IUPAC Nomenclature Of This Compound

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Introduction

IUPAC (International Union of Pure and Applied Chemistry) nomenclature is a set of rules used to name organic compounds. It provides a standardized way of naming compounds, making it easier to communicate and identify them. In this article, we will discuss the IUPAC nomenclature of a specific compound, CH3-CH=CH(CH=CH2)-CH2-COOH, and explore the rules for naming compounds with multiple double bonds.

Understanding the Compound

The given compound has the molecular formula CH3-CH=CH(CH=CH2)-CH2-COOH. It contains two double bonds, one between the second and third carbon atoms (CH=CH) and another between the fourth and fifth carbon atoms (CH=CH2). The compound also has a carboxylic acid group (-COOH) attached to the sixth carbon atom.

Parent Chain Identification

To name the compound using IUPAC nomenclature, we need to identify the parent chain. The parent chain is the longest continuous chain of carbon atoms in the compound. In this case, the parent chain is CH3-CH=CH(CH=CH2)-CH2-COOH, which has 6 carbon atoms.

Multiple Double Bonds

The compound contains two double bonds, one between the second and third carbon atoms and another between the fourth and fifth carbon atoms. According to IUPAC rules, when a compound has multiple double bonds, we need to decide whether to include both double bonds in the parent chain or not.

Rule 1.1.1.1

According to Rule 1.1.1.1 of IUPAC nomenclature, when a compound has multiple double bonds, we need to choose the parent chain that includes the most substituted double bond. In this case, the most substituted double bond is the one between the fourth and fifth carbon atoms (CH=CH2), which has two hydrogen atoms attached to it.

Rule 1.1.1.2

According to Rule 1.1.1.2, when the most substituted double bond is not part of the parent chain, we need to choose the parent chain that includes the next most substituted double bond. In this case, the next most substituted double bond is the one between the second and third carbon atoms (CH=CH), which has one hydrogen atom attached to it.

Conclusion

Based on the IUPAC rules, we can conclude that the parent chain should include both double bonds. The compound can be named as 3,5-dihydroxy-2,4-hexadienoic acid.

IUPAC Nomenclature Rules

Here are some key IUPAC nomenclature rules to keep in mind:

  • Rule 1.1.1.1: When a compound has multiple double bonds, choose the parent chain that includes the most substituted double bond.
  • Rule 1.1.1.2: When the most substituted double bond is not part of the parent chain, choose the parent chain that includes the next most substituted double bond.
  • Rule 1.1.1.3: When a compound has multiple double bonds, use the prefix "di" to the presence of two double bonds.

Examples of IUPAC Nomenclature

Here are some examples of IUPAC nomenclature for compounds with multiple double bonds:

  • CH3-CH=CH(CH=CH2)-CH2-COOH: 3,5-dihydroxy-2,4-hexadienoic acid
  • CH3-CH=CH(CH=CH2)-CH2-COOH: 3,5-dihydroxy-2,4-hexadienoic acid
  • CH3-CH=CH(CH=CH2)-CH2-COOH: 3,5-dihydroxy-2,4-hexadienoic acid

Conclusion

Q&A: IUPAC Nomenclature of Organic Compounds

Q: What is IUPAC nomenclature?

A: IUPAC (International Union of Pure and Applied Chemistry) nomenclature is a set of rules used to name organic compounds. It provides a standardized way of naming compounds, making it easier to communicate and identify them.

Q: What are the main rules of IUPAC nomenclature?

A: The main rules of IUPAC nomenclature include:

  • Rule 1.1.1.1: When a compound has multiple double bonds, choose the parent chain that includes the most substituted double bond.
  • Rule 1.1.1.2: When the most substituted double bond is not part of the parent chain, choose the parent chain that includes the next most substituted double bond.
  • Rule 1.1.1.3: When a compound has multiple double bonds, use the prefix "di" to the presence of two double bonds.

Q: How do I determine the parent chain in a compound?

A: To determine the parent chain in a compound, you need to identify the longest continuous chain of carbon atoms in the compound.

Q: What is the most substituted double bond?

A: The most substituted double bond is the double bond that has the most hydrogen atoms attached to it.

Q: How do I name a compound with multiple double bonds?

A: To name a compound with multiple double bonds, you need to choose the parent chain that includes the most substituted double bond. Then, you need to use the prefix "di" to indicate the presence of two double bonds.

Q: What is the difference between a double bond and a triple bond?

A: A double bond is a type of covalent bond that involves the sharing of two pairs of electrons between two atoms. A triple bond is a type of covalent bond that involves the sharing of three pairs of electrons between two atoms.

Q: How do I name a compound with a triple bond?

A: To name a compound with a triple bond, you need to use the prefix "tri" to indicate the presence of three double bonds.

Q: What is the significance of IUPAC nomenclature?

A: IUPAC nomenclature provides a standardized way of naming organic compounds, making it easier to communicate and identify them. It also helps to avoid confusion and errors in naming compounds.

Q: How do I apply IUPAC nomenclature rules to a compound?

A: To apply IUPAC nomenclature rules to a compound, you need to follow these steps:

  1. Identify the parent chain in the compound.
  2. Determine the most substituted double bond.
  3. Choose the parent chain that includes the most substituted double bond.
  4. Use the prefix "di" to indicate the presence of two double bonds.
  5. Name the compound using the IUPAC nomenclature rules.

Conclusion

In conclusion, IUPAC nomenclature provides a way of naming organic compounds. By following the IUPAC nomenclature rules, you can accurately name compounds with multiple double bonds. Remember to identify the parent chain, determine the most substituted double bond, and use the prefix "di" to indicate the presence of two double bonds.