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WorkSheet on Organic Chemistry 1. What is the difference between ionic and covalent bonds? 2. What type of bonding occurs: (A) in Carbon compounds? (B) between compounds? 3. What are valence electrons? Hydrocarbons Less than 200 years ago it was thought Carbon compounds found in nature could be synthesized only by living organisms. From the word organism came the classification of these carbon compounds as organic. Today organic chemistry includes chemistry of virtually all carbon compounds, regardless of their origin. Hydrocarbons: contain only C & H Because a carbon atom contains four valence electrons, it always forms 4 covalent bonds. Ex. Methane H H-C-H H line represents shared electrons. VSEPR shape: Alkanes: Simplest hydrocarbons. All carbon-carbon bonds are single covalent bonds and all other bonds are carbon-hydrogen bonds. # Carbons Name Molecular Formula Structural Formula Practice: 1. Draw complete structural formula for pentane. 2. Draw a condensed structural formula for hexane. Branched – Chain Alkanes: Longest continuous carbon chain of a branched-chain hydrocarbon is the parent alkane. All other carbon atoms or groups of carbon atoms are regarded as substituents called alkyl groups. Alkyl groups named by removing ane and adding –yl. Ex: methyl (CH3-) ethyl (CH3CH2-) propyl (CH3CH2CH2-) 7 6 5 4 3 2 1 CH3-CH2-CH2-CH-CH-CH-CH3 CH2 CH3 CH3 CH3 1. Find the longest chain of carbons in the molecule. This chain is considered the parent structure. In the example, the longest chain contains seven carbon atoms. Therefore, the parent hydrocarbon structure is heptane. 2. Number the carbons in the main chain in sequence. To do this, start at the end that will give the groups attached to the chain the smallest numbers. 3. Add numbers to the names of the substituents groups to identify their positions on the chain. These numbers become prefixes to the name of the parent alkane. In this example, the substituents and positions are 2 – methyl, 3-methyl, and 4-ehtyl. 4. Use prefixes to indicate the appearance of the group more than once in the structure. Common prefixes are di-(twice), tri-(three times), tetra-(four times), and penta-(five times). This example has two methyl substituents. Thus the word dimethyl will be part of the complete name. 5. List the names of alkyl substituents in alphabetical order. For purposes of alphabetizing, ignore the prefixes di, tri-, and so on. In this example the 4-ethyl group is listed before the 2-methyl and 3-methyl groups (which are combined as 2,3-dimethyl in the name). 6. Use proper punctuation. This is very important in writing the names of organic compounds in the IUPAC system. Commas are used to separate numbers, Hyphens are used to separate numbers and words. The entire name is written without any spaces. Practice: Name these compounds according to the IUPAC system. 1. CH2-CH2-CH-CH2-CH3 CH3 CH2 CH3 2. H CH3 H CH3 – CH2- C – C - CH3 CH3 H H Unsaturated compounds: contain double or triple carbon-carbon bonds. Saturated compounds: contain maximum number of hydrogen. Alkenes: contain 1 or more C-C double covalent bonds. Naming Alkenes: 1. Find the longest chain that contains the double bond= parent alkene. Root Name + ene ending. 2. Chain is numbered so that the C atoms of the double bond get the lowest possible numbers. Ex: CH2=CH-CH2=CH3 1-butene Alkynes: contain one or more C-C triple covalent bonds. Practice: 1. How many H atoms in Ethane, Ethene, Ethyne 2. Draw and name all the alkenes with the molecular formula C4H8 Isomer: same molecular formula but different moleuclar structure. Hydrocarbon Rings: 5 & 6 member rings are most abundant. Benzene: alternating double bonds. Have resonance so bonding electrons are shared evenly around the ring. Functional Groups: a specific arrangement of atoms in an organic compound that is capable of characteristic chemical reactions. Alcohols: OH group, hydroxyl group. to name drope -e ending of parent alkane name and add -ol. when naming number the position of the hydroxyl the lowest possible number on longest continuous chain. CH3-CH2-OH ethanol Carboxylic Acids: COOH group, carboxyl group. weak acids, ionize slightly in solution. -COOH <--> COO- + H+ to name: drop -e ending of parent alkane name and add oic acid CH3COOH ethanoic acid.(acetic acid) Polymerization: Polymer: large molecule formed by the covalent bonding of repeating smaller molecules. Monomer: smaller molecules that combine to form polymer. Carbohydrates: monomer: monosaccharide C6H12O6 + C6H12O6 polymer: polysaccharide (ex: starch) -------> - H2O C12H22O11 Proteins: Monomer: amino acids polymer: polypeptide R R R R I I I I NH2- C- COOH + NH2- C- COOH --------> NH2- C- CO-NH- C- COOH I I - H2O I I H H H H Practice: 1. Draw 2-butanol 2. Draw pentanoic acid