of the presentation. End of Chapter Summary File Chapter Resources Click on one of the following icons to go to that resource. connected.mcgraw-hill.com/ Image Bank Video Clips and Animations Chapter Summary Chapter Review Questions Standardized Test Practice Image Bank Click on individual thumbnail images to view larger versions. Image Bank Click on individual thumbnail images to view larger versions. Image Bank Recycling Bin THUMBNAILS Image Bank Lipids THUMBNAILS Image Bank Carbon Square THUMBNAILS Image Bank Heptane THUMBNAILS Image Bank Isoprene THUMBNAILS Image Bank Vanillin THUMBNAILS Image Bank Methane THUMBNAILS Image Bank Methane THUMBNAILS Image Bank Propane Compound THUMBNAILS Image Bank Saturated Hydrocarbons Table THUMBNAILS Image Bank Roots for Hydrocarbons Table THUMBNAILS Image Bank Boiling Point of Hydrocarbons THUMBNAILS Image Bank Butane Isomers THUMBNAILS Image Bank Isopentane THUMBNAILS Image Bank Pentane Isomers Table THUMBNAILS Image Bank Ethene THUMBNAILS Image Bank Ethyne THUMBNAILS Image Bank Aspirin Compound THUMBNAILS Image Bank Wintergreen Compound THUMBNAILS Image Bank Benzene THUMBNAILS Image Bank Benzene Symbol THUMBNAILS Image Bank Naphthalene THUMBNAILS Image Bank Ethanol THUMBNAILS Image Bank Ethanoic acid THUMBNAILS Image Bank Tetrachloroethene THUMBNAILS Image Bank Butene Isomers THUMBNAILS Image Bank Tetrachloroethene THUMBNAILS Image Bank Structural formulas for different esters THUMBNAILS Image Bank Aniline THUMBNAILS Image Bank Grapefruit mercaptan THUMBNAILS Image Bank Carbon Rings THUMBNAILS Image Bank Deep Sea Drilling THUMBNAILS Image Bank Fractionating Tower THUMBNAILS Image Bank Paper Chain THUMBNAILS Image Bank Starch THUMBNAILS Image Bank Glucose THUMBNAILS Image Bank Sucrose THUMBNAILS Image Bank Peptide Glycyl Cysteinate THUMBNAILS Image Bank Hemoglobin THUMBNAILS Image Bank DNA Model THUMBNAILS Image Bank Polyesters THUMBNAILS Video Clips and Animations Click image to play movie Click here to view the next video clip. Video Clips and Animations Reviewing Main Ideas Simple Organic Compounds • Organic compounds contain carbon. Carbon is an element with a structure that enables it to form a large number of compounds. • Hydrocarbons are made of only hydrogen and carbon. • Saturated hydrocarbons contain only single bonds between carbon atoms. Unsaturated hydrocarbons contain double or triple bonds. Reviewing Main Ideas Simple Organic Compounds • Isomers of organic compounds have identical formulas but different molecular shapes. • Benzene rings are stable because electrons are shared by all six carbon atoms, resulting in a rigid planar structure. Reviewing Main Ideas Substituted hydrocarbons • In a substituted hydrocarbon, other atoms or groups of atoms take the place of one or more hydrogen atoms. • Alcohols contain –OH groups and organic acids contain –COOH groups. • Esters contain a –COOC group and are often used for flavoring. Reviewing Main Ideas Substituted hydrocarbons • Amines contain –NH2 group and mercaptans contain a –SH group. • Halocarbons have one or more hydrogen atoms replaced with a halogen, such as fluorine or chlorine. • Aromatic compounds, many of which have odors, contain the benzene ring structure. Reviewing Main Ideas Petroleum—A Source of Carbon Compounds • Petroleum is a mixture of thousands of carbon compounds. • A fractionating tower separates petroleum into groups of compounds or fractions based on their boiling points. Reviewing Main Ideas Petroleum—A Source of Organic Compounds • Small hydrocarbons obtained from petroleum can be combined to make long chains called polymers, which are used for plastics. • Polymers can be spun into fibers designed to have specific properties. Reviewing Main Ideas Biological Compounds • Proteins, nucleic acids, carbohydrates, and lipids are major groups of biological organic compounds. • Many important biological compounds are polymers, huge organic molecules made of smaller units, or monomers. Reviewing Main Ideas Biological Compounds • Proteins are polymers made from amino acids. • Carbohydrates contain carbon, hydrogen, and oxygen. They have twice as many hydrogen atoms as oxygen atoms. • Lipids also contain carbon, hydrogen, and oxygen, but in different proportions. Lipids include fats, oils, and cholesterol. Reviewing Main Ideas Biological Compounds • Nucleic acids are made of nucleotide monomers and control the activities and reproductions of cells. • DNA is a nucleic acid found in the nucleus of a cells that contains the genetic code. Chapter Review Question 1 Most carbon-containing compounds are _______. Answer More than 90 percent of the millions of carbon compounds known today are considered organic. Chapter Review Question 2 What type of bond is formed when two atoms share a pair of electrons? A. ionic B. covalent C. metallic D. acidic Chapter Review Answer The answer is D. A carbon atom has four electrons in its outer energy level and can form four covalent bonds with atoms of carbon or other elements. Chapter Review Question 3 Which has a structural isomer with the chemical formula C4H10? A. methane B. ethane C. propane D. butane Chapter Review Answer The answer is D. Butane and isobutene both have four carbon and ten hydrogen atoms. Chapter Review Question 4 Hydrocarbons that have hydrogen atoms replaced with different groups of atoms are called __________. Chapter Review Answer Substituted hydrocarbons have one or more of their hydrogen atoms replaced by atoms or groups of other elements. Chapter Review Question 5 _________ are compounds containing carbon, hydrogen and oxygen, and include sugars and starches. Chapter Review Answer These compounds are called carbohydrates and have twice as many hydrogen atoms as oxygen atoms. Standardized Test Practice Question 1 Which is a saturated hydrocarbon? A. B. Standardized Test Practice C. D. Standardized Test Practice Answer The answer is C. Isoprene and benzene are hydrocarbons, but are not saturated. Heptane is the saturated hydrocarbon, containing only single-bonded carbon and hydrogen. Standardized Test Practice Question 2 How many covalent bonds can a carbon form with other atoms? A. one B. two C. three D. four Standardized Test Practice Answer The answer is D. A carbon atom has four electrons in its outer energy level and can form four covalent bonds with atoms of carbon or other elements. Standardized Test Practice Question 3 The hydrocarbon ethyne contains a triple bond in which _______ pairs of electrons are shared. A. one B. two C. three D. four Standardized Test Practice Answer The answer is C. Each pair of shared electrons forms a bond; a triple bond has three pairs of shared electrons Standardized Test Practice Question 4 Which physical property is used to separate compounds in crude oil? A. Color B. Boiling point C. Melting point D. Density Standardized Test Practice Answer The answer is B. Fractional distillation separates the compounds in crude oil by their boiling points. Standardized Test Practice Question 5 Which of the following structures is a peptide? A. B. Standardized Test Practice C. D. Standardized Test Practice Answer The answer is C. An amine group of one amino acid can combine with the carboxylic acid group of another amino acid to form a peptide. Help To advance to the next item or next page click on any of the following keys: mouse, space bar, enter, down or forward arrow. Click on this icon to return to the table of contents. Click on this icon to return to the previous slide. Click on this icon to move to the next slide. Click on this icon to open the resources file. Click on this icon to go to the end of the presentation. End of Chapter Resources File