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Ch. 10 - Alkynes: Electrophilic Addition and Redox Reactions
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471Non è quello che usi tu?Cambia libro di testo
Capitolo 9, Problema 11c

Draw the structures that correspond to the following names.
(c) (Z)-2-chloro-7-methyloct-2-en-4-yne

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Step 1: Break down the name systematically. The name '(Z)-2-chloro-7-methyloct-2-en-4-yne' provides information about the structure. The parent chain is 'oct', indicating 8 carbon atoms in the main chain. The suffix '-2-en-4-yne' indicates a double bond at carbon 2 and a triple bond at carbon 4.
Step 2: Identify the substituents. The prefix '2-chloro' indicates a chlorine atom attached to carbon 2, and '7-methyl' indicates a methyl group attached to carbon 7.
Step 3: Determine the stereochemistry. The '(Z)' configuration specifies that the higher-priority groups on the double bond at carbon 2 are on the same side. Use the Cahn-Ingold-Prelog priority rules to assign priorities to the groups attached to the double-bonded carbons.
Step 4: Draw the carbon skeleton. Start with an 8-carbon chain. Place a double bond between carbons 2 and 3, and a triple bond between carbons 4 and 5. Add the substituents: a chlorine atom on carbon 2 and a methyl group on carbon 7.
Step 5: Adjust the structure to reflect the '(Z)' configuration. Ensure that the higher-priority groups on the double bond at carbon 2 are on the same side. Verify the placement of all substituents and bonds to ensure the structure matches the name.

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Stereochemistry

Stereochemistry is the study of the spatial arrangement of atoms in molecules and how this affects their chemical properties. In the context of the given compound, the '(Z)' notation indicates that the highest priority substituents on the double bond are on the same side, which is crucial for accurately drawing the structure.
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Nomenclature

Nomenclature in organic chemistry refers to the systematic naming of chemical compounds based on established rules. The name '(Z)-2-chloro-7-methyloct-2-en-4-yne' provides information about the structure, including the presence of a double bond (alkene) and a triple bond (alkyne), as well as specific substituents and their positions on the carbon chain.
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Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In this compound, the presence of a chloro group and the double and triple bonds are key functional groups that influence the reactivity and properties of the molecule, guiding the drawing of its structure.
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