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Convert each condensed formula to a Lewis structure. a. \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{4} \mathrm{CH}\left(\mathrm{CH}_{3}\right)_{2}\) c. \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}_{3}\) b. \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}\left(\mathrm{CH}_{2} \mathrm{CH}_{3}\right)_{2}\) d. \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCHO}\)

Short Answer

Expert verified
Draw Lewis structures by identifying main chain, branches, and attachments.

Step by step solution

01

Understanding Condensed Structures

Before we draw a Lewis structure, we must understand the condensed molecular formula. In a condensed formula, the structure is represented in a way that indicates the connectivity of atoms. Molecules are listed from the central atom outwards, and groups like \(\text{CH}_3\) indicate a methyl group. Parentheses indicate branching or repeating units.
02

Step-by-Step for (a)

For \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{4} \mathrm{CH}\left(\mathrm{CH}_{3}\right)_{2}\): 1. Start with a main carbon chain: \(\text{CH}_3-\text{CH}_2-\text{CH}_2-\text{CH}_2-\text{CH}_2-\text{CH}\). 2. Illustrator branching: the \(\text{CH}\) is connected to two \(\text{CH}_3\) groups, making it \(\text{CH}_3-\text{CH}_3\). 3. Count all hydrogens and carbons to ensure you have 10 carbons and 22 hydrogens.
03

Step-by-Step for (b)

For \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}\left(\mathrm{CH}_{2}\mathrm{CH}_{3}\right)_{2}\): 1. Set the backbone as \(\text{CH}_3-\text{CH}-\text{CH}\). 2. Attach methyl groups: \(\text{CH}\) connects to two \(\text{CH}_3\) groups, making it \(\text{CH}_3\text{CH}_3-\text{CH}\). 3. Extend the chain, connecting two \(\text{CH}_2\text{CH}_3\) repeating units to \(\text{CH}\). 4. Verify there are nine carbons, making sure structure aligns.
04

Step-by-Step for (c)

For \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCH} \left(\mathrm{OH}\right)\mathrm{CH}_{2}\mathrm{CH}_{3}\): 1. Use \(\mathrm{C}\) as the central carbon atom with these attached: three \(\text{CH}_3\) groups.2. Attach -\(\mathrm{CH(OH)}-\) extending from the central \(\mathrm{C}\). 3. Continue with a two-carbon chain from \(\mathrm{CH(OH)}\).
05

Step-by-Step for (d)

For \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCHO}\): 1. Begin with \(\mathrm{CH}\) as the central atom and add two \(\text{CH}_3\) groups. 2. Attach the \(\mathrm{CHO}\) group to the \(\mathrm{CH}\) central atom.

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Key Concepts

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

Condensed Structural Formulas
Understanding condensed structural formulas is essential for converting them into Lewis structures. A condensed structural formula represents the molecule in a compact form, indicating how the atoms are connected.

Condensed formulas don't show the individual bonds but group atoms together and sometimes use parentheses to indicate branches or repeating units. For example, in the formula \( \mathrm{CH}_3(\mathrm{CH}_2)_4\mathrm{CH}(\mathrm{CH}_3)_2 \), the parts within parentheses show the repeating \( \mathrm{CH}_2 \) units, and appendages like \( (\mathrm{CH}_3) \) indicate methyl groups attached to a carbon.

This approach helps simplify the structure for larger organic molecules, making it easier to visualize and subsequently draw the complete Lewis structures. Remember, each carbon typically forms four bonds, and hydrogen forms one.
Organic Molecules
Organic molecules are the backbone of life, made primarily of carbon atoms bound to hydrogen, oxygen, nitrogen, and other elements. They range from small molecules like methane \( \mathrm{CH}_4 \) to vast, complex structures like proteins or DNA.

The variety in organic molecules stems from carbon's ability to form up to four covalent bonds, creating straight chains, branched chains, or rings. In chemistry, understanding organic molecules often begins with identifying the functional groups present in the structure.

Functional groups are specific clusters of atoms within molecules that have characteristic properties and reactivities. Some commonly encountered ones in organic chemistry include hydroxyl groups \( (-\mathrm{OH}) \), carbonyl groups, carboxyl groups \( (-\mathrm{COOH}) \), and amino groups \( (-\mathrm{NH}_2) \). These play key roles in the reactions and properties of organic molecules.
Carbon Chains
Carbon chains form the fundamental structure of organic molecules. These chains are series of carbon atoms bonded together and can be linear, branched, or cyclic.

In linear chains, carbon atoms are connected in a straight line, while branched chains have carbon atoms that create side groups off the main chain. Cyclic structures form a closed ring of carbon atoms. The length and structure of these carbon chains significantly influence the properties of the molecule.

For instance, the formula \( \mathrm{CH}_3(\mathrm{CH}_2)_4\mathrm{CH}(\mathrm{CH}_3)_2 \) describes a carbon chain with branches. Linear chains tend to have higher boiling points than their branched counterparts, due to the packing potential and surface areas available for intermolecular forces. Understanding the configuration of these chains is crucial for comprehending how different organic molecules will interact and behave.

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Most popular questions from this chapter

Benzene is the simplest member of a whole class of compounds called aromatic hydrocarbons. a. How is each carbon atom hybridized? b. What is the geometry around each carbon atom? What is the overall geometry of the benzene ring? c. Draw a diagram showing the orbitals used to join the carbon atoms of the ring. d. Follow the indicated curved arrow notation to draw a second resonance structure. e. Benzene and other aromatic hydrocarbons are shown in Chapter 17 to be very stable. Offer an explanation.

\(\mathrm{CH}_{3}{ }^{+}\) and \(\mathrm{CH}_{3}{ }^{-}\) are two highly reactive carbon species. a. What is the predicted hybridization and geometry around each carbon atom? b. Two electrostatic potential plots are drawn for these species. Which ion corresponds to which diagram and why?

Calculate the formal charge on each second-row atom: a. \(\left[\begin{array}{c}\mathrm{H} \\ \mathrm{H}-\mathrm{N}-\mathrm{H} \\\ \mathrm{H}\end{array}\right]^{+}\) b. \(\mathrm{CH}_{3}-\mathrm{N} \equiv \mathrm{C}\) : c. \(\quad: \ddot{\mathrm{O}}=\ddot{\mathrm{O}}-\ddot{\mathrm{O}}:\)

The principles of this chapter can be applied to organic molecules of any size. Answer the following questions about amoxicillin, an antibiotic from the penicillin family. a. Predict the hybridization and geometry around each indicated atom. b. Label five polar bonds using the symbols \(\delta^{+}\) and \(\delta\). c. Draw a skeletal structure. d. How many \(\pi\) bonds does amoxicillin have? Label them. e. Find a \(\mathrm{C}-\mathrm{H}\) bond containing a carbon atom having a hybrid orbital with \(33 \%\) s-character.

Draw each compound in three dimensions, using solid lines, wedges, and dashes to illustrate the position of atoms. a. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{3}\) b. \(\mathrm{CH}_{3} \mathrm{OH}\) c. \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{NH}\)

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