(a)
Interpretation:
Structural formula has to be written for the given alcohols and correct IUPAC name has to be assigned.
Concept Introduction:
The structural representation of organic compound can be done in 2D and 3D. In two-dimensional representation, there are four types of representation in which an organic compound can be drawn. They are,
- Expanded structural formula
- Condensed structural formula
- Skeletal structural formula
- Line-angle structural formula
Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as expanded structural formula.
Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.
Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.
Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.
IUPAC rules for naming alcohols that contain single hydroxyl group:
- Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in
alkane with “-ol”. - The numbering has to be given so that the hydroxyl group gets the least numbering.
- Name and location of any other substituent present in the chain has to be identified.
- If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.
- Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.
IUPAC rules for naming alcohols that contain more than one hydroxyl group:
- The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.
(a)
Answer to Problem 3.20EP
The structural formula is,
The correct IUPAC name of the given alcohol is 3-methyl-2-pentanol.
Explanation of Solution
Given name of alcohol is 3-ethyl-2-butanol.
From the name it is identified that the parent alkane is butane with a hydroxyl group on second carbon atom and an ethyl group on third carbon atom.
The structural formula for the given alcohol is drawn as shown above.
IUPAC name can be identified by finding the longest continuous carbon chain with the hydroxyl group. In this case it is found to be a five carbon chain and hence the parent is pentane. As the structure has a hydroxyl group in it, the suffix “-ol” has to be added instead of “-e” in the parent alkane. The numbering has to be given in a way that the hydroxyl group gets the least numbering. Looking for the substituent, a methyl group is present on the third carbon atom. This gives the IUPAC name of the alcohol as 3-methyl-2-pentanol as hydroxyl group is in the second carbon atom.
The structural formula for the given alcohol is drawn and correct IUPAC name is assigned.
(b)
Interpretation:
Structural formula has to be written for the given alcohols and correct IUPAC name has to be assigned.
Concept Introduction:
The structural representation of organic compound can be done in 2D and 3D. In two-dimensional representation, there are four types of representation in which an organic compound can be drawn. They are,
- Expanded structural formula
- Condensed structural formula
- Skeletal structural formula
- Line-angle structural formula
Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.
Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.
Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.
Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.
IUPAC rules for naming alcohols that contain single hydroxyl group:
- Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”.
- The numbering has to be given so that the hydroxyl group gets the least numbering.
- Name and location of any other substituent present in the chain has to be identified.
- If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.
- Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.
IUPAC rules for naming alcohols that contain more than one hydroxyl group:
- The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.
(b)
Answer to Problem 3.20EP
The structural formula is,
The correct IUPAC name of the given alcohol is 2,3-pentanediol.
Explanation of Solution
Given name of alcohol is 3,4-pentanediol.
From the name it is identified that there are two hydroxyl groups present each on third and fourth carbon atom of the parent alkane, pentane. The structure can be drawn as,
The structural formula for the given alcohol is drawn as shown above.
IUPAC name can be identified by finding the longest continuous carbon chain with the hydroxyl group. In this case it is found to be a five carbon chain and hence the parent is pentane. As the structure has two hydroxyl groups in it, the suffix “-
The structural formula for the given alcohol is drawn and correct IUPAC name is assigned.
(c)
Interpretation:
Structural formula has to be written for the given alcohols and correct IUPAC name has to be assigned.
Concept Introduction:
The structural representation of organic compound can be done in 2D and 3D. In two-dimensional representation, there are four types of representation in which an organic compound can be drawn. They are,
- Expanded structural formula
- Condensed structural formula
- Skeletal structural formula
- Line-angle structural formula
Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.
Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.
Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.
Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.
IUPAC rules for naming alcohols that contain single hydroxyl group:
- Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”.
- The numbering has to be given so that the hydroxyl group gets the least numbering.
- Name and location of any other substituent present in the chain has to be identified.
- If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.
- Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.
IUPAC rules for naming alcohols that contain more than one hydroxyl group:
- The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.
(c)
Answer to Problem 3.20EP
The structural formula is,
The correct IUPAC name of the given alcohol is 2-methyl-2-butanol.
Explanation of Solution
Given name of alcohol is 3-methyl-3-butanol.
From the name it is identified that the parent alkane is butane with a methyl group substituted in third carbon atom and a hydroxyl
The structural formula for the given alcohol is drawn as shown above.
IUPAC name can be identified by finding the longest continuous carbon chain with the hydroxyl group. In this case it is found to be a four carbon chain and hence the parent is butane. As the structure has a hydroxyl group in it, the suffix “-ol” has to be added instead of “-e” in the parent alkane. The numbering has to be given in a way that the hydroxyl group gets the least numbering. Looking for the substituents, a methyl group is present in the second carbon atom. This gives the IUPAC name of the alcohol as 2-methyl-2-butanol as hydroxyl group is in the second carbon atom.
The structural formula for the given alcohol is drawn and correct IUPAC name is assigned.
(d)
Interpretation:
Structural formula has to be written for the given alcohols and correct IUPAC name has to be assigned.
Concept Introduction:
The structural representation of organic compound can be done in 2D and 3D. In two-dimensional representation, there are four types of representation in which an organic compound can be drawn. They are,
- Expanded structural formula
- Condensed structural formula
- Skeletal structural formula
- Line-angle structural formula
Structural formula which shows all the atoms in a molecule along with all the bonds that is connecting the atoms present in the molecule is known as Expanded structural formula.
Structural formula in which grouping of atoms are done and in which the central atoms along with the other atoms are connected to them are treated as group is known as Condensed structural formula.
Structural formula that shows the bonding between carbon atoms alone in the molecule ignoring the hydrogen atoms being shown explicitly is known as Skeletal structural formula.
Structural formula where a line represent carbon‑carbon bond and the carbon atom is considered to be present in each point and the end of lines is known as Line-angle structural formula.
IUPAC rules for naming alcohols that contain single hydroxyl group:
- Longest carbon chain has to be identified that contains hydroxyl group also. The chain name is obtained by replacing the letter “-e” in alkane with “-ol”.
- The numbering has to be given so that the hydroxyl group gets the least numbering.
- Name and location of any other substituent present in the chain has to be identified.
- If in a ring the hydroxyl group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.
- Hydroxyl group as a substituent in a molecule is named as hydroxy group rather than hydroxyl group.
IUPAC rules for naming alcohols that contain more than one hydroxyl group:
- The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of hydroxyl groups that is present.
(d)
Answer to Problem 3.20EP
The structural formula is,
The correct IUPAC name of the given alcohol is 2-methyl-2-pentanol.
Explanation of Solution
Given name of alcohol is 1,1-dimethyl-1-butanol.
From the name it is identified that the parent alkane is butane with a hydroxyl group at first carbon atom and two methyl groups as substituents in first carbon atom. The structure can be drawn as,
The structural formula for the given alcohol is drawn as shown above.
IUPAC name can be identified by finding the longest continuous carbon chain with the hydroxyl group. In this case it is found to be a five carbon chain and hence the parent is pentane. As the structure has a hydroxyl group in it, the suffix “-ol” has to be added. The numbering has to be given in a way that the hydroxyl group gets the least numbering. Looking for the substituents it is identified that a methyl group is present on second carbon atom. This gives the IUPAC name of the alcohol as 2-methyl-2-pentanol as hydroxyl group is in the second carbon atom.
The structural formula for the given alcohol is drawn and correct IUPAC name is assigned.
Want to see more full solutions like this?
Chapter 3 Solutions
Organic And Biological Chemistry
- Using reaction free energy to predict equilibrium composition Consider the following equilibrium: 2NO2 (g) = N2O4(g) AGº = -5.4 kJ Now suppose a reaction vessel is filled with 4.53 atm of dinitrogen tetroxide (N2O4) at 279. °C. Answer the following questions about this system: Under these conditions, will the pressure of N2O4 tend to rise or fall? Is it possible to reverse this tendency by adding NO2? In other words, if you said the pressure of N2O4 will tend to rise, can that be changed to a tendency to fall by adding NO2? Similarly, if you said the pressure of N2O4 will tend to fall, can that be changed to a tendency to '2' rise by adding NO2? If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO 2 needed to reverse it. Round your answer to 2 significant digits. 00 rise ☐ x10 fall yes no ☐ atm G Ar 1arrow_forwardWhy do we analyse salt?arrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H H CH3OH, H+ H Select to Add Arrows H° 0:0 'H + Q HH ■ Select to Add Arrows CH3OH, H* H. H CH3OH, H+ HH ■ Select to Add Arrows i Please select a drawing or reagent from the question areaarrow_forward
- What are examples of analytical methods that can be used to analyse salt in tomato sauce?arrow_forwardA common alkene starting material is shown below. Predict the major product for each reaction. Use a dash or wedge bond to indicate the relative stereochemistry of substituents on asymmetric centers, where applicable. Ignore any inorganic byproducts H Šali OH H OH Select to Edit Select to Draw 1. BH3-THF 1. Hg(OAc)2, H2O =U= 2. H2O2, NaOH 2. NaBH4, NaOH + Please select a drawing or reagent from the question areaarrow_forwardWhat is the MOHR titration & AOAC method? What is it and how does it work? How can it be used to quantify salt in a sample?arrow_forward
- Predict the major products of this reaction. Cl₂ hv ? Draw only the major product or products in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. If there will be no products because there will be no significant reaction, just check the box under the drawing area and leave it blank. Note for advanced students: you can ignore any products of repeated addition. Explanation Check Click and drag to start drawing a structure. 80 10 m 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibility DII A F1 F2 F3 F4 F5 F6 F7 F8 EO F11arrow_forwardGiven a system with an anodic overpotential, the variation of η as a function of current density- at low fields is linear.- at higher fields, it follows Tafel's law.Calculate the range of current densities for which the overpotential has the same value when calculated for both cases (the maximum relative difference will be 5%, compared to the behavior for higher fields).arrow_forwardUsing reaction free energy to predict equilibrium composition Consider the following equilibrium: N2 (g) + 3H2 (g) = 2NH3 (g) AGº = -34. KJ Now suppose a reaction vessel is filled with 8.06 atm of nitrogen (N2) and 2.58 atm of ammonia (NH3) at 106. °C. Answer the following questions about this system: rise Under these conditions, will the pressure of N2 tend to rise or fall? ☐ x10 fall Is it possible to reverse this tendency by adding H₂? In other words, if you said the pressure of N2 will tend to rise, can that be changed to a tendency to fall by adding H2? Similarly, if you said the pressure of N will tend to fall, can that be changed to a tendency to rise by adding H₂? If you said the tendency can be reversed in the second question, calculate the minimum pressure of H₂ needed to reverse it. Round your answer to 2 significant digits. yes no ☐ atm Х ด ? olo 18 Ararrow_forward
Introductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning