Chapter 21: Problem 56
Draw the correct structure for each compound. a. 2-hexene b. 1-heptyne c. 4,4-dimethyl-2-hexene d. 3-ethyl-4-methyl-2-pentene
Short Answer
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Structures: a. Six carbons with a double bond between carbons 2 and 3. b. Seven carbons with a triple bond at carbon 1. c. Six carbons with a double bond between carbons 2 and 3, and two methyl groups on carbon 4. d. Five carbons with a double bond between carbons 2 and 3, an ethyl group on carbon 3, and a methyl group on carbon 4.
Step by step solution
01
Drawing 2-Hexene
To draw 2-hexene, begin by sketching a chain of six carbon atoms (since 'hex' indicates six carbons). 2-Hexene is an alkene, so it has a double bond. Place the double bond between the second and third carbon atoms (since the number '2-' indicates the position of the double bond). Ensure that the remaining carbon atoms are saturated with hydrogen atoms.
02
Drawing 1-Heptyne
Start with a chain of seven carbon atoms for 1-heptyne (with 'hept' referring to seven carbons). Since 1-heptyne is an alkyne, it has a triple bond. Place the triple bond at the first carbon atom (as indicated by the '1-' prefix). Complete the structure by adding hydrogen atoms to saturate the remaining carbon atoms.
03
Drawing 4,4-Dimethyl-2-hexene
Draw a six-carbon chain for the 'hex' base name. Insert a double bond between the second and third carbon atoms to indicate '2-hexene'. Add two methyl groups (CH3) on the fourth carbon atom as '4,4-dimethyl' denotes two methyl groups at the fourth position. Add hydrogen atoms to fill the remaining valences.
04
Drawing 3-Ethyl-4-methyl-2-pentene
Draw a five-carbon chain indicating 'pent' as the base. Include a double bond between the second and third carbon atoms for '2-pentene'. Attach an ethyl group (CH2CH3) to the third carbon atom and a methyl group (CH3) to the fourth carbon atom. Add hydrogens to saturate the remaining valences.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Drawing Organic Molecules
Understanding the structure of organic molecules is essential in the field of chemistry. Drawing these molecules helps visualize their structure, which is crucial for grasping concepts such as reactivity and physical properties.
When drawing organic molecules, start by considering the backbone which is made up of carbon atoms. The length of the carbon chain is given by prefixes like 'hex' for six carbons or 'pent' for five. Next, identify the functional groups (like double bonds in alkenes and triple bonds in alkynes) and their positions as indicated by numerical prefixes.
When drawing organic molecules, start by considering the backbone which is made up of carbon atoms. The length of the carbon chain is given by prefixes like 'hex' for six carbons or 'pent' for five. Next, identify the functional groups (like double bonds in alkenes and triple bonds in alkynes) and their positions as indicated by numerical prefixes.
Basic Steps for Drawing Organic Molecules:
- Determine the number of carbon atoms in the main chain based on the prefix.
- Identify the type of bond (single, double, triple) and place it in the appropriate location.
- Attach any substituents like methyl or ethyl groups as indicated by the name.
- Complete the structure by adding hydrogen atoms to fill the remaining valences, ensuring that each carbon forms four bonds.
Structural Isomerism
Structural isomerism is a concept in chemistry where molecules with the same molecular formula have different structures. This difference in connectivity or the arrangement of atoms results in isomers having unique physical and chemical properties.
For example, the molecules butane and isobutane both have the molecular formula C4H10, yet they differ structurally – butane has a straight chain, while isobutane has a branched chain.
For example, the molecules butane and isobutane both have the molecular formula C4H10, yet they differ structurally – butane has a straight chain, while isobutane has a branched chain.
Types of Structural Isomerism:
- Chain isomerism: Isomers have different arrangements of the carbon skeleton.
- Position isomerism: Functional groups are positioned differently on the same carbon chain.
- Functional group isomerism: Isomers have different functional groups.
IUPAC Nomenclature
IUPAC nomenclature is a systematic method for naming organic compounds defined by the International Union of Pure and Applied Chemistry (IUPAC). It provides a unique and standardized name for each compound.
To name an organic molecule, first identify the longest carbon chain as the base name. Then, determine the type of compound you have: an alkane (single bonds), an alkene (double bonds), or an alkyne (triple bonds). Number the chain starting from the end closest to the first point of difference, being double/triple bonds or substituents.
To name an organic molecule, first identify the longest carbon chain as the base name. Then, determine the type of compound you have: an alkane (single bonds), an alkene (double bonds), or an alkyne (triple bonds). Number the chain starting from the end closest to the first point of difference, being double/triple bonds or substituents.
Guidelines for IUPAC Nomenclature:
- The root name indicates the number of carbon atoms in the longest continuous chain.
- Prefixes like 'meth-' for one carbon, 'eth-' for two carbons, and so on, are used to indicate the number of carbons in the chain.
- The suffix '-ane', '-ene', and '-yne' denote saturated hydrocarbons, alkenes, and alkynes, respectively.
- Substituents and functional groups are named with appropriate prefixes, and their position is indicated by numbers.
Saturation with Hydrogen Atoms
In organic chemistry, saturation refers to the presence of the maximum number of hydrogen atoms that can be bonded to the carbon atoms within a molecule. Alkanes are saturated hydrocarbons because they contain only single bonds between carbon atoms, and each carbon is bonded to as many hydrogen atoms as possible.
On the other hand, alkenes and alkynes, with their double and triple bonds respectively, are unsaturated - they have fewer hydrogen atoms compared to alkanes with the same number of carbon atoms. Saturation can be changed via chemical reactions such as hydrogenation, wherein hydrogen is added to alkenes or alkynes to convert them into saturated alkanes.
On the other hand, alkenes and alkynes, with their double and triple bonds respectively, are unsaturated - they have fewer hydrogen atoms compared to alkanes with the same number of carbon atoms. Saturation can be changed via chemical reactions such as hydrogenation, wherein hydrogen is added to alkenes or alkynes to convert them into saturated alkanes.
Key Points on Hydrogen Saturation:
- Saturation levels indicate the degree to which a compound has filled its potential bonding capacity with hydrogen.
- Alkanes are fully saturated, while alkenes and alkynes are unsaturated hydrocarbons.
- The presence of double or triple bonds means there are fewer hydrogen atoms attached to the carbon chain.
- Identifying saturation is crucial for understanding the reactivity and stability of organic molecules.