Concept explainers
(a)
Interpretation: The explanation corresponding to the incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The naming of substituents attached to the longest carbon chain is not in alphabetical order. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 1
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
The given name is
The naming of substituents attached to the longest carbon chain is not in alphabetical order. The correct IUPAC name is
(b)
Interpretation: The explanation corresponding to the incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The longest carbon chain in the given IUPAC name contains seven carbon atoms instead of six carbon atoms. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 2
According to the given IUPAC name, the structure contains six carbon atoms.
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
Thus, the correct structure for the given name is shown below.
Figure 3
The longest carbon chain in the given IUPAC name contains seven carbon atoms instead of six carbon atoms. Thus, the correct IUPAC name is
The longest carbon chain in the given IUPAC name contains seven carbon atoms instead of six carbon atoms., the correct IUPAC name is
(c)
Interpretation: The explanation corresponding to the given incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The longest carbon chain in the given IUPAC name contains eight carbon atoms instead of seven carbon atoms. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 4
According to the given IUPAC name, the structure contains seven carbon atoms.
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
Thus, the correct structure for the given name is shown below.
Figure 5
The longest carbon chain in the given IUPAC name contains eight carbon atoms instead of seven carbon atoms. Therefore, the correct IUPAC name is
The longest carbon chain in the given IUPAC name contains eight carbon atoms instead of seven carbon atoms. The correct IUPAC name is
(d)
Interpretation: The explanation corresponding to the given incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The structure corresponding to the given name is incorrect because the numbering of substituents is wrong. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 6
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
The given name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second methyl substituent.
Therefore, the correct structure is shown below.
Figure 7
Thus, the correct IUPAC name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
(e)
Interpretation: The explanation corresponding to the incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 8
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
The given name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent.
Therefore, the correct structure is shown below.
Figure 9
Thus, the correct IUPAC name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
(f)
Interpretation: The explanation corresponding to the incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The structure corresponding to the given name is incorrect because the numbering of substituents is wrong. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 10
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
The given name is
The structure corresponding to the given name is incorrect because substituents should get lowest locant number.
Therefore, the correct structure is shown below.
Figure 11
Thus, the correct IUPAC name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
(g)
Interpretation: The explanation corresponding to the incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
1. First identify the word root for the given compound.
2. The suffix used in the compound like –ene.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The structure corresponding to the given name is incorrect because the numbering of substituents is wrong. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 12
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
The given name is
Therefore, the correct structure is shown below.
Figure 13
Thus, the correct IUPAC name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
(h)
Interpretation: The explanation corresponding to the incorrect IUPAC name
Concept introduction: The systematic naming of organic compound is given by IUPAC nomenclature. The naming of organic compound is done such that the structure of organic compound is correctly interpreted from the name.
Rules for writing structural formula from IUPAC are:
4. First identify the word root for the given compound.
5. The suffix used in the compound like –ene.
6. Identify the position, location, and number of the substituent bonded to the carbon chain.
Answer to Problem 4.43P
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
Explanation of Solution
The given IUPAC name is
The structure corresponding to the given IUPAC name is shown below.
Figure 14
Rules for writing IUPAC name from structural formula are:
1. First identify the longest carbon chain.
2. The next step is to identify the groups attached to the longest chain.
3. Identify the position, location, and number of the substituent bonded to the carbon chain.
4. Use prefix di, tri, tetra if same type of substituent is present.
5. Name the substituents in alphabetical order.
The given name is
Therefore, the correct structure is shown below.
Figure 15
The longest carbon chain contains five carbon atoms instead of four carbon atoms.
Thus, the correct IUPAC name is
The structure corresponding to the given name is incorrect because higher number is assigned to the second substituent. The correct IUPAC name is
Want to see more full solutions like this?
Chapter 4 Solutions
Organic Chemistry
- Give the structure corresponding to each IUPAC name. a. 3-methylhexane c. 3,5,5-trimethyloctane b. 3,3-dimethylpentane d. 3-ethyl-4-methylhexanearrow_forwardMatch the following IUPAC Name to its appropriate stucture. A. 1,1,2,2,N,N-hexamethylpentane B. 5,6,6-trimethyl-1-heptyne C. 3,3,4,4,5,5-hexamethylpentane D. 2,2,3,3,4,4-hexamethylpentane E. 2,2,3-trimethyl-6-heptyne F. 3-methylbuta-1,2-diene G. 3-methylhexa-1,2-diene H. 3-methylpenta-1,2-dienearrow_forwardExplain why each name is incorrect, and then write a correct namea. 1-Methylpropeneb. 4-Hexynearrow_forward
- CH, 20. сH,-CH-CН CH,CH, What is the correct IUPAC name for the compound above? O a. 3-ethyl 3- methyl-1-propene b. 3-methyl-1-pentene c. sec-butylethene d. 1-isohexenearrow_forwardWhat is the IUPAC name of this compound ? A. 3-ethyl-2,7,8-trimethylnonane B. 2,6-diisopropyloctane C. 6-ethyl-2-isopropyl-7-methyloctane D. 7-ethyl-2,3,8-trimethylnonane E. 7-isopropyl-2,3-dimethylnonanearrow_forward1. Draw the following molecules given their IUPAC name. a) 3-Methylheptane b) 3-isopropyl-2-methylhexane c) 2,2,4-trimethylpentane d) 2,2,7-trimetthyloctane e) 2-bromo-1,1-dimethylcyclohexane f) 2-methyl-1-ethyl-1,3-dipropylcyclopentane 2. Although a structure can be drawn for 2-methyl-2-isopropylheptane, the molecule is not named correctly using IUPAC rules. Draw the structure, and then give the appropriate IUPAC name for the molecule.arrow_forward
- What is the IUPAC name for the molecule show below? 2-methylpent-1-yne 3-methylpent-1-yne 3-methylhex-1-yne 4-methylhex-5-ynearrow_forwardEach of the following IUPAC names is incorrect. Explain why it is incorrect and give the correct IUPAC name.a. 2,2-dimethyl-4-ethylheptaneb. 5-ethyl-2-methylhexanec. 2-methyl-2-isopropylheptaned. 1,5-dimethylcyclohexanee. 1-ethyl-2,6-dimethylcycloheptanef. 5,5,6-trimethyloctaneg. 3-butyl-2,2-dimethylhexanearrow_forwardCH CH,CH CH;CHCH, CHCH,CH, 16. The compound has the IUPAC name O 3-ethyl-5-methylhexane O 3-ethyl-2-methylhexane O 2-methyl-4-ethylhexane O 4-ethyl-2-methylhexanearrow_forward
- What is the IUPAC name for the compound shown? Step 2: What is the base name or parent name of Step 1: Identify the the molecule? number of carbons in dodecane the longest chain decane Step 2: Identify the base name of octane the molecule. nonane Step 3: Number the longest chain. Step 4: Identify substituents. Step 5: Order the substituents. Step 6: Add the substituent locants or numbering. Step 7: Put it all together and give the IUPAC name.arrow_forwardWhat is the IUPAC name for the compound shown? Step 1: Identify the number of carbons in the longest chain Step 2: Identify the base name of the molecule. Step 3: Number the longest chain. Step 4: Identify substituents. Step 5: Order the substituents. Step 6: Add the substituent locants or numbering. Step 7: Put it all together and give the IUPAC name. Step 3: Number the longest chain of carbon atoms so that the substituents have the lowest possible numbers. Carbon atoms that are not in the longest chain should not be numbered. Answer Bank 10 5 3 8 2.arrow_forwardWhat is the IUPAC name for this alkane? CH2-CHз CHз- CH-CH - CH2-CHз CH3 Select one: O a. 2, 3-diethylbutane O b. 4-ethyl-3-methylpentane O c. 2-ethyl-3-methylpentane O d. 3, 4-dimethylhexane O e. octanearrow_forward
- Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning