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If a molecule is an "ene-one," what functional groups must it have?

Short Answer

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An "ene-one" molecule must have two functional groups: an alkene, which is a carbon-carbon double bond (\(C=C\)), and a ketone, which is a carbonyl group (\(C=O\)). The general structure of an ene-one molecule is \( R_1 - C=C - R_2 - C(=O) - R_3\), where R1, R2, and R3 are different alkyl or aryl groups.

Step by step solution

01

Identifying the components in "ene-one" #

In the term "ene-one", there are two components: "ene" and "one". We need to associate each component with its corresponding functional group. 1. "ene" refers to the presence of a carbon-carbon double bond, specifically an alkene. 2. "one" refers to the presence of a carbonyl group (C=O), specifically a ketone. #tag_end#
02

Combining the functional groups #

Since an "ene-one" molecule must have both an alkene and a ketone, we need to combine these functional groups to create a molecule that contains both. In general, an ene-one molecule would look like this: \[ R_1 - C=C - R_2 - C(=O) - R_3\] Here, R1, R2, and R3 are different alkyl or aryl groups. The carbon-carbon double bond (alkene) is present between R1 and R2, while the carbonyl group (ketone) is present between R2 and R3. #tag_end# In summary, a molecule that is described as an "ene-one" must have an alkene (carbon-carbon double bond) and a ketone (carbonyl group) functional group.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Alkene
An alkene is a hydrocarbon that contains at least one carbon-carbon double bond. This bond is characterized by the sharing of four electrons between two carbon atoms, as opposed to the single bond where only two electrons are shared. Alkenes are also known as olefins and are a subset of unsaturated hydrocarbons, which means they have fewer hydrogen atoms than alkanes, their saturated counterparts.

Alkenes are represented by the general formula CnH2n, indicating that they have two fewer hydrogen atoms than an alkane with the same number of carbons. The presence of the double bond gives alkenes distinct chemical properties such as the ability to undergo addition reactions where atoms or groups of atoms can 'add on' across the double bond. This is important in many chemical synthesis processes.

The carbon-carbon double bond also imparts geometrical isomerism to alkenes. Molecules can exhibit different physical and chemical properties depending on the spatial arrangement of atoms around the double bond. For instance, trans- and cis- configurations can dramatically affect the properties and reactivity of molecules.
Ketone
A ketone is an organic compound characterized by the presence of a carbonyl group (C=O) flanked by two alkyl or aryl groups. Unlike aldehydes, where the carbonyl group is at the end of the carbon chain, in ketones, it is located within the carbon skeleton.

Ketones are often represented by the general formula R-CO-R', where R and R' can be the same or different alkyl or aryl groups. They are widely used in various applications such as solvents, fragrances, and pharmaceuticals. The carbonyl group is polar, and this imparts certain properties to ketones, such as a higher boiling point when compared to similar-sized alkanes and alkenes.

The chemical reactivity of ketones includes nucleophilic addition reactions, where nucleophiles attack the electrophilic carbon in the carbonyl group. This is a fundamental reaction in organic synthesis. Ketones can also undergo reduction to form secondary alcohols and can be important intermediates in many organic reactions.
Carbon-Carbon Double Bond
The carbon-carbon double bond is a seminal concept in organic chemistry. It consists of two carbon atoms connected by both a sigma (σ) bond and a pi (π) bond. The sigma bond is a direct overlap of orbitals, while the pi bond is formed by the side-to-side overlap of p-orbitals, perpendicular to the sigma bond. This type of bonding is seen in alkenes.

The presence of the double bond means that these molecules cannot rotate freely around the bond axis, leading to the possibility of stereochemistry or isomerism. Isomers have the same molecular formula but different structures, and the rigidity of double bonds creates what are known as geometric or cis-trans isomers. The carbon-carbon double bond is also very reactive, making alkenes susceptible to chemical reactions such as hydrogenation, where hydrogen is added across the bond, and halogenation, where halogens can add to form dihaloalkanes.
Carbonyl Group
The carbonyl group is one of the most significant functional groups in organic chemistry, consisting of a carbon atom double-bonded to an oxygen atom (C=O). It is a feature of several organic compounds, including ketones and aldehydes.

The double bond in the carbonyl group is composed of one sigma and one pi bond, with the pi bond formed by side-overlapping p orbitals of carbon and oxygen. This creates a polar bond due to the difference in electronegativity between oxygen (more electronegative) and carbon, which gives the carbonyl group its unique chemical reactivity. Because of the polarity, the carbon in the carbonyl group is electrophilic, meaning it attracts nucleophiles (electron-rich species) in nucleophilic addition and substitution reactions.

The reactivity of the carbonyl group is exploited in many synthetic applications, where it participates in the formation of a wide array of chemical products, from simple compounds to complex natural products and medicines. Its versatility is a cornerstone in the chemistry of carbon-based life.

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Most popular questions from this chapter

(a) When cyclopropane is treated with HI, 1 -i-iodopropane is formed. A similar type of reaction does not occur with cyclopentane or cyclohexane. Suggest an explanation for cyclopropane's reactivity. (b) Suggest a method of preparing ethylbenzene, starting with benzene and ethylene as the only organic reagents.

Indicate whether each statement is true or false. (a) Alkanes do not contain any carbon-carbon multiple bonds. (b) Cyclobutane contains a four-membered ring. (c) Alkenes contain carbon-carbon triple bonds. (d) Alkynes contain carbon-carbon double bonds. (e) Pentane is a saturated hydrocarbon but 1-pentene is an unsaturated hydrocarbon. (f) Cyclohexane is an aromatic hydrocarbon. (g) The methyl group contains one less hydrogen atom than methane.

A typical amino acid with one amino group and one carboxylic acid group, such as serine, can exist in water in several ionic forms. (a) Suggest the forms of the amino acid at low pH and at high pH. (b) Amino acids generally have two pK\(_{a}\) values, one in the range of 2 to 3 and the other in the range of 9 to \(10 .\) Serine, for example, has pK\(_{a}\) values of 2.19 and \(9.21 .\) Using species such as acetic acid and ammonia as models, suggest the origin of the two pK\(_{a}\) values. (c) Glutamic acid is an amino acid that has three \(\mathrm{p} K_{a}^{\prime} \mathrm{s} : 2.10,4.07,\) and \(9.47 .\) Draw the structure of glutamic acid, and assign each \(\mathrm{pK}_{a}\) to the appropriate part of the molecule. (d) An unknown amino acid is titrated with strong base, producing the following titration curve. Which amino acids are likely candidates for the unknown?

Indicate whether each statement is true or false. (a) Two geometric isomers of pentane are \(n\)-pentane and neopentane. (b) Alkenes can have cis and trans isomers around the CC double bond. (c) Alkynes can have cis and trans isomers around the CC triple bond.

Draw each molecule given its name and the following information. (a) Nitroglycerin, also known as \(1,2,3\) -trinitroxypropane, the active ingredient in dynamite and a medication administered to people having a heart attack, (Hint: The nitroxy group is the conjugate base of nitric acid.) (b) Putrescine, also known as \(1,4\) -diamino-butane, the compound responsible for the odor of putre-fying fish, ( c) Cyclohexanone, the precursor to Nylon, (a) \(1,1,2,2\) -tetrafluoroethene, the precursor to Teflon, (e) Oleic acid, also known as cis-9-octanedecenoic acid, a monounsaturated fatty acid found in many fats and oils.Draw the correct isomer.

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