Chapter 18: Problem 19
Draw stick structures to represent each of the following molecules: (a) nonane, \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{7} \mathrm{CH}_{3}\); (b) cyclopropane, \(\mathrm{C}_{3} \mathrm{H}_{6}\); (c) cyclohexene, \(\mathrm{C}_{6} \mathrm{H}_{10}\).
Short Answer
Expert verified
Nonane can be drawn as a straight chain of nine carbon atoms with hydrogen atoms filling the valency; cyclopropane is a triangle with three carbon atoms, each bonded to two hydrogens; cyclohexene is a hexagon with alternating double and single bonds and hydrogen atoms attached accordingly.
Step by step solution
01
Drawing Nonane
To represent nonane, which has the formula \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{7}\mathrm{CH}_{3}\), start by drawing a straight chain of carbon atoms. Nonane is an alkane with 9 carbon atoms, so you should draw a chain of 9 carbon atoms (indicated as 'C') with single bonds between them. Every carbon in the chain, except the terminal carbons, should have 2 hydrogen atoms (indicated as 'H') attached. The terminal carbon atoms should each have 3 hydrogen atoms attached, to fulfill the tetravalency of carbon.
02
Drawing Cyclopropane
Cyclopropane is a cyclic alkane with the formula \(\mathrm{C}_{3}\mathrm{H}_{6}\). Draw a triangle to represent the three carbon atoms connected in a cycle. Each carbon atom is connected to two other carbon atoms with single bonds and also has two hydrogen atoms attached. Ensure that each carbon is depicted with 4 bonds (single bonds in this case) to maintain carbon's tetravalency.
03
Drawing Cyclohexene
Cyclohexene is a cyclic alkene with the formula \(\mathrm{C}_{6}\mathrm{H}_{10}\) and contains a carbon-carbon double bond. Begin by drawing a hexagon for the six carbon atoms forming a ring. Now, add one double bond between any two adjacent carbon atoms to represent the alkene part. The remaining carbon atoms in the ring should be connected by single bonds. Each carbon atom should have two hydrogen atoms, except the ones involved in the double bond, which will only have one hydrogen atom attached each.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Nonane Structure
Understanding the nonane structure is fundamental to grasping organic chemistry. Nonane is a member of the alkanes, which are saturated hydrocarbons with only single bonds. Its structure is represented by the formula \( \mathrm{CH}_{3}(\mathrm{CH}_{2})_{7}\mathrm{CH}_{3} \). To visualize this, consider a carbon chain that is nine atoms long. Each carbon (except for the ends) bonds with two hydrogens, while the terminal carbons bond with three hydrogens each. This satisfies the tetravalency rule, as carbon requires four bonds.
The structural representation of nonane is crucial because it illustrates the connectivity and the molecular geometry. In stick structures, the carbon backbone is simplified to lines, and hydrogen atoms are often omitted to simplify the view.
The structural representation of nonane is crucial because it illustrates the connectivity and the molecular geometry. In stick structures, the carbon backbone is simplified to lines, and hydrogen atoms are often omitted to simplify the view.
Cyclopropane Structure
Moving on to cyclopropane, with the chemical formula \( \mathrm{C}_{3}\mathrm{H}_{6} \), we observe a significant shift in molecular geometry. Cyclopropane is a cyclic alkane, forming a triangle due to its three carbon atoms connected in a ring. Each carbon bonds with two hydrogen atoms and maintains the carbon's tetravalency through two additional single bonds with neighboring carbons.
This molecule exhibits an angular strain due to the 60-degree bond angles, which are much smaller than the ideal 109.5-degree tetrahedral angles for sp3 hybridized carbon atoms. Cyclopropane's unique structure makes it less stable than its acyclic counterparts, which is an important concept in studying chemical behavior and reactivity.
This molecule exhibits an angular strain due to the 60-degree bond angles, which are much smaller than the ideal 109.5-degree tetrahedral angles for sp3 hybridized carbon atoms. Cyclopropane's unique structure makes it less stable than its acyclic counterparts, which is an important concept in studying chemical behavior and reactivity.
Cyclohexene Structure
Another intriguing structure in organic chemistry is that of cyclohexene, denoted by \( \mathrm{C}_{6}\mathrm{H}_{10} \). This molecule is a cyclic alkene, characterized by a six-carbon ring with a double bond. The presence of a carbon-carbon double bond classifies it as an unsaturated hydrocarbon. To depict cyclohexene, begin by sketching a hexagon to symbolize the six-carbon ring. One of the sides of the hexagon represents the double bond between two carbons.
The molecular geometry here highlights an important aspect of chemical bonding – the double bond not only affects the molecular shape but also the chemical properties. The carbons in the double bond are sp2 hybridized, leading to a planar structure around those atoms, which contrasts with the tetrahedral geometry of the sp3 hybridized carbons.
The molecular geometry here highlights an important aspect of chemical bonding – the double bond not only affects the molecular shape but also the chemical properties. The carbons in the double bond are sp2 hybridized, leading to a planar structure around those atoms, which contrasts with the tetrahedral geometry of the sp3 hybridized carbons.
Alkane
Characteristics of Alkanes
Alkanes are hydrocarbons with single bonds between carbon atoms and are considered saturated due to the lack of double or triple bonds. This saturation translates to a general lack of reactivity under normal conditions. Alkanes, like nonane, have a general formula of \( \mathrm{C}_n\mathrm{H}_{2n+2} \), where 'n' is the number of carbons. They can be linear or branched and follow the tetrahedral geometry.Alkanes play a pivotal role as fuel sources and as foundational structures for more complex molecules in organic synthesis. Their single-bond structure makes them an excellent starting point for exploring organic chemistry.
Alkene
Alkenes, in contrast to alkanes, are unsaturated hydrocarbons containing at least one carbon-carbon double bond. The general formula for an alkene is \( \mathrm{C}_n\mathrm{H}_{2n} \). The double bond introduces kinks in the molecular shape, making them less stable than alkanes. Cyclohexene is a perfect example of an alkene, with a double bond inducing different reactivity and providing a site for various chemical reactions, such as hydrogenation or halogenation.
The double bonds also result in alkenes having geometric isomerism – a phenomenon where compounds with the same formula have different spatial orientations due to the rigidity of the double bond. This fundamental concept lays the groundwork for understanding complex organic chemistry topics.
The double bonds also result in alkenes having geometric isomerism – a phenomenon where compounds with the same formula have different spatial orientations due to the rigidity of the double bond. This fundamental concept lays the groundwork for understanding complex organic chemistry topics.
Chemical Bonding
Chemical bonding is at the heart of understanding molecular structures and their properties. Bonds are the forces holding atoms together in molecules, like the single and double bonds seen in alkanes and alkenes. These bonds result from electron sharing or transfer between atoms to achieve stability, akin to the noble gases.
In organic chemistry, covalent bonding is predominant, with the sp3 hybridization resulting in single bonds and sp2 hybridization forming double bonds. The type of bonding has a profound impact on a molecule's shape, stability, and reactivity. This impacts not just individual molecules but also determines the physical properties of the substance such as melting and boiling points.
In organic chemistry, covalent bonding is predominant, with the sp3 hybridization resulting in single bonds and sp2 hybridization forming double bonds. The type of bonding has a profound impact on a molecule's shape, stability, and reactivity. This impacts not just individual molecules but also determines the physical properties of the substance such as melting and boiling points.
Molecular Geometry
The arrangement of atoms within a molecule, known as molecular geometry, determines the molecule's shape and many of its properties. Tetravalent carbon atoms generally adopt a tetrahedral geometry, as seen in alkanes, which results in non-polar molecules. However, the presence of double bonds, as with alkenes, leads to trigonal planar geometry around those carbon atoms.
Molecular geometry is a key aspect of predicting the behavior of molecules during chemical reactions and understanding physical properties such as polarity. It's essential to grasp this to comprehend how complex biological molecules and synthetic drugs interact with their environments.
Molecular geometry is a key aspect of predicting the behavior of molecules during chemical reactions and understanding physical properties such as polarity. It's essential to grasp this to comprehend how complex biological molecules and synthetic drugs interact with their environments.
Stick Structures in Chemistry
Stick structures are a simplified method of representing molecules in chemistry. They convey the essential information about the connectivity and arrangement of atoms without clutter. In these structures, lines represent bonds between atoms, and the ends of these lines or junctions between lines represent carbon atoms. Hydrogen atoms attached to carbons are often omitted, implicitly understood to complete carbon's four bonds.
Using stick structures is an efficient way to quickly understand and communicate molecular architecture without getting bogged down in detail. They are indispensable in organic chemistry for visualizing the vast array of molecules and their potential interactions within chemical processes.
Using stick structures is an efficient way to quickly understand and communicate molecular architecture without getting bogged down in detail. They are indispensable in organic chemistry for visualizing the vast array of molecules and their potential interactions within chemical processes.