Problem 54
Question
Polystyrene plastic is a hydrocarbon that consists of a long chain of carbon atoms joined by single bonds in which every other carbon is attached to a benzene ring. The ring is attached by replacing a hydrogen atom of benzene with a single bond to the carbon chain. Sketch a portion of a polystyrene molecule that contains five benzene rings.
Step-by-Step Solution
Verified Answer
Draw a zigzag carbon chain for the backbone of the polystyrene, attach alternating benzene rings and hydrogen atoms, ensuring each carbon has four bonds.
1Step 1: Understanding Benzene Ring Structure
Firstly, understand that a benzene ring is a hexagon where each corner represents a carbon atom connected by alternating double and single bonds. These carbon atoms also have a hydrogen atom attached to them, except where the ring attaches to the polystyrene chain.
2Step 2: Sketching the Polystyrene Backbone
Draw a zigzag line representing the carbon chain backbone of polystyrene. This zigzag should have points for five carbon atoms where benzene rings will be attached, alternating with the carbon atoms that won't have benzene rings.
3Step 3: Adding Benzene Rings
Attach a hexagon to every other carbon in the chain and add alternating double and single bonds to form the benzene rings. Replace one hydrogen in each benzene ring with a bond to the main chain.
4Step 4: Finalizing the Polystyrene Sketch
Ensure that each carbon atom has four bonds. The carbons in the chain without a benzene ring should have two hydrogen atoms to complete their four bonds. The chain should have alternating benzene rings and hydrogen atoms.
Key Concepts
Benzene RingCarbon Chain BackbonePolystyrene Chemistry
Benzene Ring
The benzene ring is a fundamental component in organic chemistry, characterized by its unique and stable structure. In essence, a benzene ring is a hexagonal arrangement of six carbon atoms, each of which is bonded to one another through alternating single and double bonds. This configuration creates a shape resembling a flat ring, with every carbon atom additionally bonded to a hydrogen atom.
However, when we talk about benzene rings in the context of more complex molecules like polystyrene, one of these hydrogen atoms is replaced by a longer carbon chain, forming part of the polymer backbone. It's interesting to note that the original benzene structure theorized by Kekulé involved oscillating double bonds which have since been understood as a delocalized electron cloud over the ring. This delocalization is key to the ring's stability and is a cornerstone of organic chemistry teaching.
To truly grasp the benzene ring, it's critical to visualize the hexagon with three double bonds interspaced by single bonds, remembering the special nature of these bonds that gives the ring its characteristic resilience and chemical properties.
However, when we talk about benzene rings in the context of more complex molecules like polystyrene, one of these hydrogen atoms is replaced by a longer carbon chain, forming part of the polymer backbone. It's interesting to note that the original benzene structure theorized by Kekulé involved oscillating double bonds which have since been understood as a delocalized electron cloud over the ring. This delocalization is key to the ring's stability and is a cornerstone of organic chemistry teaching.
To truly grasp the benzene ring, it's critical to visualize the hexagon with three double bonds interspaced by single bonds, remembering the special nature of these bonds that gives the ring its characteristic resilience and chemical properties.
Carbon Chain Backbone
At the heart of polystyrene's molecular structure lies the carbon chain backbone. This backbone is crafted from a lengthy series of carbon atoms connected by single bonds in a zigzag pattern. Each carbon atom in this chain can form four bonds according to carbon's valency. In a polystyrene molecule, every other carbon atom links to a benzene ring, while the ones in between bond with two hydrogen atoms.
This repetitive zigzag structure is a key visual for understanding many polymers, not just polystyrene. The way in which the carbon atoms connect sets the stage for the molecule's properties. As each carbon attaches to four other atoms or groups, the resultant three-dimensional structure determines how rigid or flexible, and how strong or weak, the polymer will be. The carbon chain backbone is essentially the skeleton that defines the polystyrene's structural integrity and performance as a material.
By understanding this backbone, students often find it much easier to conceptualize how polymers like polystyrene are constructed, how their structure affects their properties, and why they are of such importance in materials science.
This repetitive zigzag structure is a key visual for understanding many polymers, not just polystyrene. The way in which the carbon atoms connect sets the stage for the molecule's properties. As each carbon attaches to four other atoms or groups, the resultant three-dimensional structure determines how rigid or flexible, and how strong or weak, the polymer will be. The carbon chain backbone is essentially the skeleton that defines the polystyrene's structural integrity and performance as a material.
By understanding this backbone, students often find it much easier to conceptualize how polymers like polystyrene are constructed, how their structure affects their properties, and why they are of such importance in materials science.
Polystyrene Chemistry
Polystyrene chemistry is truly fascinating; it's a journey through molecular architecture resulting in a sturdy and versatile plastic material used widely in various applications. The chemistry behind polystyrene involves linking many monomer units, styrene, in a process called polymerization. Each styrene unit is made up of a benzene ring attached to an ethenyl group, which connects to the main chain during the polymerization process.
As these monomers link together, they form the carbon chain backbone with pendant benzene rings we have discussed previously. The structure bestows polystyrene with its distinctive properties such as rigidity and the ability to be manufactured in a foam state, which is why it's widely used for insulation and packaging materials.
Understanding polystyrene chemistry is more than recognizing its molecular makeup; it's about comprehending how its structure influences its thermal insulation properties, its buoyancy in foamed form, and its role in everyday materials. These molecular landscapes shape the physical world around us in ways that can be visually conceptualized and practically applied, making the study of polystyrene chemistry an essential component of materials science education.
As these monomers link together, they form the carbon chain backbone with pendant benzene rings we have discussed previously. The structure bestows polystyrene with its distinctive properties such as rigidity and the ability to be manufactured in a foam state, which is why it's widely used for insulation and packaging materials.
Understanding polystyrene chemistry is more than recognizing its molecular makeup; it's about comprehending how its structure influences its thermal insulation properties, its buoyancy in foamed form, and its role in everyday materials. These molecular landscapes shape the physical world around us in ways that can be visually conceptualized and practically applied, making the study of polystyrene chemistry an essential component of materials science education.
Other exercises in this chapter
Problem 52
What is a resonance hybrid? How does it differ from the resonance structures drawn for a molecule?
View solution Problem 53
Draw the resonance structures of the benzene molecule. Why is benzene more stable than one would expect if the ring contained three carbon-carbon double bonds?
View solution Problem 55
Sketch the structures for (a) methane, (b) ethane, and (c) propane.
View solution Problem 56
Draw the structure for a hydrocarbon that has a chain of six carbon atoms linked by single bonds. How many hydrogen atoms does the molecule have? What is the mo
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