Problem 72
Question
Give the molecular formula and line drawing for: (a) propene (b) 1 -octene (c) hexane (d) 2 -butyne (e) 1 -butyne (f) 2,3 -dimethylbutane
Step-by-Step Solution
Verified Answer
(a) C3H6, \[H_2C=CHCH_3\]
(b) C8H16, \[CH_2=CH(CH_2)_6H\]
(c) C6H14, \[CH_3(CH_2)_4CH_3\]
(d) C4H6, \[CH_3C\equiv CCH_3\]
(e) C4H6, \[HC\equiv CCH_2CH_3\]
(f) C6H14, \[CH_3C(CH_3)_2CH_2CH_3\]
1Step 1: Determine the number of carbon atoms and type of bond
'Prop' in propene refers to three carbon atoms, and 'ene' indicates the presence of a double bond between the carbon atoms.
2Step 2: Write the molecular formula
The molecular formula for propene is C3H6.
3Step 3: Draw the line structure
Line structure for propene: \[H_2C=CHCH_3\]
(b) 1-Octene
4Step 4: Determine the number of carbon atoms and type of bond
'Oct' in 1-octene refers to eight carbon atoms, and 'ene' indicates the presence of a double bond between carbon atoms. The number '1' indicates the location of the double bond.
5Step 5: Write the molecular formula
The molecular formula for 1-octene is C8H16.
6Step 6: Draw the line structure
Line structure for 1-octene: \[CH_2=CH(CH_2)_6H\]
(c) Hexane
7Step 7: Determine the number of carbon atoms and type of bond
'Hex' in hexane refers to six carbon atoms, and 'ane' indicates all single bonds between carbon atoms.
8Step 8: Write the molecular formula
The molecular formula for hexane is C6H14.
9Step 9: Draw the line structure
Line structure for hexane: \[CH_3(CH_2)_4CH_3\]
(d) 2-Butyne
10Step 10: Determine the number of carbon atoms and type of bond
'But' in 2-butyne refers to four carbon atoms, and 'yne' indicates the presence of a triple bond between carbon atoms. The number '2' indicates the location of the triple bond.
11Step 11: Write the molecular formula
The molecular formula for 2-butyne is C4H6.
12Step 12: Draw the line structure
Line structure for 2-butyne: \[CH_3C\equiv CCH_3\]
(e) 1-Butyne
13Step 13: Determine the number of carbon atoms and type of bond
'But' in 1-butyne refers to four carbon atoms, and 'yne' indicates the presence of a triple bond between carbon atoms. The number '1' indicates the location of the triple bond.
14Step 14: Write the molecular formula
The molecular formula for 1-butyne is C4H6.
15Step 15: Draw the line structure
Line structure for 1-butyne: \[HC\equiv CCH_2CH_3\]
(f) 2,3-Dimethylbutane
16Step 16: Determine the number of carbon atoms and type of bond
'But' in 2,3-dimethylbutane refers to four carbon atoms in the main chain, and 'ane' refers to all single bonds between carbon atoms. 'Dimethyl' indicates that there are two methyl groups attached to the main carbon chain at positions 2 and 3.
17Step 17: Write the molecular formula
The molecular formula for 2,3-dimethylbutane is C6H14.
18Step 18: Draw the line structure
Line structure for 2,3-dimethylbutane: \[CH_3C(CH_3)_2CH_2CH_3\]
Key Concepts
AlkenesAlkynesHydrocarbonsLine Structure RepresentationsChemical Bonding
Alkenes
Alkenes are a class of hydrocarbons that contain at least one carbon-to-carbon double bond. Their general formula is CnH2n, where 'n' represents the number of carbon atoms. For instance, propene and 1-octene from our exercise are both alkenes.
Propene (C3H6) includes a double bond between two of the three carbon atoms, while 1-octene (C8H16) has a double bond right at the first carbon in the chain. The position of the double bond can change the properties of the molecule, making the awareness of structure critical to understanding alkenes.
Propene (C3H6) includes a double bond between two of the three carbon atoms, while 1-octene (C8H16) has a double bond right at the first carbon in the chain. The position of the double bond can change the properties of the molecule, making the awareness of structure critical to understanding alkenes.
Alkynes
Alkynes, on the other hand, are characterized by the presence of a carbon-to-carbon triple bond. They follow the general formula CnH2n-2. In the given exercises, 2-butyne (C4H6) and 1-butyne (C4H6) are examples of alkynes.
The position of the triple bond significantly affects the molecule's reactivity. In 2-butyne, the triple bond is between the second and third carbon atoms, while in 1-butyne, it is between the first and second carbon atoms. The naming of alkynes is similarly essential to alkenes because it affects how these molecules interact in chemical reactions.
The position of the triple bond significantly affects the molecule's reactivity. In 2-butyne, the triple bond is between the second and third carbon atoms, while in 1-butyne, it is between the first and second carbon atoms. The naming of alkynes is similarly essential to alkenes because it affects how these molecules interact in chemical reactions.
Hydrocarbons
Hydrocarbons are compounds composed entirely of carbon (C) and hydrogen (H) atoms. They are classified into alkanes, alkenes, and alkynes, based on the type of bonding between carbon atoms. Alkanes have all single bonds, alkenes have at least one double bond, and alkynes have at least one triple bond.
In our exercise, hexane (C6H14) is an alkane with single bonds only, making it a saturated hydrocarbon. Saturated hydrocarbons tend to be less reactive than unsaturated hydrocarbons, like alkenes and alkynes, which have double and triple bonds, respectively.
In our exercise, hexane (C6H14) is an alkane with single bonds only, making it a saturated hydrocarbon. Saturated hydrocarbons tend to be less reactive than unsaturated hydrocarbons, like alkenes and alkynes, which have double and triple bonds, respectively.
Line Structure Representations
Line structure representations provide a simplified way to draw organic molecules. In these diagrams, carbon atoms are represented by the ends of lines or where lines intersect. Hydrogen atoms attached to carbons are usually not shown for simplicity unless they are part of a functional group.
The line structures of propene, 1-octene, hexane, 2-butyne, 1-butyne, and 2,3-dimethylbutane were given in the exercise. These structural formulas are vital for visualizing the arrangement of atoms within the molecule, which is important when predicting the physical and chemical properties of the molecule.
The line structures of propene, 1-octene, hexane, 2-butyne, 1-butyne, and 2,3-dimethylbutane were given in the exercise. These structural formulas are vital for visualizing the arrangement of atoms within the molecule, which is important when predicting the physical and chemical properties of the molecule.
Chemical Bonding
Chemical bonding is the force that holds atoms together in molecules. In hydrocarbons, carbon atoms can form four covalent bonds with other atoms. Single, double, and triple bonds correspond to the number of shared electron pairs between two atoms.
Single bonds, as found in alkanes, allow for free rotation around the bond axis, whereas double and triple bonds found in alkenes and alkynes, respectively, restrict this rotation, leading to different molecular shapes and chemical reactivities. A deep understanding of chemical bonding is crucial for predicting how molecules will interact during chemical reactions.
Single bonds, as found in alkanes, allow for free rotation around the bond axis, whereas double and triple bonds found in alkenes and alkynes, respectively, restrict this rotation, leading to different molecular shapes and chemical reactivities. A deep understanding of chemical bonding is crucial for predicting how molecules will interact during chemical reactions.
Other exercises in this chapter
Problem 68
Explain why the molecules 1 -hexene, 2 -hexene, and 3 -hexene exist, but the molecules 4 -hexene and 5 -hexene do not.
View solution Problem 70
What should be your first task in naming any hydrocarbon molecule?
View solution Problem 73
Which of the molecules in Problem \(17.72\) represent a pair of isomers? Discuss their differences in terms of bonds and/or linear versus branched.
View solution Problem 74
Where do we start numbering carbons on a main chain when both branches and \(C=C\) or \(C \equiv C\) bonds are present?
View solution