Naming Amines - IUPAC Nomenclature & Common Names

The Organic Chemistry Tutor
22 Apr 201818:06
EducationalLearning
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TLDRThis video script offers a comprehensive guide to naming amines using both common and IUPAC nomenclature. It explains the process of identifying substituents like methyl, ethyl, and propyl groups, and how to prioritize functional groups in complex molecules. The script walks through examples, including those with multiple amines, cyclohexane rings, and various substituents, emphasizing the importance of alphabetical order and the priority of functional groups in determining the correct nomenclature.

Takeaways
  • πŸ” The script discusses the process of naming amines, starting with common names for simple molecules like methyl amine and ethyl amine.
  • πŸ“š It explains the naming of amines with multiple substituents, emphasizing the alphabetical order of prefixes and the use of 'di', 'tri', and 'tetra' to indicate the number of substituents.
  • πŸ”‘ The video script covers the common naming of amines with different groups like isopropyl, cyclohexane, phenyl, and benzyl attached to the amine functional group.
  • πŸ“ The script introduces IUPAC nomenclature for amines, starting with counting the longest carbon chain and replacing the 'e' in the chain name with 'amine'.
  • βš— It details the process of naming amines with substituents on the nitrogen atom, using prefixes like 'N-methyl' and 'N-ethyl'.
  • πŸ”’ The script explains how to handle amines with multiple functional groups, giving priority to the alcohol group over the amine group in naming.
  • πŸ”„ The video provides examples of naming amines with halogens and other substituents, emphasizing the importance of alphabetical order in naming.
  • πŸ”„ It also covers the naming of amines with multiple nitrogen atoms, using terms like 'diamine' and 'hexane diamine'.
  • πŸŒ€ The script includes the naming of amines with cyclic structures, such as cyclohexane rings, and how to incorporate substituents on the nitrogen into the name.
  • πŸ“– The video concludes with a comprehensive example that ties together all the concepts discussed, including the naming of a complex amine with multiple substituents and functional groups.
Q & A
  • What is the common name for the molecule with a single carbon attached to an amine group?

    -The common name for the molecule with a single carbon attached to an amine group is methylamine.

  • How is the compound with an ethyl group and an amine group named?

    -The compound with an ethyl group attached to an amine group is called ethylamine.

  • What is the systematic IUPAC name for an amine with the nitrogen atom on the first carbon of a propane chain?

    -The systematic IUPAC name for an amine with the nitrogen atom on the first carbon of a propane chain is 1-propanamine.

  • What is the common name for an amine with an isopropyl group attached to the nitrogen?

    -The common name for an amine with an isopropyl group attached to the nitrogen is isopropylamine.

  • How do you name an amine with a cyclohexane ring attached to an NH2 group?

    -An amine with a cyclohexane ring attached to an NH2 group is named cyclohexylamine.

  • What is the systematic IUPAC name for an amine with a phenyl ring attached to the nitrogen without the CH2 group?

    -The systematic IUPAC name for an amine with a phenyl ring attached to the nitrogen without the CH2 group is aniline.

  • How is an amine with two phenyl rings attached to the nitrogen named?

    -An amine with two phenyl rings attached to the nitrogen is named diphenylamine.

  • What is the common name for an amine with two methyl groups attached to the nitrogen?

    -The common name for an amine with two methyl groups attached to the nitrogen is dimethylamine.

  • How do you name an amine with three ethyl groups attached to the nitrogen?

    -An amine with three ethyl groups attached to the nitrogen is named triethylamine.

  • What is the systematic IUPAC name for an amine with a nitrogen atom on the third carbon of an octane chain and two methyl groups as substituents?

    -The systematic IUPAC name for an amine with a nitrogen atom on the third carbon of an octane chain and two methyl groups as substituents is N,N-dimethyl-3-octanamine.

  • How is an amine with a nitrogen atom attached to a methyl group and a long carbon chain named using IUPAC nomenclature?

    -An amine with a nitrogen atom attached to a methyl group and a long carbon chain is named by identifying the longest chain, replacing the 'e' with 'amine', and then indicating the position of the nitrogen atom and the substituents, such as N-methyl-3-pentanamine.

  • What is the priority order for naming functional groups in IUPAC nomenclature when multiple groups are present?

    -In IUPAC nomenclature, when multiple functional groups are present, the priority order is determined by the functional group with the highest priority, such as a carboxylic acid, which is always assigned the number one position.

  • How do you name an amine with a nitrogen atom on a cyclohexane ring and an ethyl group as a substituent?

    -An amine with a nitrogen atom on a cyclohexane ring and an ethyl group as a substituent is named by using the cyclohexane ring as the base, giving the nitrogen atom priority, and then adding the substituents in alphabetical order, such as 3-ethyl-N-methylcyclohexanamine.

Outlines
00:00
πŸ§ͺ Naming Alkanes and Amines

This paragraph introduces the process of naming simple organic compounds like alkanes and amines. It explains how to name molecules with single substituents such as methyl (CH3) and ethyl (CH3CH2) groups attached to an amine, using examples like methyl amine and ethyl amine. It also covers the naming of more complex molecules with multiple substituents, such as isopropyl amine, and emphasizes the importance of combining names in a logical order.

05:00
πŸ“š IUPAC Nomenclature Basics for Amines

This section delves into the IUPAC nomenclature system for amines, starting with identifying the longest carbon chain as the parent structure and replacing the '-e' ending with '-amine'. It illustrates how to denote the position of the amine group using numbers, as seen in examples like '1-propaneamine' and '2-butanamine'. The paragraph also discusses the prioritization of functional groups and the correct placement of substituents on the carbon chain.

10:02
πŸ” Advanced IUPAC Naming with Multiple Substituents

This paragraph builds upon the basic IUPAC nomenclature by addressing the naming of amines with multiple substituents, such as methyl and ethyl groups. It explains the necessity of alphabetically ordering substituents when naming, as demonstrated with 'diethylmethylamine'. The paragraph also covers the inclusion of halogens and other functional groups, emphasizing the prioritization rules for naming complex molecules with multiple points of substitution.

15:08
🌐 Cyclic Compounds and Multiple Amino Groups

The final paragraph extends the discussion to include the naming of cyclic compounds and molecules with more than one amino group. It explains the nomenclature for cyclohexane rings attached to amines and the process for naming compounds with multiple amino groups, such as 'hexane diamine'. The paragraph concludes with a complex example involving a cyclohexane ring with both nitrogen and ethyl substituents, highlighting the importance of priority rules in organic nomenclature.

Mindmap
Keywords
πŸ’‘Methyl amine
Methyl amine is an organic compound with a single carbon atom (methyl group) attached to an amine group (-NH2). In the video, it serves as an introductory example to illustrate the common naming convention for amines, where the alkyl group (in this case, methyl) is combined with the term 'amine'.
πŸ’‘Ethyl amine
Ethyl amine is an amine compound with an ethyl group (two carbon atoms) attached to the nitrogen atom. The script uses it to demonstrate the naming process, emphasizing that the ethyl group is part of the name, indicating the size of the alkyl group attached to the amine.
πŸ’‘Isopropyl amine
Isopropyl amine is an amine where the nitrogen atom is bonded to an isopropyl group, which is a specific type of alkyl group with a branching structure. The video script mentions it to show how different alkyl groups can be named when attached to an amine.
πŸ’‘Cyclohexane
Cyclohexane is a cyclic hydrocarbon with six carbon atoms in a ring structure. In the context of the video, when a cyclohexane ring is attached to an amine group, the compound is named cyclohexylamine, highlighting the importance of the ring structure in the naming convention.
πŸ’‘Phenyl ring
A phenyl ring is a six-carbon atom ring with alternating single and double bonds, typical of aromatic compounds. The script explains that when a phenyl ring is attached to an amine, it forms a benzyl amine, emphasizing the aromatic nature of the phenyl group in the naming.
πŸ’‘Diphenyl amine
Diphenyl amine refers to an amine compound with two phenyl rings attached to the nitrogen atom. The video uses this term to illustrate the naming of amines with multiple substituents, where the term 'di-' indicates the presence of two identical groups.
πŸ’‘Dimethyl amine
Dimethyl amine is an amine with two methyl groups attached to the nitrogen atom. The script explains that the prefix 'di-' signifies that there are two of the same groups (methyl in this case) attached to the nitrogen, which is crucial for the systematic naming of such compounds.
πŸ’‘Triethyl amine
Triethyl amine is an amine with three ethyl groups attached to the nitrogen atom. The term 'tri-' indicates the presence of three identical substituents, and the script uses this term to demonstrate the naming of amines with multiple ethyl groups.
πŸ’‘IUPAC nomenclature
IUPAC nomenclature is the systematic method of naming chemical compounds as recommended by the International Union of Pure and Applied Chemistry. The video script discusses this to explain the standardized way of naming amines, including the use of numbers to indicate the position of the amine group on the carbon chain.
πŸ’‘Substituent
A substituent is an atom or group of atoms that replace hydrogen atoms in a hydrocarbon molecule. The video script frequently mentions substituents, such as methyl and ethyl groups, to explain how they are named and ordered in the IUPAC system when attached to the nitrogen in amines.
πŸ’‘Functional group
A functional group is an atom or group of atoms that determines the chemical properties of an organic compound. In the video, the amine group (-NH2) is the functional group of interest, and its position and the presence of other functional groups influence the compound's name.
Highlights

Introduction to naming amines with common names starting with CH3 and H2 as methyl amine.

Ethyl amine is named by adding ethyl to the amine group.

Isopropyl amine is named with an isopropyl group attached to an amine.

Cyclohexane ring attached to an NH2 group is named cyclohexylamine.

Phenyl ring with CH2 becomes a benzyl group, named benzyl amine.

Naming diphenyl amine with two phenyl rings.

Naming amines with multiple substituents like dimethyl amine.

Triethyl amine is named with three ethyl groups attached to the nitrogen.

Diethyl methyl amine is named with two ethyl groups and one methyl group in alphabetical order.

Ethyl methyl propyl amine is named by combining substituents in alphabetical order.

IUPAC nomenclature for amines starts with counting the longest carbon chain.

1-Propanamine is named with the amine group on carbon 1.

2-Butanamine is named with the amine group on carbon 2.

Naming amines with priority given to the amino group for lower numbers.

5-Methyl-2-hexanamine is named with a methyl group on carbon 5.

N-methyl in the naming of amines when attached to the nitrogen.

N-Ethyl-N-methyl-3-heptanamine is named with substituents on the nitrogen in alphabetical order.

N,N-dimethyl-3-octanamine is named with two methyl groups on the nitrogen.

4-Bromo-N-methyl-1-hexanamine includes a halogen as a substituent.

Alcohol group takes priority over the amine group in naming, as in 5-amino-hexanol.

Multiple functional groups in amines are named with the highest priority group first, like carboxylic acid.

1,4-Butanediamine is named with two amine groups on a butane chain.

1,6-Hexanediamine is named with two amine groups on opposite ends of a hexane chain.

3-Ethyl-N-methyl-cyclohexanamine includes a cyclohexane ring and N-methyl group.

Transcripts
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