Introductory Chemistry (5th Edition)

Published by Pearson
ISBN 10: 032191029X
ISBN 13: 978-0-32191-029-5

Chapter 18 - Organic Chemistry - Exercises - Problems - Page 685: 62

Answer

No. of possible isomers of 1-hexyne will be six (06). Name of those isomers are: 2-hexyne, 3-hexyne, 4-methyl-2-pentyne, 3-methyl-1-pentyne, 4-methyl-1-pentyne and 3,3-dimethyl-1-butyne. Structure for each compound is as follows;

Work Step by Step

From the structure of 1-hexyne, it is clear that a triple bond is present here in between no. 1 and no. 2 Carbon. If we change the position of triple bond and keep it in between no. 2 and no. 3 C, we will get the same molecular formula but different structure. So, this is an isomer of 1-hexyne, which will be 2-hexyne. Similarly, if we change the position of triple bond and keep it in between no. 3 and no. 4 Carbon, we will get another isomer: 3-hexyne. Now, if we draw 5 Carbon in a straight chain and a methyl group is added as a substitute, we will get two isomers by changing position of triple bond and substitute. If the triple bond is in between no. 2 and no. 3 Carbon and substitute is at 4 no. position then we will get 4-methyl-2-pentyne. Also, if the triple bond is in between no. 1 and no. 2 position and substitute is in 3rd or 4th position we will get 3-methyl-1-pentyne or 4-methyl-1-pentyne respectively. Now, if we draw 4 Carbon in straight chain and two methyl group is added as substitute we will get one isomer. Here, the triple bond is placed in between no. 1 and no. 2 Carbon and the substitutes can only be added to no. 3 position to get the isomer 3,3-dimethyl-1-butyne.
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