Question

Part 1

For each of the following compound names, determine if the name is correct according to the rules of naming outlined in Chapter 8. If the name is correct, state "correct". If the name is incorrect, state why it is incorrect and make an appropriate correction without adding or subtracting any atoms from the structure. Misspellings are not to be considered.

1. 5-methylheptane

2. 1-methylpentane

3. ethoxybutane or butyl ethyl ether (the longest carbon branch of the structure contains 4 carbons)

4. 2-heptyne

5. 1-hexanoic acid

Part 2

Suggest the organic compound(s) needed to make the following compounds. Explain your choices based on the information provided in your text.

1. pentyl propanoate

2. butanal

3. hexanoic acid

Answer 1

Part 1:

1. The structure of 5-methylheptane should be as follows:

However this is wrong.

According to IUPAC Nomenclature the correct name should be 3-methylheptane as side chain should reside on lowest numbered carbon atom and correct numbering should be:

2. The structure of 1-methylpentane should be as follows:

However this is wrong.

According to IUPAC Nomenclature the correct name should be Hexane and correct numbering should be:

3. The structure of ethoxybutane or butyl ethyl ether should be as follows:

The structure and numbering is correct; however correct nomenclature will be 1-ethoxybutane.

4. The structure of 2-heptyne should be as follows:

The structure and numbering is correct however the correct name should be hept-2-yne.

5. The structure of 1-hexanoic acid should be as follows:

The structure and numbering is correct however the correct name should be hexanoic acid.

Part 2:

1. Pentyl propanoate is an ester and is formed by the condensation reaction between of pentan-1-ol and propanoic acid.

2. Butanal is synthesized by the hydroformylation of propylene.

Since butanal is the aldehyde of butanol it can be synthesized from butanol too.

3. Hexanoic acid is the carboxylic acid of Hexanol. Thus it is synthesized from Hexanol.