Naming Acid Anhydrides and Nitriles - IUPAC Nomenclature

The Organic Chemistry Tutor
3 May 201805:57
EducationalLearning
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TLDRThis educational video script offers a comprehensive guide on naming organic compounds, specifically focusing on acid anhydrides and nitriles. It explains the systematic nomenclature process for symmetrical and unsymmetrical anhydrides, using examples like ethanoic and propanoic anhydrides. The script also covers the naming of nitriles, including those with substituents such as methyl groups and halogens, and provides examples of how to order and name these substituents correctly. Additionally, it touches on the naming of nitriles with a benzene ring, introducing terms like 'benzonitrile'. The script is designed to engage viewers in the intricacies of organic chemistry nomenclature.

Takeaways
  • πŸ” The script discusses the nomenclature of acids, anhydrides, and nitriles in chemistry.
  • πŸ“š For symmetrical anhydrides, the base name of the corresponding alkane is modified by removing 'e' and adding 'oic', followed by 'anhydride'.
  • πŸ§ͺ Ethanoic anhydride is the name for the symmetrical anhydride with two carbons, commonly known as acetic anhydride.
  • πŸ”¬ Naming unsymmetrical anhydrides involves combining the names of the corresponding acids in alphabetical order, e.g., 'ethanoic propanoic anhydride'.
  • πŸ“ The common name for a molecule with a nitrile functional group is derived from the number of carbons and the suffix 'nitrile'.
  • 🌐 For nitriles, the base alkane name is used, and the position of the nitrile group is not typically included in the name.
  • πŸ”‘ When a nitrile has substituents, they are named in alphabetical order, e.g., '3-bromo-4-methyl octane nitrile'.
  • πŸ’§ The presence of a benzene ring with a nitrile functional group results in the name 'benzonitrile' or 'benzene carbon nitrile'.
  • πŸ“ The script uses a step-by-step approach to demonstrate the naming process with various examples.
  • πŸ“ The script emphasizes the importance of alphabetical order when naming unsymmetrical anhydrides and nitriles with substituents.
  • πŸ“š It provides a clear guideline for chemists and students to correctly name different types of organic compounds.
Q & A
  • What is the general rule for naming symmetrical acid anhydrides?

    -For symmetrical acid anhydrides, you take the root of the alkane with the same number of carbons, remove the 'e' at the end, and add 'oic anhydride'.

  • How is 'ethanoic anhydride' related to the alkane 'ethane'?

    -Ethanoic anhydride is named by taking the alkane 'ethane', removing the 'e' at the end, and adding 'oic anhydride', indicating it has two carbons.

  • What is the common name for 'ethanoic anhydride'?

    -The common name for ethanoic anhydride is 'acetic anhydride'.

  • How do you name an acid anhydride with three carbons on each side?

    -An acid anhydride with three carbons on each side is named 'propanoic anhydride', following the same naming convention as symmetrical anhydrides.

  • What is the correct order for naming unsymmetrical acid anhydrides?

    -For unsymmetrical acid anhydrides, name the component with fewer carbons first, followed by the one with more carbons, ensuring they are in alphabetical order.

  • How do you name a nitrile with a two-carbon chain?

    -A nitrile with a two-carbon chain is named 'ethane nitrile'.

  • What is the naming convention for nitriles with a four-carbon chain?

    -A nitrile with a four-carbon chain is named 'butane nitrile'.

  • How do you name a molecule with a nitrile group and a methyl group on the fourth carbon?

    -The molecule is named by first identifying the longest carbon chain, then adding the nitrile group, and finally specifying the position and type of the substituent, such as '4-methyl heptane nitrile'.

  • What is the name of a molecule with a nitrile group and a bromine atom on the third carbon?

    -The molecule is named by first identifying the longest carbon chain, then specifying the position and type of the substituents in alphabetical order, such as '3-bromo-4-methyl octane nitrile'.

  • How is a molecule with a benzene ring and a nitrile functional group named?

    -A molecule with a benzene ring and a nitrile functional group is named 'benzonitrile' or 'benzene carbon nitrile'.

  • What is the importance of alphabetical order when naming unsymmetrical anhydrides and nitriles with substituents?

    -Alphabetical order ensures that the naming of unsymmetrical anhydrides and nitriles with substituents is standardized and easily understandable, following the IUPAC nomenclature rules.

Outlines
00:00
πŸ§ͺ Naming Acid Anhydrides and Nitriles

This paragraph introduces the process of naming acid anhydrides and nitriles in chemistry. It begins with a basic example of naming a symmetrical anhydride, ethanoic anhydride, by following the pattern of removing the 'e' from the alkane name and adding 'oic' for acids. The common name for this molecule is acetic anhydride. The script then guides through the naming of a propanoic anhydride with three carbons. Further examples are given for unsymmetrical anhydrides, where the naming involves combining the names of the individual acids in alphabetical order. The paragraph concludes with an introduction to naming nitriles, starting with ethane nitrile and inviting viewers to try naming a nitrile with four carbons, which would be butane nitrile.

05:01
πŸ” Advanced Nitriles and Functional Group Naming

The second paragraph delves into more complex examples of naming nitriles with additional functional groups. It starts with a simple example of a nitrile on a seven-carbon chain, named heptane nitrile, and then adds a methyl group on carbon four, resulting in 4-methylheptane nitrile. The paragraph continues with an example involving a bromine atom and a methyl group on an eight-carbon chain, which is named 3-bromo-4-methyloctane nitrile, following the priority rule where 'b' comes before 'm' in the IUPAC nomenclature. Finally, the paragraph addresses the naming of a molecule with a benzene ring and a nitrile group, which is called benzonitrile or phenyl carbon nitrile.

Mindmap
Keywords
πŸ’‘Acid Anhydride
An acid anhydride is a chemical compound that is derived from an acid by the removal of water. In the context of the video, the focus is on naming these compounds based on the number of carbon atoms present in the molecule. The script provides examples such as 'ethanoic anhydride' derived from a two-carbon chain and 'propanoic anhydride' from a three-carbon chain, illustrating the process of nomenclature for these compounds.
πŸ’‘Symmetrical
Symmetry in chemistry refers to a molecule having identical parts that mirror each other. The video script discusses symmetrical anhydrides, where the molecule has two identical halves, such as in the case of 'ethanoic anhydride', which is symmetrical with two carbon atoms on each side.
πŸ’‘Ethane
Ethane is an alkane with the chemical formula C2H6, consisting of two carbon atoms. In the script, ethane serves as a basis for naming two-carbon anhydrides. For instance, 'ethanoic anhydride' is named by taking the word 'ethane', removing the 'e', and adding '-oic' and '-anhydride'.
πŸ’‘Propane
Propane is an alkane with three carbon atoms, represented by the formula C3H8. The video uses propane as a reference for naming three-carbon anhydrides, such as 'propanoic anhydride', where the name is derived by modifying the word 'propane' to fit the nomenclature rules for anhydrides.
πŸ’‘Unsymmetrical Anhydride
An unsymmetrical anhydride is a molecule where the two halves are not identical. The script explains how to name such anhydrides by combining the names of the individual acid parts, like 'ethanoic propanoic anhydride', which has two and three carbon chains respectively.
πŸ’‘Nitriles
Nitriles are organic compounds that contain the functional group -C≑N, where a carbon atom is triple-bonded to a nitrogen atom. The video script explains how to name nitriles based on the carbon chain length, such as 'ethane nitrile' for a two-carbon chain and 'butane nitrile' for a four-carbon chain.
πŸ’‘Methyl Group
A methyl group is a chemical group with the formula -CH3, consisting of one carbon atom bonded to three hydrogen atoms. In the script, the methyl group is used as an example of a substituent in the naming of nitriles, such as in '4-methyl heptane nitrile', indicating the presence of a methyl group on the fourth carbon of a seven-carbon chain.
πŸ’‘Bromine Atom
Bromine is a halogen element with the chemical symbol Br. The script mentions a bromine atom as a substituent in the naming of nitriles, such as '3-bromo-4-methyl octane nitrile', where the bromine atom is attached to the third carbon of an eight-carbon chain.
πŸ’‘Benzene Ring
A benzene ring is a cyclic chemical structure with the formula C6H6, consisting of six carbon atoms connected in a ring with alternating single and double bonds. The video script describes 'benzo nitro' or 'benzene carbon nitrile' as the name for a molecule that contains a benzene ring and a nitrile functional group.
πŸ’‘Nomenclature
Nomenclature in chemistry refers to the systematic naming of chemical compounds according to specific rules. The video script is centered around the nomenclature of acid anhydrides and nitriles, explaining how to name these compounds based on the number of carbon atoms and the presence of functional groups or substituents.
πŸ’‘Alkanes
Alkanes are a class of hydrocarbons with the general formula CnH2n+2, where all the carbon-carbon bonds are single bonds. The script uses alkanes as a basis for naming nitriles, such as 'ethane nitrile' derived from ethane, an alkane with two carbon atoms.
Highlights

The video discusses how to name acids, anhydrides, and nitriles.

For symmetrical anhydrides, the naming involves removing 'e' from the alkane name and adding 'oic anhydride'.

Ethane is used as the base for naming two-carbon anhydrides, resulting in 'ethanoic anhydride'.

The common name for ethanoic anhydride is 'acetic anhydride'.

For three-carbon anhydrides, 'propane' is modified to 'propanoic anhydride'.

Unsymmetrical anhydrides are named by combining the names of the individual acyl groups in alphabetical order.

Examples of unsymmetrical anhydrides include 'ethanoic propanoic anhydride' and 'methanoic ethanoic anhydride'.

Nitriles are named by combining the alkane name with 'nitrile'.

For a two-carbon nitrile, it is called 'ethane nitrile'.

A four-carbon nitrile is named 'butane nitrile'.

Adding a methyl group to a nitrile changes the name to include the position and 'methyl'.

For example, a seven-carbon nitrile with a methyl group on carbon four is '4-methyl heptane nitrile'.

When multiple substituents are present, they are named in alphabetical order, e.g., '3-bromo-4-methyl octane nitrile'.

A nitrile with a benzene ring is called 'benzonitrile' or 'benzene carbon nitrile'.

The video provides a systematic approach to naming various organic compounds based on their functional groups and carbon chain lengths.

Practical examples are given to illustrate the naming conventions for different types of anhydrides and nitriles.

The naming process emphasizes the importance of considering carbon chain length, symmetry, and substituent positions.

Transcripts
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