LOGO Lecture 2 (book chapter 4): Introduction to covalent bounding Organic Chemistry – FALL 2015 Course lecturer : Jasmin Šutković 21th October 2015 Contents International University of Sarajevo 4.1 Introduction to Covalent Bonding 4.2 Lewis Structures 4.3 Exceptions to the Octet Rule 4.4 Resonance 4.5 Naming Covalent Compounds 4.6 Molecular Shape 4.7 Electronegativity and Bond Polarity 4.8 Polarity of Molecules 4.9 FOCUS ON HEALTH & MEDICINE: Covalent Drugs and Medical Products Introduction Most compounds that we come in contact with in our daily lives are covalent compounds, formed by sharing electrons between atoms. Body – formed by water Most Drugs Industrial Chemical products ; nylon , gasoline, pesticides, COVALENT BONDS are created by SHARING electrons between two atoms (elements) Hydrogen is called a diatomic molecule because it contains just two atoms. In addition to hydrogen, six other elements exist as diatomic molecules: nitrogen (N2), oxygen (O2), fluorine (F2),chlorine (Cl2), bromine (Br2), and iodine (I2). Covalent bounding in the periodic table RULEs : Covalent bond are formed by two nonmetals Ionic bonds are formed by metal and nonmetal! Covalent bond are also formed when a metalloid binds to nonmetal Examples : Methane (CH4), Ammonia (NH3) and H2O Methane – natural gas- simplest Alkane Ammonia – agricultural fertilizer – colorless, specific smell, building block of many drugs Water …………………………………………… ………………… FOCUS ON THE HUMAN BODY COVALENT MOLECULES AND THE CARDIOVASCULAR SYSTEM Besides water, our bodies proteins, that compose muscle, the carbohydrates that are metabolized for energy, stored fat, and DNA, the carrier of genetic information, are all covalent molecules. Some covalent compounds related to the chemistry of the heart include water, the most prevalent covalent compound in the body; oxygen, which is carried by the protein hemoglobin to the tissues; glycine, a building block of the proteins that compose heart muscle; and nitroglycerin, a drug used to treat some forms of heart disease. LEWIS STRUCTURES Molecular formula shows the number of atoms in a compound, but it does not tell us what atoms are bound to each other. A Lewis structure, in contrast, shows the connectivity between the atoms, as well as where all the bonding and nonbonding valence electrons reside. Book page 98,99 and 100 – see examples Multiple bonds Examples of double Bonds O2 CO2 C2H4 Examples of triple Bonds N2 C2H2 EXCEPTIONS TO THE OCTET RULE Most of the common elements in covalent compounds— carbon, nitrogen, oxygen, and the halogens—generally follow the octet rule. Hydrogen is a notable exception, because it accommodates only two electrons in bonding. Additional exceptions include elements such as boron in group 3A, and elements in the third row and later in the periodic table, particularly phosphorus and sulfur. Group 3A elements Elements in group 3A of the periodic table, such as boron, do not have enough valence electrons to form an octet in a neutral molecule. A Lewis structure for BF3 illustrates that the boron atom has only six electrons around it. There is nothing we can do about this! There simply aren’t enough electrons to form an octet. 3th ROW elements in PT Phosphorous and Sulfur Resonance Resonance Structures Structures that occur when it is possible to write two or more valid electron dot structures for a molecule. Environmental Ozone O3 molecule Ions (Book Chapter 3) An ion is an atom or molecule in which the total number of electrons is not equal to the total number of protons, giving the atom a net positive or negative electrical charge. In chemical terms, if a neutral atom loses one or more electrons, it has a net positive charge and is known as a cation. If an atom gains electrons, it has a net negative charge and is known as an anion. Naming cations Cations of main group metals are given the name of the element from which they are formed. It is common to add the word “ion” after the name of the metal cation to distinguish it from the neutral metal itself. For example, when the concentration of sodium in a blood sample is determined, what is really measured is the concentration of sodium ions (Na+). If a metal is able to form two different cations (Fe2+ and Fe3+) then we need method to distinguish the cations. Naming anions PHYSICAL PROPERTIES OF IONIC COMPOUNDS Ionic compounds are crystalline solids composed of ions,positive charged cations and negative charged anions When a compound melts to form a liquid, energy is needed to overcome some of the attractive forces of the ordered solid, to form the less ordered liquid phase!! Ionic compounds have very high melting points. For example, the melting point of NaCl is 801 °C. When an ionic compound dissolves in water, the ions are separated, and each anion and cation is surrounded by water molecules, as shown in Figure 3.4. The interaction of the water solvent with the ions provides the energy needed to overcome the strong ion–ion attractions of the crystalline lattice. POLYATOMIC IONS Sometimes ions are composed of more than one element. The ion bears a charge because the total number of electrons it contains is different from the total number of protons in the nuclei of all of the atoms. Examples Nonmetal polyatomic ions WRITING FORMULAS FOR IONIC COMPOUNDS WITH POLYATOMIC IONS Unequal charge example FOCUS ON HEALTH & MEDICINE USEFUL IONIC COMPOUNDS Ionic compounds are found in drugs! Examples include calcium carbonate (CaCO3), the antacid in Tums; magnesium hydroxide [Mg(OH)2], on of the active components in the antacids Maalox and milk of magnesia; and iron(II) sulfate (FeSO4), an iron supplement used to treat anemia. Naming covalent compounds MOLECULAR SHAPE We can now use Lewis structures to determine the shape around a particular atom in a molecule. Consider the H2O molecule. The Lewis structure tells us only which atoms are connected to each other, but it implies nothing about the geometry. What does the overall molecule look like? Is H2O a bent or linear molecule? ELECTRONEGATIVITY AND BOND POLARITY H2O The two charges are present with a negative charge in the middle (red shade), and a positive charge at the ends (blue shade). POLAR MOLECULE Bond polarity In chemistry, polarity refers to a separation of electric charge leading to a molecule or its chemical groups having an electric dipole or multipole moment. Molecular polarity is dependent on the difference in electronegativity between atoms in a compound and the asymmetry of the compound's structure. Polarity underlies a number of physical properties including surface tension, solubility, and melting- and boiling-points. Atoms with high electronegativities — such as fluorine, oxygen, and nitrogen — exert a greater pull on electrons than atoms with lower electronegativities. In a bond, this can lead to unequal sharing of electrons between atoms, as electrons will be drawn closer to the atom with the higher electronegativity. Hydrogen-fluoride In a molecule of hydrogen fluoride (HF), the more electronegative atom (fluoride) is shown in yellow. Because of the electrons spend more time by the fluorine atom in the H-F bond, the red represents partially negatively charged regions. POLAR MOLECULE In the ozone, O3, molecule the two O–O bonds are nonpolar (there is no electronegativity difference between atoms of the same element). Readings Book Chapter 3 and 4. Chapter 3 follow according these slides and chapter 4 read completely.