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

Short Answer

Expert verified
The three structural isomers of \(\mathrm{C}_{4}\mathrm{H}_{7}\mathrm{F}\) are: 1. 1-Fluoropropane: \(\mathrm{F\!-\!C_1 C_2 C_3 C_4}\) 2. 2-Fluoropropane: \(\mathrm{C_1 C_2\!-\!F C_3 C_4}\) 3. 1-Fluoro-2-methylpropane: \(\mathrm{F\!-\!C_1(C_2)C_3 C_4}\) Since none of these structures have double bonds or stereogenic centers, there are no cis-trans (geometrical) isomers for the given chemical formula.

Step by step solution

01

Find all possible arrangements of carbon atoms

To start, let's find all the possible ways to arrange our four carbon atoms. The different arrangements of carbon atoms can be: 1. As a straight chain: \(\mathrm{CCCC}\) 2. With a branch: \(\mathrm{CC(C)C}\)
02

Place the fluorine atom and hydrogen atoms

Now, let's place the fluorine atom and hydrogen atoms onto the carbon skeletons that we found in step 1. Arrangement 1: Straight chain \(\mathrm{CCCC}\) - 1-Fluoropropane: \(\mathrm{F\!-\!C_1 C_2 C_3 C_4}\) - 2-Fluoropropane: \(\mathrm{C_1 C_2\!-\!F C_3 C_4}\) Arrangement 2: With a branch \(\mathrm{CC(C)C}\) - 1-Fluoro-2-methylpropane: \(\mathrm{F\!-\!C_1(C_2)C_3 C_4}\)
03

Examine each arrangement for cis-trans (geometrical) isomers

Now, let's examine each of the structures we found in step 2 for geometrical (cis-trans) isomers. Since cis-trans isomerism occurs when there is restricted rotation around a double bond or when there is stereogenic center with a specific arrangement, we'll look for these features in each structure. - 1-Fluoropropane and 2-Fluoropropane: The structures have only single bonds, so there are no cis-trans isomers for these structures. - 1-Fluoro-2-methylpropane: This structure also has only single bonds, so there are no cis-trans isomers for this structure. As a result, since there are no structures with double bonds or stereogenic centers, we conclude that there are no cis-trans (geometrical) isomers for the given chemical formula.
04

List all found isomers

In this exercise, we found the following three structural isomers of \(\mathrm{C}_{4}\mathrm{H}_{7}\mathrm{F}\): 1. 1-Fluoropropane: \(\mathrm{F\!-\!C_1 C_2 C_3 C_4}\) 2. 2-Fluoropropane: \(\mathrm{C_1 C_2\!-\!F C_3 C_4}\) 3. 1-Fluoro-2-methylpropane: \(\mathrm{F\!-\!C_1(C_2)C_3 C_4}\) We've also determined that none of these structures have cis-trans (geometrical) isomers.

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