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Problem:Give a molecular orbital description for each of the following:

a. 1,3-pentadiene b. 1,4-pentadiene c. 1,3,5-heptatriene d. 1,3,5,8-nonatetraene

Short Answer

Expert verified

a.

b.

c.

d.

Step by step solution

01

Step 1: Molecular orbital description for 1,3-pentadiene

1,3-Pentadiene has 鈥渢wo conjugated pie bonds,鈥 so it has four p atomic orbitals. Four atomic orbitals combine to produce four molecular orbitals :1,2,3and4

Half are bonding Molecular orbital (1,2), and the other Half are antibonding molecular orbital (3and4).

The molecular orbital description for 1,3-pentadiene is drawn as follows:

Molecular orbitals of1,3-pentadiene

02

Step 2: Molecular orbital description for 1,4-pentadiene

1,4-Pentadiene has four electrons (pie electrons). However, unlike the delocalized electrons in 1,3-butadiene, the electrons in 1,4-pentadiene are entirely separate. In other words, the electrons are localized. The molecular orbitals of 1,4-pentadiene have the same energy as ethene(a compound with one pair of localized electrons).

The molecular orbital description of 1,4-pentadiene has two p atomic orbitals that produce two molecular orbitals. The in-phase interaction of the two p atomic orbitals forms a bonding MO, designated by 1, and the out-of-phase interaction forms an *antibonding MO, designated by 2drawn as follows:

Molecular orbitals of1,4-Pentadiene

03

Step 3: Molecular orbital description for 1,3,5-heptatriene

1,3,5-heptatriene has 鈥渢hree conjugated pie bonds鈥 with six p atomic orbitals. six atomic orbitals combine to produce six molecular orbitals :1,2,3,4,5and6

Half are bonding Molecular orbital (1,2,3), and the other Half are antibonding molecular orbital (45and6).

The molecular orbital description for 1,3,5-heptatriene is drawn as follows:

Molecular orbitals of1,3,5-heptatriene

04

Step 4: Molecular orbital description for 1,3,5,8-nonatetraene

1,3,5,8-nonatetraene has 鈥渢hree conjugated pie鈥 and 鈥渙ne 鈥渋solated pie鈥 bonds.

Three conjugated double bonds have a molecular orbital description with six p atomic orbitals. Six atomic orbitals combine to produce six molecular orbitals:1,2,3,4,5and6 , Half are bonding Molecular orbitals (1,2,3), and the other Half is antibonding molecular orbitals (45and6).

The molecular orbital description ofThree conjugated double of 1,3,5,8-nonatetraene is drawn as follows:

Molecular orbitals ofthree conjugated double of 1,3,5,8-nonatetraene

The molecular orbital description isolated pie bond of 1,3,5,8-nonatetraene has two p atomic orbitals that produce two molecular orbitals. The in-phase interaction of the two p atomic orbitals forms a bonding MO, designated by 1, and the out-of-phase interaction forms an* antibonding MO, designated by 2 drawn as follows:

Molecular orbital of isolated pie bond of 1,3,5,8-nonatetraenem

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