Chapter 10: Problem 31
Draw structural formulas for the following compounds: (a) 1,3 -dichlorobenzene (alternatively called \(m\) dichlorobenzene) (b) 1-bromo-4-methylbenzene (alternatively called p-bromotoluene)
Short Answer
Expert verified
Draw a benzene ring and add Cl at 1,3-positions for 1,3-dichlorobenzene; add Br at 1 and CH₃ at 4 for 1-bromo-4-methylbenzene.
Step by step solution
01
Understand the Compound Name
1,3-dichlorobenzene refers to a benzene ring with two chlorine atoms attached at the 1 and 3 positions. Similarly, 1-bromo-4-methylbenzene indicates a benzene ring with a bromine atom at the 1 position and a methyl group at the 4 position.
02
Draw the Benzene Ring
Start by drawing a hexagon with alternating double bonds to represent the benzene ring. This ring is the base for both compounds.
03
Add Substituents to 1,3-dichlorobenzene
For 1,3-dichlorobenzene, place the first chlorine (Cl) at the 1 position of the benzene ring. From the 1 position, count two carbon atoms around the ring to position 3, and place the second chlorine there.
04
Add Substituents to 1-bromo-4-methylbenzene
For 1-bromo-4-methylbenzene, place the bromine (Br) at the 1 position of the benzene ring. From the 1 position, count three carbon atoms to the 4 position, and place the methyl group (CH₃) there.
Unlock Step-by-Step Solutions & Ace Your Exams!
-
Full Textbook Solutions
Get detailed explanations and key concepts
-
Unlimited Al creation
Al flashcards, explanations, exams and more...
-
Ads-free access
To over 500 millions flashcards
-
Money-back guarantee
We refund you if you fail your exam.
Over 30 million students worldwide already upgrade their learning with Vaia!
Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Structural Formulas
Structural formulas are a crucial concept in organic chemistry. They provide a visual representation of a molecule's structure, showing how atoms are connected within a compound. Each element is represented by its chemical symbol, such as "C" for carbon and "H" for hydrogen, and lines between these symbols depict the chemical bonds.
For clarity, a solid line between two atoms generally represents a single bond, while double or triple lines are used for double or triple bonds. In the case of benzene rings, alternating single and double bonds are key features.
Understanding structural formulas is essential for visualizing and interpreting the spatial arrangement of atoms. This is particularly important when multiple substituents are involved, as in the compounds 1,3-dichlorobenzene and 1-bromo-4-methylbenzene.
For clarity, a solid line between two atoms generally represents a single bond, while double or triple lines are used for double or triple bonds. In the case of benzene rings, alternating single and double bonds are key features.
Understanding structural formulas is essential for visualizing and interpreting the spatial arrangement of atoms. This is particularly important when multiple substituents are involved, as in the compounds 1,3-dichlorobenzene and 1-bromo-4-methylbenzene.
Benzene Ring
The benzene ring is a central feature in many organic compounds, known for its stable, hexagonal shape. It consists of six carbon atoms connected in a planar ring, with alternating double bonds creating resonance.
Benzene's structure is often depicted as a hexagon with a circle inside, symbolizing the delocalized electrons that contribute to its stability. The actual electron distribution in benzene is evenly shared among the carbon atoms, making it an aromatic compound.
The ring serves as a backbone for numerous derivatives, such as 1,3-dichlorobenzene and 1-bromo-4-methylbenzene, where additional groups, known as substituents, are added to further diversify its chemical properties.
Benzene's structure is often depicted as a hexagon with a circle inside, symbolizing the delocalized electrons that contribute to its stability. The actual electron distribution in benzene is evenly shared among the carbon atoms, making it an aromatic compound.
The ring serves as a backbone for numerous derivatives, such as 1,3-dichlorobenzene and 1-bromo-4-methylbenzene, where additional groups, known as substituents, are added to further diversify its chemical properties.
Substituents
Substituents are groups of atoms that replace one or more hydrogen atoms on a benzene ring or other hydrocarbons. They define the functionality and chemical behavior of the molecule.
Common substituents include halogens (like Cl and Br), alkyl groups (such as CH₃), and functional groups that significantly alter a molecule's reactivity. The position and type of substituents are crucial in naming and identifying compounds.
In aromatic chemistry, the position is often described by numbers indicating the carbon atoms in the benzene ring to which the substituents are attached. This precise placement determines molecular interactions and properties, as seen in compounds like 1,3-dichlorobenzene and 1-bromo-4-methylbenzene.
Common substituents include halogens (like Cl and Br), alkyl groups (such as CH₃), and functional groups that significantly alter a molecule's reactivity. The position and type of substituents are crucial in naming and identifying compounds.
In aromatic chemistry, the position is often described by numbers indicating the carbon atoms in the benzene ring to which the substituents are attached. This precise placement determines molecular interactions and properties, as seen in compounds like 1,3-dichlorobenzene and 1-bromo-4-methylbenzene.
1,3-Dichlorobenzene
1,3-Dichlorobenzene is a compound created by adding two chlorine atoms to a benzene ring at the 1 and 3 positions. The "1,3" notation refers to the specific locations on the ring where the chlorines are attached, representing a meta-dichlorobenzene arrangement.
To draw 1,3-dichlorobenzene, you start with a benzene ring and place a chlorine atom at the first carbon, then move two carbon atoms over to the third position, placing the second chlorine there. This precise placement affects the physical and chemical properties of the compound, such as its melting and boiling points.
1,3-Dichlorobenzene is used in various industrial applications, such as the production of pesticides and deodorants.
To draw 1,3-dichlorobenzene, you start with a benzene ring and place a chlorine atom at the first carbon, then move two carbon atoms over to the third position, placing the second chlorine there. This precise placement affects the physical and chemical properties of the compound, such as its melting and boiling points.
1,3-Dichlorobenzene is used in various industrial applications, such as the production of pesticides and deodorants.
1-Bromo-4-Methylbenzene
1-Bromo-4-methylbenzene, also known as p-bromotoluene, involves a benzene ring with two unique substituents: a bromine atom and a methyl group. "1-Bromo" indicates the bromine atom is attached to the first carbon atom, while "4-methyl" indicates a methyl group is on the fourth carbon.
To draw this structure, begin with the benzene ring. Place the bromine at the position labeled "1" and count three carbons along the ring to place the methyl group at "4". This para positioning gives 1-bromo-4-methylbenzene distinct properties, influencing its reactivity and use in chemical synthesis.
The presence of different substituents like bromine and methyl significantly alters the compound's characteristics, making it valuable in the formation of various chemical products.
To draw this structure, begin with the benzene ring. Place the bromine at the position labeled "1" and count three carbons along the ring to place the methyl group at "4". This para positioning gives 1-bromo-4-methylbenzene distinct properties, influencing its reactivity and use in chemical synthesis.
The presence of different substituents like bromine and methyl significantly alters the compound's characteristics, making it valuable in the formation of various chemical products.