Write structural formulas for all of the possible isomers of \(n\)-hexyne that can be formed by moving the position of the triple bond.

Short Answer

Expert verified
The possible isomers of n-hexyne are: 1-hexyne and 2-hexyne.

Step by step solution

01

- Understanding the compound

The molecular formula for n-hexyne is C6H10, which indicates a six-carbon alkyne with one triple bond. Since it's an alkyne, it follows the general formula for alkynes, which is CnH2n-2.
02

- Determining the main chain

To find the isomers, start with the longest chain possible, which is a six-carbon chain. The triple bond can move along this chain to give different isomers.
03

- Naming the isomers

The isomers will be named based on the position of the triple bond. Starting at one end of the six-carbon chain, the first isomer has the triple bond between the first and second carbon atoms, named 1-hexyne. Counting from the opposite end provides the same position due to symmetry.
04

- Drawing the isomers

Draw the structural formulas for each of the isomers by changing the position of the triple bond along the carbon chain:1. For 1-hexyne, draw the triple bond between the first and second carbon atoms.2. For 2-hexyne, draw the triple bond between the second and third carbon atoms.3. There's no need to draw isomers with the triple bond starting at the fourth carbon, as they would be identical to the isomers with the triple bond at the second or third carbon due to the molecular symmetry.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

Key Concepts

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

Structural Formulas
Structural formulas are essential in the study of organic chemistry because they provide a visual representation of a molecule's atomic composition and the bonding between atoms. When we refer to the structural formulas of n-hexyne isomers, we focus on the different ways in which a chain of six carbon atoms can be arranged when featuring a triple bond, characteristic of alkynes.

Visualizing these structural formulas helps discern the positions of the triple bond within the carbon chain, which is crucial to understanding how isomers vary from each other. With this visual aid, we can count carbon atoms from either end of the chain to ensure accurate placement of the triple bond, ultimately leading to correct identification of each isomer based on IUPAC nomenclature. The structural formula also ensures that considerations such as molecular symmetry are taken into account to avoid unnecessary duplication when representing isomers.
Alkyne
Alkynes are organic molecules characterized by a triple bond between two carbon atoms. This bond causes the molecule to be unsaturated, meaning there are fewer hydrogen atoms in proportion to the carbon atoms than in an alkane. Alkynes follow the general formula CnH2n-2. In the case of n-hexyne, the molecule contains six carbon atoms.

The presence of the triple bond remarkably affects the molecule's geometry and reactivity. Because of this bond, alkynes have distinct chemical properties such as the ability to participate in a variety of addition reactions. When looking into the isomers of n-hexyne, the position of the triple bond is shifted along the carbon chain, which produces different types of isomers while maintaining the alkyne's general formula.
Molecular Symmetry
Molecular symmetry refers to the balanced distribution of identical parts around a central point or axis within a molecule. Understanding the concept of molecular symmetry is essential in organic chemistry to avoid counting the same isomer more than once. With alkyne isomers, like those of n-hexyne, key attention should be given to avoid redundancy.

In the case of n-hexyne isomers, shifting the position of the triple bond stepwise from one end of the carbon chain to the other will eventually produce a compound that is symmetrical to a previously listed isomer. For example, a triple bond starting at the fourth carbon from one end will result in an isomer identical to one that starts from the second carbon from the other end, due to the linear and symmetrical nature of the carbon chain.
IUPAC Nomenclature
The IUPAC nomenclature system provides a standardized method for naming chemical compounds. For alkyne isomers like those of n-hexyne, the nomenclature reflects both the length of the carbon chain and the position of the triple bond. The 'hex' in n-hexyne stands for the six carbons, and 'yne' is the suffix that indicates an alkyne.

When naming the isomers, number the carbon atoms in the chain starting with the end nearest the triple bond, which is a rule that ensures the lowest possible number for the triple bond's location. For example, in 2-hexyne, the number 2 indicates that the triple bond is between the second and third carbon atoms. Correctly applying IUPAC rules leads to unambiguous names, which are critically important for clear communication among chemists and for the accurate identification of compounds.

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Study anywhere. Anytime. Across all devices.

Sign-up for free