(a)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
(a)
Explanation of Solution
The given compound is as follows.
Let’s given numbering to this compound as follows,
The parent chain contains 9 carbon atoms; in the fifth carbon atom a ketone functional group is attached.
Thus, according to IUPAC this compound can be named as 5-Nonanone.
(b)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups,
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
(b)
Explanation of Solution
The given compound is as follows.
Let’s write give the numbering to this compound.
This parent ring has five carbon atoms; a methyl group was attached to the second carbon atom. Therefore, according to the IUPAC rules, the compound can be named as
Here, this compound has a chiral center (it is highlighted as *); its configuration can be specified as follows,
The numbering follows an anti-clock wise direction and so molecule is in as S configuration.
Thus, the compound name can be written as
(c)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
(c)
Explanation of Solution
The given compound is as follows.
Let’s give the numbering to the given compound.
The parent hydrocarbon chain has two functional groups and they are
(d)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
(d)
Explanation of Solution
The given compound is as follows.
Let’s write give the numbering to this compound.
This parent chain has three carbon atoms; a methyl group was attached to the second carbon atom and hydroxyl group was attached to the third carbon atom. Therefore, according to the IUPAC rules, the compound can be named as 3-Hydroxy-2-methyl-propanal.
Here, this compound has a chiral center (it is highlighted as *); its configuration can be specified as follows,
The numbering of substituents on the chiral center follows clock wise direction and so molecule is in R configuration.
Thus, the compound name can be written as (R)-3-Hydroxy-2-methyl-propanal.
(e)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
(e)
Explanation of Solution
The given compound is as follows.
Let’s give the numbering to the given compound.
A phenyl ring is attached to the first carbon atom in the three membered parent carbon chains. According to IUPAC the aldehyde group has higher priority. Thus the compound can be named as 1-phenyl-1-propanone.
(f)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
R and S nomenclature: it is used to assign the molecule using CIP (Cahn-Ingold-Prelog) rules.
The CIP rules are as follows:
Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.
If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.
(f)
Explanation of Solution
The given compound is as follows.
Let’s write give the numbering to this compound.
This parent ring has six carbon atoms; a hydroxyl (–OH) and a phenyl ring were attached to the first and fifth carbon atoms in the parent chain respectively. Therefore, according to the IUPAC rules, the compound can be named as 5-Hydroxy-1-phenyl-3-hexanone.
Here, this compound has a chiral center (it is highlighted as *); its configuration can be specified as follows,
The numbering follows an anti-clock wise direction and so molecule is in as S configuration.
Thus, the compound name can be written as (S)-5-Hydroxy-1-phenyl-3-hexanone.
(g)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
(g)
Explanation of Solution
The given compound is as follows.
Let’s give the numbering to the given compound.
The parent hydrocarbon ring has five carbon atoms. A propyl group was attached to the second carbon atom in the ring and two ketone groups were present in first and third carbon atom respectively. Thus the compound can be named as
(h)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
(h)
Explanation of Solution
The given compound is as follows.
Let’s give the numbering to the given compound.
The parent hydrocarbon chain has five carbon atoms with two aldehydes on both ends. Thus according to IUPAC the compound can be named as pentanedial.
(i)
Interpretation:
The given compound’s IUPAC name has to be determined and the relevant stereochemistry should be specified.
Concept introduction:
The functional group in the aldehydes and Ketones are carbonyl group.
Naming Aldehydes:
Aldehydes have at least one hydrogen attached to the carbonyl carbon atom.
The IUPAC naming of aldehydes is obtained by replacing the final "e" on the name of the parent hydrocarbon with "al".
For example:
Naming Ketones:
The IUPAC name of a ketones are obtained by replacing the "e" on the end of the parent hydrocarbon with "one".
Only few ketones have common name.
For example:
Naming of compounds with two functional groups;
If a compound has two functional groups, the one with lower priority is indicated by a prefix and another with the higher priority by a suffix.
(i)
Explanation of Solution
The given compound is as follows.
Let’s give the numbering to the given compound.
The parent hydrocarbon chain has two functional groups and they are bromine and ketone. According to IUPAC the bromine has higher priority. Thus the compound can be named as 2-bromo-3-pentanone.
Here, this compound has a chiral center (it is highlighted as *); its configuration can be specified as follows,
The numbering follows a clock wise direction and so molecule is in R configuration.
Thus, the compound name can be written as (R)-2-bromo-3-pentanone.
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Chapter 16 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
- Provide an IUPAC name for the following compound. Include stereochemistry where necessary.arrow_forwardSynthesize each compound from benzene, organic halides with < 5 C's, and any other organic or inorganic reagents.arrow_forwardTwo products are formed when methylenecyclohexane reacts with NBS? Show how each is formed. Disregard stereoisomers.arrow_forward
- Give the complete common name, including anomer and stereochemistry labels .arrow_forwardChemistry Complete the following reactions with the missing major products, starting reagents or reaction conditions. Indicate stereochemistry if applicable.arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. ? + H₂O H₂SO4 CH3 CH3 CHCCH3 OH CH3 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. Sn [F ChemDoodlearrow_forward
- Account for the regioselectivity and stereoselectivity observed when this compound is treated with Hg(OAc)2 in H₂O Use wedge and hash bonds ONLY when needed to show reaction stereochemistry. . If the reaction produces a racemic mixture, just draw one stereoisomer.arrow_forwardgive the IUPAC names for the following compound: specify stereochemistry if relevantarrow_forwardCompounds A and B are isomers having molecular formula C5H12. Heating A with Cl2 gives a single product of monohalogenation, whereas heating B under the same conditions forms three constitutional isomers. What are thestructures of A and B?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning