12.1 Lecture
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Intro to Organic Chemistry - Structures and Naming
Lecture Outline
- Organic Chemistry
- Structural Formula, Condensed Structural Formula, Line Angle Drawings
- Representations of Methane and Butane
- Branching and Isomers
- Isomers – worksheet
- Ring Structures, Aromatics, Benzene
- Line-Angle Drawings
- Alkanes
- Prefix name = number of carbons
- Representations of Organic Molecules - worksheet
- IUPAC Naming of Organic Molecules
- Organic Molecules: Structure to Chemical Name – 2 worksheets
- Organic Molecules: Chemical Name to Structure - worksheet
Summary
(adapted from Chemistry: Atoms First 2e)
The simplest organic compounds contain only the elements carbon and hydrogen, and are called hydrocarbons. Even though they are composed of only two types of atoms, there is a wide variety of hydrocarbons because they may consist of varying lengths of chains, branched chains, and rings of carbon atoms, or combinations of these structures. In addition, hydrocarbons may differ in the types of carbon-carbon bonds present in their molecules.
Alkanes, or saturated hydrocarbons, contain only single covalent bonds between carbon atoms. The Lewis structures and models of methane, ethane, and pentane are illustrated in the figure below. Carbon chains are usually drawn as straight lines in Lewis structures, but one has to remember that Lewis structures are not intended to indicate the geometry of molecules.
The structures of alkanes and other organic molecules may also be represented in a less detailed manner by condensed structural formulas (or simply, condensed formulas). Instead of the usual format for chemical formulas in which each element symbol appears just once, a condensed formula is written to suggest the bonding in the molecule. These formulas have the appearance of a Lewis structure from which most or all of the bond symbols have been removed.
A common method used by organic chemists to simplify the drawings of larger molecules is to use a skeletal structure (also called a line-angle structure). In this type of structure, carbon atoms are not symbolized with a C, but represented by each end of a line or bend in a line. Hydrogen atoms are not drawn if they are attached to a carbon. Other atoms besides carbon and hydrogen are represented by their elemental symbols. The figure below shows three different ways to draw the same structure.
Supplemental Reading
from Chemistry: Atoms First 2e/OpenStax - Intro to Organic Chemistry Links to an external site.
from Chemistry: Atoms First 2e/OpenStax - Organic Molecule Structures Links to an external site.
from Chemistry for Allied Health/LibreTexts - Representing Structures Links to an external site.
from Introductory Chemistry/LibreTexts - Isomers Links to an external site.
Intro to Organic Chemistry - Structures and Naming
Lecture assignment includes embedded videos and assessment questions. Watch embedded videos to answer questions.
Worksheets assignment based on problems completed in lecture recording. Attend meeting or watch lecture recording for guidance in completing assignment.
Use Lecture Worksheets pack or Download lecture worksheets Download Download lecture worksheets
Intro to Organic Chemistry - Structures and Naming
Lecture Videos
Organic Chemistry - Structures
Isomers
Line Angle Drawings
Naming Organic Compounds (from Structure)
Drawing Chemical Structure from Name
Supplemental Videos
Why is Carbon the Key to Life on Earth? (4 min, Reactions Science Videos)
Organic Chemistry Introduction, Part 1 (5 min, Melissa Maribel)
Isomers (5 min, Melissa Maribel)
Naming Alkanes (7 min, Melissa Maribel)
Drawing Alkanes When Given the Chemical Name (4 min, Melissa Maribel)
Intro to Organic Chemistry - Structures and Naming
Questions for Study/Review-
Here are the condensed structural formulas for two alkanes: CH3CH3 and CH3(CH2)2CH3.
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What are the names for these compounds?
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For each of the alkanes above, give the chemical formula and draw a structural formula that shows all bonds and atoms.
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For a molecule of n-decane, C10H22
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Draw the structural formula for n-decane
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Predict the chemical formula for n-nonane and n-dodecane
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Given this condensed structural formula: CH3CH(CH3)CH2CH3
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Expand the condensed formula into a complete structure/structural formula
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Draw a line-angle drawing for the structure in 3a.
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Write the structural formula and line-angle drawings of each different isomer of C6H14. Watch out for duplicate structures.
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Are n-butane and iso-butane isomers? Explain.
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Are n-hexane and cyclohexane isomers? Explain
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Three isomers have the formula C5H12. For each, draw a structural formula, a condensed structural formula, and a line-angle drawing.
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A ball-and-stick representation for one isomer of butane (C4H10) is shown below.
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Draw a structural formula for this isomer.
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Draw structural formulas for all other isomers of butane. Watch out for duplicate structures.
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The structual formulas for ethane, ethene, and ethanol are given below.
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Is ethane and isomer of ethene? of ethanol? Explain.
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Are any other isomers possible for ethene? Explain.
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Are any other isomers possible for ethanol? Explain.
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Below are three compounds withe the same chemical formula of C8H18. The hydrogen atoms and C-H bonds have been omitted for simplicity.
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For each compound, draw structural formulas that show the missing H atoms. All should have 18 H atoms.
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Which (if any) of these structural formulas are identical?
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Draw the structural formulas for any two additional isomers of C8H18.
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Consider these three alcohols: methanol, ethanol and n-propanol. These compounds all contain a
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When asked to draw structural formulas for the three isomers of C5H12, a student submitted the set shown below, with six isomers. Help this student see why some of the answers are incorrect. Note: The hydrogen atoms have been omitted for clarity.
Answer Key Download Answer Key
Questions and Answers adapted from Chemistry in Context by American Chemical Society
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