
Concept explainers
(a)
Interpretation:
The IUPAC name of given compound has to be assigned.
Concept Introduction:
Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). IUPAC name consists of three parts in major namely Prefix suffix and root word.
Prefix represents the substituent present in the molecule and its position in the root name.
Suffix denotes the presence of
Root word represents the longest continuous carbon skeleton of the organic molecule.
IUPAC rules for naming ether:
- ✓ The base name is found from the longest carbon chain present in ether.
- ✓ The suffix –yl has to be changed to –oxy in order to obtain the alkoxy group name. For example, ethyl becomes as ethoxy, methyl becomes as methoxy etc.
- ✓ Alkoxy name has to be placed first with the number (carbon atom to which the alkoxy group is attached) followed by the base name.
(a)

Answer to Problem 14.103EP
IUPAC name of the given compound is ethoxyethane.
Explanation of Solution
The structure of given compound is shown below,
First step is to identify the longest carbon chain. In this case it is a two carbon chain. Hence, the base name is ethane.
Next step is to identify the alkoxy group. In the given compound, the alkoxy group is found to be ethoxy as it contains two carbon atoms.
Alkoxy name is placed before the base name with the appropriate number that gives information about to which carbon atom the alkoxy group is attached. In this case as only two carbon atoms is present and hence numbering is not required. This gives the IUPAC name as ethoxyethane.
IUPAC name for the given compound is assigned.
(b)
Interpretation:
The IUPAC name of given compound has to be assigned.
Concept Introduction:
Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). IUPAC name consists of three parts in major namely Prefix suffix and root word.
Prefix represents the substituent present in the molecule and its position in the root name.
Suffix denotes the presence of functional group if any in the molecule. It can be an alkene, alkyne, alcohol, carboxylic acid, alcohol etc.
Root word represents the longest continuous carbon skeleton of the organic molecule.
IUPAC rules for naming ether:
- ✓ The base name is found from the longest carbon chain present in ether.
- ✓ The suffix –yl has to be changed to –oxy in order to obtain the alkoxy group name. For example, ethyl becomes as ethoxy, methyl becomes as methoxy etc.
- ✓ Alkoxy name has to be placed first with the number (carbon atom to which the alkoxy group is attached) followed by the base name.
(b)

Answer to Problem 14.103EP
IUPAC name of the given compound is 2-methoxy-2-methylpropane.
Explanation of Solution
Given structure of ether is,
First step is to identify the longest carbon chain. In this case it is a three carbon chain. Hence, the parent
The substituent present in the longest carbon chain is a methyl group at the second carbon atom. Therefore, the base name is 2-methylpropane.
Next step is to identify the alkoxy group. In the given compound, the alkoxy group is found to be methoxy as it contains only one carbon atom.
Alkoxy name is placed before the base name with the appropriate number that gives information about to which carbon atom the alkoxy group is attached. This gives the IUPAC name as 2-methoxy-2-methylpropane.
IUPAC name for the given compound is assigned.
(c)
Interpretation:
The IUPAC name of given compound has to be assigned.
Concept Introduction:
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”. If the compound contains a unsaturated bond, then the respective name has to be changed with regard to alkane.
- • 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.
- • If the compound contains bulky groups on same side of the double bond, then it is a cis isomer and if the bulkyl groups are present on opposite side of the double bond, then it is a trans isomer.
- • In case of cycloalkane compounds, if the substitutions are present on same side of the ring of carbon atoms, it is a cis isomer. If the substitutions are present above and below the ring, then it is a trans isomer.
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 14.103EP
IUPAC name of the given compound is methoxymethanol.
Explanation of Solution
The structure of given compound is shown below,
The given compound has two functional group namely, hydroxyl group and a alkoxy group. Alcohol has got more preference over ether. Therefore, the IUPAC name is given by using the parent as alcohol. In this case the parent alcohol is found to be methanol. The substituent that is present in the methanol is a methoxy group. Therefore, the IUPAC name of the given compound can be written as methoxymethanol.
IUPAC name for the given compound is assigned.
(d)
Interpretation:
The IUPAC name of given compound has to be assigned.
Concept Introduction:
Any organic molecule can be named by using certain rules given by IUPAC (International Union for Pure and applied chemistry). IUPAC name consists of three parts in major namely Prefix suffix and root word.
Prefix represents the substituent present in the molecule and its position in the root name.
Suffix denotes the presence of functional group if any in the molecule. It can be an alkene, alkyne, alcohol, carboxylic acid, alcohol etc.
Root word represents the longest continuous carbon skeleton of the organic molecule.
IUPAC rules for naming ether:
- ✓ The base name is found from the longest carbon chain present in ether.
- ✓ The suffix –yl has to be changed to –oxy in order to obtain the alkoxy group name. For example, ethyl becomes as ethoxy, methyl becomes as methoxy etc.
- ✓ Alkoxy name has to be placed first with the number (carbon atom to which the alkoxy group is attached) followed by the base name.
(d)

Answer to Problem 14.103EP
IUPAC name of the given compound is 2-methylanisole.
Explanation of Solution
The structure of given compound is shown below,
First step is to identify the longest carbon chain. In this case it is a six carbon
Next step is to identify the substituent present in the given structure. It is found that a methyl group is present in the second carbon atom of the aromatic benzene ring.
The substituent methyl group is present on the second carbon atom. The parent compound name is anisole (methoxybenzene). This gives the IUPAC name as 2-methylanisole.
IUPAC name for the given compound is assigned.
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Chapter 14 Solutions
EBK GENERAL, ORGANIC, AND BIOLOGICAL CH
- For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. དྲ。 ✗MgBr ? O CI Will the first product that forms in this reaction create a new C-C bond? Yes No • ? Will the first product that forms in this reaction create a new CC bond? Yes No × : ☐ Xarrow_forwardPredict the major products of this organic reaction: OH NaBH4 H ? CH3OH Note: be sure you use dash and wedge bonds when necessary, for example to distinguish between major products with different stereochemistry. Click and drag to start drawing a structure. ☐ : Sarrow_forwardPredict the major products of this organic reaction: 1. LIAIHA 2. H₂O ? Note: be sure you use dash and wedge bonds when necessary, for example to distinguish between major products with different stereochemistry. Click and drag to start drawing a structure. X : ☐arrow_forward
- For each reaction below, decide if the first stable organic product that forms in solution will create a new C - C bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. NH2 tu ? ? OH Will the first product that forms in this reaction create a new CC bond? Yes No Will the first product that forms in this reaction create a new CC bond? Yes No C $ ©arrow_forwardAs the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C-C bond as its major product: 1. MgCl ? 2. H₂O* If this reaction will work, draw the major organic product or products you would expect 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 the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. Click and drag to start drawing a structure. This reaction will not make a product with a new CC bond. G marrow_forwardIncluding activity coefficients, find [Hg22+] in saturated Hg2Br2 in 0.00100 M NH4 Ksp Hg2Br2 = 5.6×10-23.arrow_forward
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- 3-Oxo-butanenitrile and (E)-2-butenal are mixed with sodium ethoxide in ethanol. Draw and name the structures of the products.arrow_forwardWhat is the reason of the following(use equations if possible) a.) In MO preperation through diazotization: Addition of sodium nitrite in acidfied solution in order to form diazonium salt b.) in MO experiment: addition of sodium hydroxide solution in the last step to isolate the product MO. What is the color of MO at low pH c.) In MO experiment: addition of sodium hydroxide solution in the last step to isolate the product MO. What is the color of MO at pH 4.5 d.) Avoiding not cooling down the reaction mixture when preparing the diazonium salt e.) Cbvcarrow_forwardA 0.552-g sample of an unknown acid was dissolved in water to a total volume of 20.0 mL. This sample was titrated with 0.1103 M KOH. The equivalence point occurred at 29.42 mL base added. The pH of the solution at 10.0 mL base added was 3.72. Determine the molar mass of the acid. Determine the Ka of the acid.arrow_forward
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning


