CH200 F11 Warm-up 1 CODE: _DB8976___________ Give COMPLETE answers and/or explanations to the following. 1. What is involved in naming an organic compound? Think about what you’ve read and what the logic is. You may list a series of steps or the basic scheme as you understand it. First you must count the longest carbon atom chain as the parent chain; its name becomes the root name with the ending –ane for saturated hydrocarbons. Then give each substituent on the parent chain a name and a number. The number shows the carbon atom of the parent chain to which the substituent is bonded. If there is only one substituent number the parent chain from the end that gives the substituent the lower number. If two substituent count the end that gives the lower number substituent encountered. If there are two or more different substituent, list them in alphabetical order and number the chain from the end that gives the lower number to the substituent encountered first. Next alphabetize the names of the substituents first, and then insert the prefixes. Finally, make sure to choose the parent chain with the greater number of substituents. 2. What are some drawbacks of the way organic compounds are named? Classification is not possible without having a full description of the individual compounds. Chemical notation is that they are not easily described by words and they are not easily printable. There are essentially many tedious steps required to follow due to the very large number and variety of organic compounds. 3. At room temperature, do you think that there is much movement occurring in an alkane? Explain. The gases such as methane and propane will clearly have more movement than larger molecules such as butane and hexane. Overall, however, other than the gases alkanes experience very little movement due to a variety of intermolecular forces. 4. There seems to be so many ways to represent the same molecule. Why? Give examples and/or evidence for your thoughts. Molecular formulas are very rarely used in organic chemistry, because they don’t give any useful information about the bonding in the molecule. By using a structural formula we can show how the various atoms are bonded. An example would be CH2Cl2. At first you assume there’s only one way of forming CH2Cl2, but after you draw a displayed formula you realize chlorines could be placed opposite each other or at right angles to each other. 5. What does it mean for a molecule to be more (or less) “stable than another molecule? The bond energy is the amount of work that must be done to pull two atoms completely apart. Therefore, if the bond energy is greater the molecule is more stable. 6. List some way(s) to determine if one molecule is more stable than another? CH200 F11 Warm-up 1 CODE: _DB8976___________ 1). By determining the bond energy of a molecule we can find which molecule is more stable. 2). The greater the number of resonance structures the molecule has, the more stable the molecule is. 3). Through the presence of bonds (double bond is stronger than a single bond, triple bond is stronger than a double, and sigma bond is stronger than a pi bond. 4). Molecules having larger atoms are less stable than molecules having smaller atoms. 5). Multiplicity of bonds 6). Bond length; the longer the bond the more unstable the molecule. 7. What do you understand a conformation to be? When an alkane has two or more carbon atoms in which the carbon can be twisted in order to create a three-dimensional arrangement of atoms. 8. Can a conformation and a configuration be the same? Explain your answer. The terms “conformation” and “configuration” are not interchangeable. Conformation refers to a time variant arrangement of atoms in a particular molecule. Configuration is a property of a particular molecule, like its boiling point or color that does not change (unless bonds are broken). 9. How is a dihedral angle different from any other angle? A dihedral angle is created by two intersecting planes, in which each plane is defined by three atoms. Whereas an angle can be determined by two atoms; without necessarily having a 3D structure. 10. What is wrong with the name cis-methylcylcohexane? The name cis-methylcylcohexane doesn’t follow the IUPAC system. It doesn’t classify where the substituent branches off the parent carbon chain. An example of a correct name would be cis-1,2-dimethylcyclohexane. 11. Are anti and trans the same? If not, why? Anti conformation is when the methyl groups are the maximum distance apart. The prefix trans on the other hand is an indication that the substituent are on opposite sides of the ring. Therefore, simply because substituents are on opposite sides of a carbon chained ring, doesn’t necessarily mean that they are of maximum distance apart.