(a)
Interpretation: The IUPAC name for Megatomoic acid has to be given.
Concept introduction:
Carboxylic acids contain a carbonyl attached to a hydroxyl group as shown below,
Nomenclature of
- Find the Parent hydrocarbon chain.
- Carboxyl carbon must be numbered first.
- Replace the –e in the
alkane name with –oic acid.
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.
E-Z designators are used as like cis-trans terminology for non-similar groups attached
In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.
(b)
Interpretation: The number of possible stereoisomers for the given compound has to be stated.
Concept introduction:
Carboxylic acids contain a carbonyl attached to a hydroxyl group as shown below,
The stereoisomerism is the arrangement of atoms in molecules whose connectivity remains the same but their arrangement in different in each isomer.
The two molecules are described as stereoisomers if they are made of the same atoms connected in the same sequence, but the atoms are positions differently in space
E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.
In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.
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Chapter 17 Solutions
EP ORGANIC CHEMISTRY-OWL V2 ACCESS
- Compounds that contain an N-H group associate by hydrogen bonding. (a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group? (b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?arrow_forward4 But-2-enal, CH₂CH=CHCHO, is a pale yellow, flammable liquid with an irritating odour. (a) But-2-enal exists as two stereoisomers. Draw skeletal formulae to show the structure of the two stereoisomers of but-2-enal. (b) (i) Describe a simple chemical test that would show that but-2-enal is an aldehyde. (ii) Explain why this test gives a different result with aldehydes than it does with keton (c) But-2-enal also reacts with sodium borohydride, NaBH4. (i) Identify the organic compound formed in this reaction. (ii) State the type of chemical reaction occurring. (d) Precautions must be taken to prevent but-2-enal catching fire. Construct a balanced equation for the complete combustion of but-2-enal, C₂HO.arrow_forward(ii) Name the following using IUPAC system of nomenclature: (a) CH2 (Cl) CH (NH2) CHO (b) CH3 C (Br) CH2 CH (F) COOH Brarrow_forward
- Draw one possible structure for each of the following compounds based on the descriptions below. (i) A compound with molecular formula C6H11NO that includes alkene, secondary amine, and primary alcohol functional groups. (ii) A compound with molecular formula C6H9NO that has an amide functional group and does not have an alkene group.arrow_forwardThe cis ketone A is isomerized to a trans ketone B with aqueous NaOH. A similar isomerization does not occur with ketone C. (a) Draw the structure of B using a chair cyclohexane. (b) Label the substituents in C as cis or trans, and explain the difference in reactivity.arrow_forwardRank each set of compounds in order of increasing boiling points.(a) diethylamine, diisopropylamine, trimethylaminearrow_forward
- Sphingomyelins, a group of lipids that resemble the membrane phospholipids discussed in Section 3.7, are a major component of the myelin sheath, the insulating layer that surrounds a nerve fiber. (A) What functional groups are present in sphingomyelin X? (B) Classify any alcohol, amine, and amide as 1, 2, or 3. (C) Label the polar head and non polar tails of X.arrow_forwardWrite the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forwardWrite the IUPAC name of each alkene. (a) (b) uarrow_forward
- Compounds with nearly identical molar masses often havevery different physical properties. Choose the compound withthe higher value for each of the following properties, and explainyour choice.(a) Solubility in water: chloroethane or methylethylamine(b) Melting point: diethyl ether or 1-butanol(c) Boiling point: trimethylamine or propylaminearrow_forwardBy simple chemical test, how can you distinguish between: Cyclohexanol and methoxybenzenearrow_forwardIn each pair, indicate the compound that is more soluble in water. (a) trimethylamine or propylamine (b) tripropylamine or ethylpropylamine (c) butylamine or ethylamine (d) propylamine or butanearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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