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Using Table 7-2 as a guide, predict which member of each pair is more stable, as well as

Chapter 7, Problem PROBLEM 7-13

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QUESTION:

Using Table 7-2 as a guide, predict which member of each pair is more stable, as well as by about how many kJ/mol or kcal/mol.

(a) cis,cis-hexa-2,4-diene or trans,trans-hexa-2,4-diene

(b) 2-methylbut-1-ene or 3-methylbut-1-ene

(c) 2-methylbut-1-ene or 2-methylbut-2-ene

(d) cis-4-methylpent-2-ene or 2-methylpent-2-ene

Questions & Answers

QUESTION:

Using Table 7-2 as a guide, predict which member of each pair is more stable, as well as by about how many kJ/mol or kcal/mol.

(a) cis,cis-hexa-2,4-diene or trans,trans-hexa-2,4-diene

(b) 2-methylbut-1-ene or 3-methylbut-1-ene

(c) 2-methylbut-1-ene or 2-methylbut-2-ene

(d) cis-4-methylpent-2-ene or 2-methylpent-2-ene

ANSWER:

Step 1 of 4

The amount of energy released alkenes are converted to alkane is the hydrogenation energy.

When hydrogenation increases, the stability decreases. Alkanes are more stable compared to corresponding alkenes.

(a) The given organic compounds are cis-hexa-2,4-diene and trans-hexa-2,4-diene. The structure is given below:

Here, both the alkenes give the same hydrogenation product. Since the given compounds are geometrical isomers, a trans isomers is stable than the cis isomer due to spacia arrangement.

Thus, trans-2, 4-hexadiene is more stable than Cis-2, 4-hexadiene.

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