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Nomenclature: Hydrocarbons and Alcohols - Lecture Notes
May 28, 2024
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Lecture on Nomenclature: Hydrocarbons and Alcohols
Introduction
Lecturer
: Iman
Topic
: Nomenclature, focusing on hydrocarbons and alcohols
Hydrocarbons
Hydrocarbons
: Compounds with only carbon and hydrogen atoms.
Alcohols
: Compounds with at least one OH group.
Alkanes
Alkanes
: Simple hydrocarbons with formula C<sub>n</sub>H<sub>2n+2</sub>.
Single bonds between carbons and hydrogens.
First four alkanes
:
Methane: CH<sub>4</sub>
Ethane: C<sub>2</sub>H<sub>6</sub>
Propane: C<sub>3</sub>H<sub>8</sub>
Butane: C<sub>4</sub>H<sub>10</sub>
Naming pattern for more than 4 carbons
: Greek root + -ane (e.g., Pentane for 5 carbons)
Recommended: Know the Greek roots for 5 through 12.
Alkenes and Alkynes
Alkenes
: Hydrocarbons with double bonds, suffix -ene.
Alkynes
: Hydrocarbons with triple bonds, suffix -yne.
Naming rule
: Double/triple bonds are given the lowest possible number.
Example: Two-pentene (double bond at 2nd carbon).
For multiple double bonds: E.g., 2,4-pentadiene (double bonds at 2nd and 4th carbons).
Alcohols
Definition
: Contain a hydroxyl group (OH).
Naming
: Replace -e with -ol (ethane → ethanol).
Priority
: Hydroxyl groups take priority over double and triple bonds.
Example: 5-methyl-2-heptanol (OH group at 2nd position, methyl group at 5th position).
Dials
: Two hydroxyl groups, termed geminal (same carbon) or vicinal (adjacent carbons).
Aldehydes and Ketones
Aldehydes
: Terminal carbonyl group, replace -e with -al (e.g., butanal).
Common names: Methanal (formaldehyde), Ethanal (acetaldehyde), Propanal (proprionaldehyde)
Ketones
: Carbonyl group within the carbon chain, replace -e with -one (e.g., 3-hexanone)
Ketone takes priority over double/triple bonds
Substituent name: Prefix oxo-
Carboxylic Acids and Derivatives
Carboxylic Acids
: Carbonyl group with a hydroxyl group, high priority.
Naming: Replace -e with -oic acid (ethane → ethanoic acid).
Common names: Methanoic acid (formic acid), Ethanoic acid (acetic acid).
Esters
: Carboxylic acid derivatives with -OR group.
Naming: Alkyl name + parent acid with -oate (e.g., methyl butanoate).
Amides
: Carboxylic acid derivatives with -NH<sub>2</sub> group.
Naming: Name substituents attached to nitrogen first with prefix N- (e.g., N,N-dimethyl ethanamide).
Anhydrides
: Formed from two carboxylic acid molecules by removing water.
Naming: Parent acid + anhydride (e.g., ethanoic anhydride).
If asymmetric: Name both acids (e.g., ethanoic propanoic anhydride).
Priority and Summary
Functional Group Priority
: carboxylic acids > anhydrides > esters > amides > aldehydes > ketones > alcohols > alkenes > alkynes > alkanes.
Suffix vs. Prefix
: Use suffix if functional group has highest priority; otherwise, use prefix.
Familiarize with common and IUPAC names for key functional groups.
Next Steps
Practice problems
Engage with questions or comments for further clarification
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