SBI 3U7 The Chemical Basis of Life Chemical Fundamentals ~ Grade 12, Section: 1.1~ Atoms Can be highly reactive Don’t have a stable structure uncharged(neutral) To attain a stable structure they: o Transfer electrons b/w a metal atom and a nonmetal atom to form ionic compounds (E.g. _________) o Share electrons b/w two nonmetals to form molecular compounds (E.g.________) As individual entities they play virtually no role in living systems Atomic number Number of protons = number of Mass number Number of + number of neutrons (generally close to twice the atomic number, measured in atomic mass units: a.m.u. 1a.m.u. = 1.6606 x 10-24 Kg) Standard Atomic Notation o Oxygen 16 Atomic mass = # n0 + # p+ O Element symbol 8 Atomic number = # p+ = # eIsotopes The number of neutrons can be different for the same element (atom) Are atoms of the same element with the same atomic number but a different mass number Isotopes of Hydrogen(see isotopes of Carbon pg. 8 –Table 1) Name/Symbol Atomic Mass Protons Neutrons Relative Structural number Number abundance stability (Z) (A) Hydrogen-1, H 1 1 1 0 99.8% Stable (Protium) Hydrogen-2, H 1 2 1 1 o.2 % Stable (Deuterium) Hydrogen-3, H 1 3 1 2 trace radioactive (Tritium) Radioisotopes Are isotopes in which their nucleus spontaneously decays E.g. C-14 decays in N-14 Types of radioisotopes 1 SBI 3U7 The Chemical Basis of Life Radioisotopes Useful Radiometric dating (E.g. carbon-14 dating) Dangerous Radioactive tracers (radioisotopes that are used to follow chemicals through chemical reactions and trace their path) Biological -Melvin Calvin used C-14 labeled molecules to determine the sequence of reactions in photosynthesis -biochemical reactions -DNA sequence producers Research -C-14 and H-3 used as tracers Medical - nuclear medicine for diagnosis and Radioactivity results2 in: treatment (see table pg. 10) -High energy radiation penetrates and damages cell molecules -Regular exposure can lead to radiation sickness -Genetic mutations -Cell death (high enough doses) o The formation of different elements o Release radiation o Release a number of subatomic particles Half life: o the time it takes for one half of the nuclei in a radioactive sample to decay o varies considerably for different isotopes o the rate of decay of a particular isotope is CONSTANT {ANSWER ON p. 10, QUESTIONS #1-6} Lewis Theory of Bonding Atoms and ions are stable if their electrons structures resemble that of a noble gas (outer shell is full) Electrons are most stable when located in a stable octet (a valence shell which contains 8 electrons) Atoms form bonds to achieve a stable outer shell of electrons 2 SBI 3U7 The Chemical Basis of Life In the1920's it was first recognized that electrons should show wavelength properties and Schordinger then defined, in a mathematical equation, the properties of the electron waves in atoms. The solutions to this equation are the orbitals that express the probability of finding an electon in a given locale in space. The first orbital can be represented by a sphere, the radius of which would correspond to the distance at which there is the greatest probability of finding the electron. Each energy level consists of n2 orbitals where n is the number of the level and each orbital can contain 2 electrons. Element Atomic 1S 2S 2px 2py 2pz 3s 3px 3py 3pz Number Hydrogen 1 1 Helium 2 2 Lithium 3 2 1 Carbon 6 2 1 1 1 1 Excited 2 2 1 1 Ground Nitrogen 7 2 2 1 1 1 Oxygen 8 2 2 2 1 1 Fluorine 9 2 2 2 2 1 Neon 10 2 2 2 2 2 Sodium 11 2 2 2 2 2 1 Magnesium 12 2 2 2 2 2 1 1 Phosphorus 15 2 2 2 2 2 2 1 1 1 Sulfur 16 2 2 2 2 2 2 2 1 1 Argon 18 2 2 2 2 2 2 2 2 2 Valence Electrons: 3 SBI 3U7 The Chemical Basis of Life electrons found on the outermost orbital the number of valence electrons is given by the group number E.g. S is found in group 6 6 valence electrons Ca is found in group 2 2 valence electrons the chemical behaviour of an atom is determined by the number and arrangement of its valence electrons Electronegativity A measure of the attraction an atom has for electrons in a chemical bond All atoms in the periodic table have been assigned an electronegativity number (En) ;see fig 7 pg. 14 and read pg. 14. See below. When two atoms form a chemical bond they are both attracted to their own valence electrons as well as to the valence electrons of the other atom If two atoms which are bonding are identical, then they will both be equally attracted to the electrons [The Electronegativity difference (En) is 0] If the bond is forming b/w two different atoms , then there may be a significant difference in their attraction for the electrons [En is greater than 0 (See below)] + and - are used to identify partial negative charge and positive charge respectively. The type of chemical bond which forms b/w two atoms will be a function of their respective electronegativities. As you move up, or to the right on the periodic table the electronegativity values tend to increase Types of Bonds Ionic Bond 4 vs. Covalent Bond SBI 3U7 The Chemical Basis of Life • Are bonds between metals and nonmetals • Transfer of electrons • E.g. • • • • - Are bonds between two nonmetals Share of electrons E.g. ____________________ Types of covalent bonds Simple _________, double __________, triple _______ - polar - non-polar Polar Covalent Bonds Is there a correlation between electron affinity and electronegativity? Yes! The greater the electron affinity, the greater its electronegativity will be. Each nucleus pulls on the shared pair of electrons Ex. H and O O pulls more b/c it has a higher electronegativity the shared pair of e- is pulled more to H The covalent bond is polarized There is uneven distribution of charges Ex. Try N and H Non-Polar Covalent Bonds (Pure Covalent Bonds) When both atoms pull EQUALLY on the shared pair of electrons, so there is no NET CHARGE created, so NO POLES. These are PURE covalent bonds E.g. Molecular Shape The shape of molecules will change when covalent bonds are formed. This process is known as Hybridization. The Valence Shell Electron Pair Repulsion (VSEPR) theory assists in predicting the shape of the molecule. The electron pairs in the molecule will repel each other forcing them to move as far as possible. 5 SBI 3U7 The Chemical Basis of Life Molecular Polarity The polarity of a molecule as a whole is dependent on bond polarity and molecular shape Nonpolar Molecule Nonpolar molecules are said to be hydrophobic (“water fearing”) DO NOT dissolve in water but they DO dissolve in other nonpolar molecules Symmetrical molecular structures produce non-polar molecules (whether the bonds are polar or not) E.g. Asymmetrical molecular shapes produce nonpolar molecules if the bonds are NOT polar o E.g. __________________ Polar Molecules asymmetrical molecular shapes produce polar molecules if the bonds ARE polar E.g._______________________ Polar molecules are said to be hydrophilic (“water loving”) they do dissolve in water (whether the bonds are polar or not) Other example: ________________________ {ANSWER ON P. 16, Practice questions: #8-9} 6 SBI 3U7 The Chemical Basis of Life Intermolecular Bonds Are weaker than the intramolecular covalent and ionic bonds Determine the physical state of molecular substances at a given pressure and temperature and are broken when: Types of bonds Van der Waals Forces Types of van der Waals Forces London dispersion forces Dipole-dipole forces 7 Description -are the only forces that exist b/w noble gases and nonpolar molecules -are formed by the temporary unequal distribution of electrons -hold polar molecules to one another -the partially positive side of one polar molecule attracts the partially negative side of the other polar molecule Kind of Bonds The weakest forces Stronger than London forces SBI 3U7 The Chemical Basis of Life Hydrogen bonds -are strong dipole-dipole The strongest forces that only form b/w an forces electropositive H of one polar molecule and an electronegative N,O, or F of a neighboring polar molecule Types of Substances Substances Solids Substance Solid Liquid Gases Classification Soluble Description Solids that dissolve in water Examples NaCl (H2O) Insoluble Solids that dissolve very little in water Two liquids that dissolve in each other Iron Chalk Ethanol(H2O) Ethylene glycol(H2O) Gasoline (oil) Gasoline (H2O) Oil(H2O) Miscible Immiscible 8 Liquids Two liquids that do not dissolve in each other SBI 3U7 Gas The Chemical Basis of Life Slightly Soluble Small nonpolar molecules that Oxygen cannot form hydrogen bonds Carbon dioxide with water Water: The Versatile Solvent Water is called universal solvent b/c so many different substances dissolve in it. The Unique Properties of Water 1. High Polarity (Good Solvent) Water has an excellent dissolving ability due to its polarity – water molecules provide partial positive and negative charges to which other polar molecules or ions can attach Example: The dissolving of NaCl in water Since many of the most important biological molecules are either charged or highly polar, they are soluble in water water a good transport medium. E.g. o blood is ≈50% water o plants transport minerals dissolved in water from the soil to the leaves and disaccharides dissolved in water from leaves to other areas (roots, stem, flowers etc.) o Water is a major constituent in lungs (90%) and brain (70 %) o Water is part of the fat tissue (25%) and bones (20%) 2. High Specific Heat (specific heat of fusion and vaporization) Heat capacity: the amount of energy to raise the temperature of a standard amount of substance by 1oC Hydrogen bonds absorb heat when they break and release heat when they form, minimizing temperature changes Water stabilizes body temperature as well as that of the environment o Freezing (releases heat) and thawing (absorbs heat) does a great deal to moderate the environment It takes a great deal of energy to heat 1 mol of water 10C o The large amount of water in an organism absorbs or releases heat without radically changing the temperature of the organisms Water readily transmits heat from one region to another o Large temperature changes are unlikely 3. High Boiling and Freezing Point There is a large (100 0C) difference between the melting and the boiling points o A vast array of living organisms are found living between those two extremes All H bonds must break to change from liquid to gas 9 SBI 3U7 The Chemical Basis of Life o In natural habits on Earth, water rarely boils Water is less dense as it cools to freezing point, ice forms at surface o Ice that forms on surface of lakes and seas insulates the water underneathliving organisms can survive there. 4. High Heat of Evaporation (Water as a Coolant) Many hydrogen bonds must be broken for water to evaporate; because of remarkable strong intermolecular attractions b/w water molecules, it requires a great deal of energy (in the form of heat) to evaporate water o The evaporation of water cools body surfaces o E.g. transpiration in plants and perspiration in animals and humans 5. Water is Transparent Light penetrates water plants can live in water b/c can receive light for photosynthesis process. light can reach structures inside living organisms such as chloroplast in plant cells and the retina in the human eye. 6 Lower Density of Ice (Ice Floats) Lakes do not freeze because ice is less dense than waterit floats Water is an anomaly in that it is less dense in its solid form o While most liquids become solids when compressed, water does not (if you put pressure on ice, it melts) o The pressure increases as depth increases in the ocean; if water were like most other substances solidification would occur at a certain depth The fact that ice melts as pressure is applied means that will stay liquid even at temperature below freezing o This property allows sea life to exist, otherwise ice would sink 7. Cohesion: (hydrogen bonds hold molecules together) Molecules are cohesive because of the remarkable strong intermolecular attractions b/w water moleculeshigh surface tension (the force b/w the molecules of water at the surface) o E.g. A water strider walks on the surface of a pond Molecules are adhesive because water forms strong hydrogen bonds with other polar or charged substances o E.g. -leaves pull water upward from the roots -seeds swell and germinate (capillary action) Chemical Transformation of Molecules 10 SBI 3U7 The Chemical Basis of Life Chemical Reactions are processes in which the structure or bonding of molecules changes. These may occur in three ways: o By the transfer of electrons in redox reaction o By the transfer of protons in acid-base reactions o By the transfer of atoms b/w molecules in breaking and making chemical bonds Chemical reactions do not create or destroy energy, but “changes” in energy usually accompany chemical reactions. The energy associated with chemical reactions can be measured by using the unit called calorie or joule (1cal= 4.134 J and 1J= 0.239 cal) Redox Reactions (Reduction Oxidation Reactions) Are chemical reactions which involve the transfer of electrons from an atom to another o Oxidation is loss of electrons o Reduction is gain of electrons Memory aid: OIL - oxidation is loss RIG – reduction is gain Oxidation and reduction always occur together (if one atom is oxidized during a reaction then another must be reduced) A neutral element by itself has an oxidation number “0” When an atom loses electrons its oxidation number becomes more positive o E.g. H22H+ + 2eNa Na+ + e When an atom gains electrons its oxidation number becomes more negative o E.g. Cl2+ 2e- 2ClO2+4H+ + 4e- 2 H2O E.g. of a redox reaction CuO + Mg Cu + MgO ionic compound ionic compound o If you rewrite this as an ionic equation, it turns out that the oxide ions are spectator ions and you are left with: Reduction by gain of eCu 2++ Mg Cu + Mg2+ Oxidation by loss of e- 11 SBI 3U7 The Chemical Basis of Life o If you look at the equation above, the magnesium is reducing the copper (II) ions by giving them e- from the magnesium to create the magnesium ions magnesium is a reducing agent o Looking at it the other way around, the copper (II) ions are removing e- from the magnesium to create magnesium ions the copper (II) ions are acting as an oxidizing agent DO NOT MIX THEM UP! o Two ways to identify oxidizing and reducing agents in redox reactions The First Way The Second Way An oxidizing agent oxidizes An oxidizing agent oxidizes something else something else Oxidation is loss of e That means that the oxidizing agent must be being reduced That means that an oxidizing agent takes e from the other substance Reduction is gain of eSo an oxidizing agent must gain e So an oxidizing agent must gain e Redox reactions are involved in cellular respiration and photosynthesis o In cells , sugars are oxidized in a series of controlled redox reactions in which the energy is harnessed and stored in the chemical bonds of special molecules o The metabolic processes (glycolysis, Kreb’s cycle and electron transport phosphorilation, involve the transfer of electrons (at varying energy stages) by redox reaction AH2 AH2 is oxidized NAD+ NAD+ is reduced BH2 B is reduced NADH +H+ is oxidized A NADH + H+ B Acids-Bases Reactions An ACID Is a substance that adds HYDROGEN IONS to a solution and are sometimes referred to as hydrogen ion donors HCl(g)+H2O (l) H3O+(aq)+Cl- (aq) Acidic solutions have 12 SBI 3U7 The Chemical Basis of Life o o o o + - more H ions than OH sour taste the ability to conduct electricity the ability to turn blue litmus red A BASE o Is a substance that reduces HYDROGEN ION concentration in a solution NaOH(s) Na+(aq) + OH-(aq) o Some bases such as ammonia (NH3), a product of decomposed plant an animal matter acts as a base by biding a hydrogen ion from the solution resulting in the formation of an ammonium ion. NH3(g) + H+(aq) NH4+(aq) o Bases have o more OH- ions than H+ o bitter taste and slippery feel o the ability to conduct electricity o the ability to turn red litmus blue Does pure water contain only H2O molecules? No! Autoionization of Water H2O + H2O H3O+ + OHHydronium Hydroxide ion ion o Water is capable of being both an acid and a base, and is unique in this respect o Reactions in water do not proceed to completion o Mixtures of weak acids and bases are common in biological systems The pH scale o pH means power of HYDRONIUM ion concentration (H3O+) o pH is a logarithmic scale ranging from zero (strong acid) to 14 ( strong base) 0 7 14 Very Acidic Neutral Very Basic 10-7M 10-14M (Most biological fluids E.g. blood 7.35-7.45) When you add an acid, the pH gets smaller. When you add a base, the pH gets larger. o The pH of a solution is defined as the negative logarithm of the hydrogen ion concentration expressed in moles per liter 1M 13 SBI 3U7 The Chemical Basis of Life + pH=-log [H ] o For a neutral solution [ H+] is 10-7 M giving us : pH = - log 10-7 = - (-7) =7 *Note: although the pH scale is based on H+ concentration, it also implies OHconcentration.Therefore a solution of pH 10 has a hydrogen ion concentration of 10 -10 M and a hydroxide concentration of 10-4 o Applications: How many times more acidic is pH 3 than pH 5?_____________ How many times more basic is pH 13 than pH 8?_____________ Calculate the concentration of H+ when pH=9 ________________ Calculate the pH of a solution when the concentration of hydrogen is 10-5M Strong and Weak Acids and Bases Strong Acids Ionize completely when dissolved in water Weak Acids Ionize partially when dissolved in water 1.3% + HCl(g)+H2O (l) H3O (aq)+Cl (aq) CH3COOH(aq) +H2O(l) H3O+(aq) + CH3COO- (aq) Strong Bases Weak Bases Ionize completely when dissolved in water Ionize partially when dissolved in water + NaOH(s) Na (aq) + OH (aq) 10% NH3(aq)+H2O(l) OH-(aq)+ NH4+( (aq) Equilibrium is a condition in which opposing reactions occur at equal rates. Conjugate Acids and Bases H+ CH3COOH (aq) +H2O (l) Base Acid CH3COO (aq) + H3O+(aq) Acid Base (proton donor) (proton acceptor) H+ Conclusion: Acetic acid, acetate, and hydronium ions, and water are conjugate acid-base pairs 14 SBI 3U7 The Chemical Basis of Life Conjugate base Conjugate acid CH3COOH (aq) +H2O (l) CH3COO- (aq) + H3O+(aq) Conjugate acid Conjugate base The Neutralization Reaction o The reaction of an acid and a base to produce water and salt. HCl(aq) + NaOH H2O(l) + NaCl(aq) Acid-Base Buffers o The internal pH of most living cells is 7. o Even a slight change in pH can be very harmful because the structures and functions of molecules in the cell are very sensitive to the concentration of H+ and OH- . o The cells own metabolism produces acids and bases o Many of the foods we eat are acidic. Absorbing these acids could affect the pH balance of blood. Q: How does the cell tolerate these acids and bases and still survive? A: The answer is BUFFERS! o Buffers: are substances that minimize changes in the concentration of H+ and OH-. E.g. The blood pH is around 7.4 A drop in pH (ACIDOSIS) or a rise in pH (ALKALOSIS) is dangerous. A person would not survive more than few minutes So, how do you survive? o A buffer works by accepting H+ ions from the solution when they are in excess and donating H+ ions to the solution when they have been depleted. o In living organisms, buffers consist of conjugate acid-base pairs in equilibrium. o One of the most important buffers in human blood is carbonic acid (H2CO3) 15 SBI 3U7 The Chemical Basis of Life Breaking and Making Bonds (Condensation and Hydrolysis Reactions) Condensation Reactions Are chemical reactions in which molecules of water are removed It permit the assembly of smaller molecules into larger molecules Are the basis for the assembly of building-block molecules into larger macromolecules (anabolism) They require energy to proceed, thus it is costly to an organism to make macromolecules Are endergonic reactions meaning that it will not occur spontaneously and require energy to make it occur E.g. CH3O-H + HO-CH3 CH3-O-CH3 + H2O Hydrolysis Reactions Are chemical reactions in which molecules of water are added Are important in breaking apart the large molecules into smaller building-block molecules during metabolism (catabolism) They always produce energy, therefore they are exergonic reactions Living organisms take advantage of this as a means of storing energy as chemical energy Central to this processes is the use of ADP and ATP as sinks and sources of chemical energy ADP + P + 30 KJ ATP ATP ADP + P + 30 KJ {ANSWER ON P. 23, Section 1.1 Questions #1-16} 16