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Give an example of a hydrocarbon that, in theory, exhibits each of the following bond angles: \(60^{\circ}, 90^{\circ}, 109.5^{\circ}, 120^{\circ},\) and \(180^{\circ} .\)

Short Answer

Expert verified
Examples of hydrocarbons that exhibit the desired bond angles are: - 60° bond angle: cyclopropane (C3H6) - 90° bond angle: None (hydrocarbons do not exhibit this bond angle) - 109.5° bond angle: methane (CH4) - 120° bond angle: ethylene (C2H4) - 180° bond angle: acetylene (C2H2)

Step by step solution

01

60° Bond Angle Example

To find a hydrocarbon with a 60° bond angle, we need to look for molecules with a trigonal planar geometry, where the central atom is connected to three other atoms, and all atoms are in the same plane. An example of a hydrocarbon that exhibits a 60° bond angle is cyclopropane (C3H6), where each carbon atom is connected to two other carbon atoms, forming a triangle. The bond angles between carbon-hydrogen and carbon-carbon bonds in the molecule are approximately 60°.
02

90° Bond Angle Example

To find a hydrocarbon with a 90° bond angle, we need to look for molecules with a tetrahedral geometry, where the central atom is connected to four other atoms. However, due to the nature of hydrocarbons, it is not possible to find an example of a hydrocarbon with a 90° bond angle, as all hydrocarbons have either smaller or larger bond angles.
03

109.5° Bond Angle Example

To find a hydrocarbon with a 109.5° bond angle, we need to look for molecules with a tetrahedral geometry, where the central atom is connected to four other atoms. An example of such a hydrocarbon is methane (CH4). The bond angles between carbon and hydrogen in methane are approximately 109.5°.
04

120° Bond Angle Example

To find a hydrocarbon with a 120° bond angle, we need to look for molecules with a trigonal planar geometry, where the central atom is connected to three other atoms, and all atoms are in the same plane. An example of such a hydrocarbon is ethylene (C2H4). The bond angles between carbon-hydrogen and carbon-carbon bonds in the molecule are approximately 120°.
05

180° Bond Angle Example

To find a hydrocarbon with a 180° bond angle, we need to look for molecules with a linear geometry, where the central atom is connected to two other atoms, and all atoms are in a straight line. An example of such a hydrocarbon is acetylene (C2H2). The bond angle between the carbon-carbon triple bond and the carbon-hydrogen single bonds in acetylene is 180°.

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Key Concepts

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

Cyclopropane
Cyclopropane is an interesting hydrocarbon due to its unique structure, which leads to unusual bond angles. In cyclopropane, the carbon atoms form a triangle, resulting in bond angles of approximately 60 degrees. This is significantly smaller than the typical tetrahedral angle of 109.5 degrees found in many other alkanes like methane.

This strained angle arises due to the molecular geometry forcing the carbon atoms into a triangular shape, deviating from their usual tetrahedral configuration. The tension from this angle creates a significant ring strain because the bonds prefer to exist at "normal" angles, impacting the stability and reactivity of cyclopropane.

Therefore, cyclopropane serves as a classic example in chemistry of ring strain and its effects on molecular stability. This makes it an excellent study subject in understanding molecular geometry and bonding in cyclic compounds.
Methane Geometry
Methane, with the formula CH extsubscript{4}, provides a perfect example of a tetrahedral geometry. In this structure, the central carbon atom forms bonds with four hydrogen atoms. The molecule achieves its stability by arranging these bonds as far apart as possible, resulting in bond angles of 109.5 degrees.

This tetrahedral shape is a common feature in simple hydrocarbons and helps minimize repulsions between bonding electron pairs. As a result, methane adopts a very symmetrical shape, which is essential for its chemical properties and behavior.
  • Methane's geometry is not only central to its stability but also a standard model for understanding organic molecules with single bonds.
  • Its simplicity makes it a fundamental reference point when studying more complex organic structures.
By understanding methane's geometry, students can better appreciate how molecular shapes influence physical and chemical properties.
Ethylene Planar Structure
Ethylene, with the chemical formula C extsubscript{2}H extsubscript{4}, is an example of a hydrocarbon with a planar geometry. In ethylene, each carbon atom forms a double bond with the other carbon atom, creating a planar trigonal structure around each carbon.

The bond angles in ethylene are approximately 120 degrees. This angle is due to the sp extsuperscript{2} hybridization of each carbon atom, which allows the molecule to maintain planarity. Such a configuration is vital for various chemical reactions, especially those involving polymerization processes.
  • The planar structure of ethylene is particularly significant in the formation of polymers, like polyethylene, which is derived from ethylene units.
  • Understanding ethylene's molecular shape is essential for comprehending its reactivity and uses in industrial chemistry.
The study of ethylene provides fundamental insights into chemistry that are applicable to countless materials and processes.
Acetylene Linear Structure
Acetylene, known by its formula C extsubscript{2}H extsubscript{2}, is the simplest alkyne and showcases a linear geometry. In acetylene, the two carbon atoms are connected by a triple bond, resulting in a 180-degree bond angle. This linear arrangement is due to the sp hybridization of carbon atoms, a key characteristic of alkynes.

The linear structure means all atoms in acetylene lie on a straight line, which significantly influences its reactivity and how it interacts with other molecules. This geometry is not only intriguing for its simplicity but also for its importance in various chemical applications.
  • Acetylene is a crucial starting material in many organic syntheses due to its triple bond, which can be manipulated for various chemical reactions.
  • Its linear structure allows it to act as a building block for more complex molecular architectures.
By studying acetylene, students can comprehend the implications of bond types and angles on molecular properties and uses in industry and synthesis.

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Most popular questions from this chapter

For each of the following, fill in the blank with the correct response. All of these fill-in-the-blank problems pertain to material covered in the sections on alkanes, alkenes and alkynes, aromatic hydrocarbons, and hydrocarbon derivatives. a. The first “organic” compound to be synthesized in the laboratory, rather than being isolated from nature, was , which was prepared from . b. An organic compound whose carbon–carbon bonds are all single bonds is said to be . c. The general orientation of the four pairs of electrons around the carbon atoms in alkanes is . d. Alkanes in which the carbon atoms form a single unbranched chain are said to be alkanes. e. Structural isomerism occurs when two molecules have the same number of each type of atom but exhibit different arrangements of the between those atoms. f. The systematic names of all saturated hydrocarbons have the ending added to a root name that indicates the number of carbon atoms in the molecule. g. For a branched hydrocarbon, the root name for the hydrocarbon comes from the number of carbon atoms in the continuous chain in the molecule. h. The positions of substituents along the hydrocarbon framework of a molecule are indicated by the of the carbon atom to which the substituents are attached. i. The major use of alkanes has been in reactions, as a source of heat and light. j. With very reactive agents, such as the halogen elements, alkanes undergo reactions, whereby a new atom replaces one or more hydrogen atoms of the alkane. k. Alkenes and alkynes are characterized by their ability to undergo rapid, complete reactions, by which other atoms attach themselves to the carbon atoms of the double or triple bond. l. Unsaturated fats may be converted to saturated fats by the process of . m. Benzene is the parent member of the group of hydrocarbons called hydrocarbons. n. An atom or group of atoms that imparts new and characteristic properties to an organic molecule is called a group. o. A alcohol is one in which there is only one hydrocarbon group attached to the carbon atom holding the hydroxyl group. p. The simplest alcohol, methanol, is prepared industrially by the hydrogenation of . q. Ethanol is commonly prepared by the of certain sugars by yeast. r. Both aldehydes and ketones contain the group, but they differ in where this group occurs along the hydrocarbon chain. s. Aldehydes and ketones can be prepared by of the corresponding alcohol. t. Organic acids, which contain the group, are typically weak acids. u. The typically sweet-smelling compounds called result from the condensation reaction of an organic acid with an .

Poly(lauryl methacrylate) is used as an additive in motor oils to counter the loss of viscosity at high temperature. The structure is The long hydrocarbon chain of poly(lauryl methacrylate) makes the polymer soluble in oil (a mixture of hydrocarbons with mostly 12 or more carbon atoms). At low temperatures the polymer is coiled into balls. At higher temperatures the balls uncoil and the polymer exists as long chains. Explain how this helps control the viscosity of oil.

Estimate \(\Delta H\) for the following reactions using bond energies given in Table \(8.5 .\) $$ 3 \mathrm{CH}_{2}=\mathrm{CH}_{2}(g)+3 \mathrm{H}_{2}(g) \rightarrow 3 \mathrm{CH}_{3}-\mathrm{CH}_{3}(g) $$ The enthalpies of formation for \(\mathrm{C}_{6} \mathrm{H}_{6}(g)\) and \(\mathrm{C}_{6} \mathrm{H}_{12}(g)\) are 82.9 and \(-90.3 \mathrm{kJ} / \mathrm{mol}\) , respectively. Calculate \(\Delta H^{\circ}\) for the two reactions using standard enthalpies of formation from Appendix \( 4 .\) Account for any differences between the results obtained from the two methods.

Draw all the structural isomers of \(\mathrm{C}_{5} \mathrm{H}_{10}\) . Ignore any cyclic isomers.

Draw all structural and geometrical (cis-trans) isomers of \(\mathrm{C}_{4} \mathrm{H}_{7} \mathrm{F}\) . Ignore any cyclic isomers.

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