Chapter 22: Problem 29
Give the structure for each of the following. a. 3-hexene b. 2,4-heptadiene c. 2-methyl-3-octene
Short Answer
Expert verified
a. 3-hexene:
Structure: \(H_2C=CH-CH_2-CH_2-CH_2-CH_3\)
b. 2,4-heptadiene:
Structure: \(H_2C=C(-CH_3)-CH=C-CH_2-CH_2-CH_3\)
c. 2-methyl-3-octene:
Structure: \(H_2C=C(-CH_3)-CH_2-CH_2-CH_2-CH_2-CH_2-CH_3\)
Step by step solution
01
Identify the main carbon chain
For each compound, we need to find the longest continuous chain of carbon atoms and label them accordingly.
a. 3-hexene: Hexene indicates a 6-carbon chain with an alkene (double bond). The "3-" prefix indicates the double bond starts at the 3rd carbon atom.
b. 2,4-heptadiene: Heptadiene indicates a 7-carbon chain with two alkenes (double bonds). The "2,4-" prefix shows that the double bonds are at the 2nd and 4th carbon atoms.
c. 2-methyl-3-octene: Octene indicates an 8-carbon chain with an alkene (double bond). The "3-" prefix shows that the double bond starts at the 3rd carbon atom. Additionally, there is a methyl group at the 2nd carbon atom, as indicated by "2-methyl".
02
Draw the main carbon chain
Draw the main carbon chain for each compound:
a. 3-hexene: Six carbon atoms in a chain.
b. 2,4-heptadiene: Seven carbon atoms in a chain.
c. 2-methyl-3-octene: Eight carbon atoms in a chain.
03
Add the double bonds
Now, we will add the double bonds to the main chain according to the IUPAC naming.
a. 3-hexene: Insert the double bond between the 3rd and 4th carbon atoms.
b. 2,4-heptadiene: Insert double bonds between the 2nd and 3rd carbon atoms, as well as between the 4th and 5th carbon atoms.
c. 2-methyl-3-octene: Insert the double bond between the 3rd and 4th carbon atoms.
04
Add the substituents
For any compounds with additional substituents, add them to the main chain accordingly.
a. 3-hexene: No additional substituents.
b. 2,4-heptadiene: No additional substituents.
c. 2-methyl-3-octene: Add a methyl (CH3) group to the 2nd carbon atom.
05
Draw the complete structures
Finally, draw the complete structures with the main carbon chain, double bonds, and any substituents:
a. 3-hexene:
Structure: \(H_2C=CH-CH_2-CH_2-CH_2-CH_3\)
b. 2,4-heptadiene:
Structure: \(H_2C=C(-CH_3)-CH=C-CH_2-CH_2-CH_3\)
c. 2-methyl-3-octene:
Structure: \(H_2C=C(-CH_3)-CH_2-CH_2-CH_2-CH_2-CH_2-CH_3\)
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Alkene Structures
Alkenes are fascinating structures within the realm of organic chemistry. They are a vital type of hydrocarbon, meaning they consist solely of hydrogen and carbon atoms. One of the defining features of alkenes is a carbon-carbon double bond. This distinguishes them from alkanes, which only have single bonds between carbon atoms.
The presence of the double bond not only alters the chemical reactivity of alkenes but also influences their geometry. In alkenes, the carbon atoms involved in the double bond have a planar or flat arrangement, making the molecule rigid around the double bond area. This geometry is fundamental when predicting how alkenes will participate in chemical reactions.
The presence of the double bond not only alters the chemical reactivity of alkenes but also influences their geometry. In alkenes, the carbon atoms involved in the double bond have a planar or flat arrangement, making the molecule rigid around the double bond area. This geometry is fundamental when predicting how alkenes will participate in chemical reactions.
- Double bonds create a point of unsaturation.
- Planar arrangement around the double bond.
- Involved in numerous reactions such as addition and polymerization.
IUPAC Nomenclature
IUPAC nomenclature is the systematic method used in organic chemistry to name compounds. It ensures every name conveys specific details about a compound, aiding chemists in identifying and studying them. In the context of alkenes, IUPAC names are crafted to reflect the number of carbon atoms in the longest chain, the position of any double bonds, and the presence of any substituents, such as methyl groups.
For example, let's break down the name 2,4-heptadiene. The name starts with 'hept', which indicates a seven-carbon chain. The 'diene' suffix tells us there are two double bonds in the structure. The numbers 2,4 tell us where exactly these double bonds are located on the carbon chain.
For example, let's break down the name 2,4-heptadiene. The name starts with 'hept', which indicates a seven-carbon chain. The 'diene' suffix tells us there are two double bonds in the structure. The numbers 2,4 tell us where exactly these double bonds are located on the carbon chain.
- 'Hex' means six carbons; 'hept' signifies seven.
- '-ene' suffix indicates a single double bond; '-diene' means two double bonds.
- Numbers show where the double bonds or substituents appear.
Carbon Chain Identification
Identifying the main carbon chain is crucial in understanding the structure of any organic compound. This process involves determining the longest continuous chain of carbon atoms within the molecule, which is then used in naming the compound according to IUPAC rules.
Consider 3-hexene: Here, the longest chain is comprised of six carbon atoms. Similarly, in 2-methyl-3-octene, the base chain stretches across eight carbon atoms. The key lies in counting the longest series of carbons connected one after the other without lifting your pencil.
Consider 3-hexene: Here, the longest chain is comprised of six carbon atoms. Similarly, in 2-methyl-3-octene, the base chain stretches across eight carbon atoms. The key lies in counting the longest series of carbons connected one after the other without lifting your pencil.
- Find the longest continuous carbon sequence.
- Ensure the main chain includes as many double bonds as possible.
- Number the chain to minimize the position numbers of substituents and double bonds.
Chemical Bonding Patterns
Chemical bonding patterns provide deep insight into the stability and reactivity of alkenes. The core of these patterns revolves around the presence of the carbon-carbon double bond. This bond consists of one sigma (\(\sigma\)) bond, which is a strong covalent bond, and one pi (\(\pi\)) bond, a weaker bond formed by the side-to-side overlap of p-orbitals.
The nature of double bonds in alkenes affects the physical and chemical properties. The pi bond, being weaker, can easily participate in chemical reactions, rendering alkenes quite reactive compared to alkanes. This reactivity is vital for various chemical processes such as polymerization and addition reactions.
The nature of double bonds in alkenes affects the physical and chemical properties. The pi bond, being weaker, can easily participate in chemical reactions, rendering alkenes quite reactive compared to alkanes. This reactivity is vital for various chemical processes such as polymerization and addition reactions.
- Double bonds consist of a strong sigma and weaker pi bond.
- Alkenes are more reactive than alkanes due to the presence of pi bonds.
- Bonding patterns influence the molecule's shape and reactivity.