Organic Chemistry – Functional Groups, Summaries of Organic Chemistry

Organic Chemistry – Functional Groups – Functional groups table, isomerism, IUPAC naming, reactions

Typology: Summaries

2023/2024

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Organic Chemistry – Functional Groups Reference
1. Introduction to Organic Chemistry
Organic chemistry is the study of carbon-containing compounds. Carbon's ability to form four covalent
bonds and create long chains and rings gives rise to millions of distinct molecules. Functional groups
are specific atoms or groups of atoms that confer characteristic chemical properties.
2. Major Functional Groups
Functional Group General Formula Example Key Properties
Alkane C-C single bonds Ethane (C2H6) Non-polar; low reactivity
Alkene C=C double bond Ethene (C2H4) Electrophilic addition
Alkyne CC triple bond Ethyne (C2H2) More reactive than alkenes
Alcohol -OH Ethanol (C2H5OH) H-bonding; polar; soluble in water
Aldehyde -CHO Ethanal (CH3CHO) Oxidised to carboxylic acids
Ketone -C(=O)- Acetone (CH3COCH3) Cannot be easily oxidised
Carboxylic Acid -COOH Acetic acid Weak acid; H-bonding
Ester -COO- Ethyl acetate Pleasant smell; hydrolysis
Amine -NH2 Methylamine Basic; H-bonding
Amide -CONH2 Acetamide Peptide bonds in proteins
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Organic Chemistry – Functional Groups Reference

1. Introduction to Organic Chemistry

Organic chemistry is the study of carbon-containing compounds. Carbon's ability to form four covalent

bonds and create long chains and rings gives rise to millions of distinct molecules. Functional groups

are specific atoms or groups of atoms that confer characteristic chemical properties.

2. Major Functional Groups

Functional Group General Formula Example Key Properties Alkane C-C single bonds Ethane (C2H6) Non-polar; low reactivity Alkene C=C double bond Ethene (C2H4) Electrophilic addition Alkyne C≡C triple bond Ethyne (C2H2) More reactive than alkenes Alcohol -OH Ethanol (C2H5OH) H-bonding; polar; soluble in water Aldehyde -CHO Ethanal (CH3CHO) Oxidised to carboxylic acids Ketone -C(=O)- Acetone (CH3COCH3) Cannot be easily oxidised Carboxylic Acid -COOH Acetic acid Weak acid; H-bonding Ester -COO- Ethyl acetate Pleasant smell; hydrolysis Amine -NH2 Methylamine Basic; H-bonding Amide -CONH2 Acetamide Peptide bonds in proteins

3. Isomerism

3.1 Structural Isomers

Structural isomers have the same molecular formula but different connectivity. For example, butane

(CH3CH2CH2CH3) and isobutane ((CH3)3CH) are both C4H10 but have different carbon skeletons.

3.2 Stereoisomers

Geometric (cis/trans) isomers arise from restricted rotation around a double bond. Cis: same

substituents on same side. Trans: same substituents on opposite sides.

Optical isomers (enantiomers) are non-superimposable mirror images, arising from a chiral

(asymmetric) carbon with four different substituents. They rotate plane-polarised light in opposite

directions.

4. Common Organic Reactions

Reaction Type Description Example Addition Two molecules combine into one; double/triple bond opensEthene + HBr → Bromoethane Substitution One atom/group replaced by another Methane + Cl2 → Chloromethane + HCl Elimination Small molecule removed; double bond forms Haloalkane + KOH(alc) → Alkene Condensation Two molecules join with loss of small molecule (H2O)Amino acid + amino acid → Dipeptide Hydrolysis Bond broken by reaction with water Ester + H2O → Acid + Alcohol Oxidation Loss of H or gain of O Primary alcohol → Aldehyde → Acid Reduction Gain of H or loss of O Ketone + [H] → Secondary alcohol

5. Naming Organic Compounds (IUPAC)

1. Find the longest carbon chain (parent chain) and name it (meth-, eth-, prop-, but-, pent-, hex-).

2. Identify and name substituents (e.g., methyl-, ethyl-, chloro-, bromo-).

3. Number the chain from the end closest to the first substituent.

4. List substituents in alphabetical order before the parent chain name.

5. Add suffix for functional group: -ol (alcohol), -al (aldehyde), -one (ketone), -oic acid (carboxylic acid).