Organic vs. Inorganic Compounds and Hydrocarbons

Organic vs. Inorganic Compounds

Definitions
  • Organic Compounds: Compounds containing the element carbon.

  • Inorganic Compounds: Compounds that do not primarily contain carbon, often characterized by the presence of ionic bonding.

Examples of Compounds

  • Organic:

    • H3PO2H3PO2

    • C2H4O2C2H4O2​

    • C2HCl2OC2HCl2O

    • HC6H7O6HC6H7O6​

  • Inorganic:

    • H2SO4H2SO4

    • Na2SO2Na2SO2

    • CaCl2CaCl2​

Learning Objectives
  • Discuss the importance of organic compounds.

  • Classify chemical formulas as organic or inorganic.

  • Compare and contrast organic vs. inorganic compounds based on physical/chemical properties.

  • Identify various functional groups based on their chemical structure.

Organic Compounds
Historical Context
  • Friedrich Wöhler (1828): Known as the father of organic chemistry, synthesized an organic compound from an inorganic source, specifically urea from ammonium cyanate.

Importance of Organic Compounds
  • Organic compounds are essential components of living organisms and substances such as food, fuels, construction materials, and clothing.

Theory Discredited
  • Wöhler's urea synthesis challenged the Vital Force Theory, which posited that organic compounds arise only from living organisms due to some vital force.

Organic vs. Inorganic Chemistry
Definitions
  • Organic Chemistry: The study of carbon-containing compounds. Exceptions include carbon dioxide (CO2CO2), carbon monoxide (COCO), carbonates (CO32−CO32−), and cyanides (CN−CN).

  • Inorganic Chemistry: The study of elements and all non-carbon compounds, characterized by typically ionic bonding.

Examples of Inorganic Compounds

  • Sodium chloride (NaClNaCl), Potassium phosphate (K3PO4K3PO4)

Comparison of Properties

Bonding within Molecules

  • Organic: Covalent bonds.

  • Inorganic: Generally ionic bonds.

Molecular Forces

  • Organic: Weaker intermolecular forces.

  • Inorganic: Strong intermolecular forces.

Physical State

  • Organic: Gases, liquids, or low-melting-point solids.

  • Inorganic: Usually high-melting-point solids.

Flammability

  • Organic: Typically flammable.

  • Inorganic: Generally non-flammable.

Solubility in Water

  • Organic: Often lower solubility.

  • Inorganic: Often higher solubility.

Electrical Conductivity

  • Organic: Nonconductors.

  • Inorganic: Conductors.

Reaction Rates

  • Organic: Generally slower.

  • Inorganic: Typically faster.

Summary of Properties Comparison

Property

Organic Compounds

Inorganic Compounds

Bonding within Molecules

Covalent bonds

Generally ionic bonds

Molecular Forces

Weaker intermolecular forces

Strong intermolecular forces

Physical State

Gases, liquids, or low-melting-point solids

Usually high-melting-point solids

Flammability

Typically flammable

Generally non-flammable

Solubility in Water

Often lower solubility

Often higher solubility

Electrical Conductivity

Nonconductors

Conductors

Reaction Rates

Generally slower

Typically faster

Understanding the Prevalence of Organic Compounds
Stability of Carbon Bonds
  • Carbon Forms Stable Bonds: Carbon demonstrates an ability to form stable covalent bonds with itself and other elements like oxygen, nitrogen, sulfur, and halogens.

  • Carbon molecules can range from very simple (e.g., methane, CH4CH4​) to complex structures with over a million carbon atoms.

Bonding Variability
  • Carbon can form double (C=CC=C) or triple bonds (C≡CCC) with itself.

    • A carbon-carbon double bond (e.g., in ethene H2C=CH2H2C=CH2)

Structural Abundance
  • Limitless Arrangements: Carbon can create different forms such as branched chains, ring structures, and linear chains.

Functional Groups
Definition
  • A functional group is defined as an atom or group of atoms arranged in a specific manner, responsible for the characteristic chemical and physical properties of a molecule.

  • All functional groups except alkanes contain at least one multiple bond or contain oxygen or nitrogen.

Importance
  • Functional groups have unique properties that contribute significantly to biological and medical capabilities.

  • Compounds with the same functional group typically share similar chemical behaviors.

Types of Functional Groups
  • Alkanes: No functional group, consisting only of carbon and hydrogen connected by single bonds.

  • Alkenes: Contains at least one carbon-carbon double bond.

  • Alkynes: Contains at least one carbon-carbon triple bond.

  • Aromatics: Consists only of carbons and hydrogens in a cyclic structure with alternating double bonds (e.g., benzene).

  • Alcohols: Contain an -OH (hydroxyl) group, indicating alcohol character.

  • Ethers: Characterized by the presence of oxygen between two carbon atoms.

  • Amines: Contain nitrogen attached to carbon atoms.

  • Aldehydes: Feature an oxygen doubly bonded to a terminal carbon.

  • Ketones: Contain an oxygen doubly bonded to a carbon situated between two other carbons.

  • Carboxylic Acids: Composed of a carbon with one double-bonded oxygen and one single-bonded oxygen.

  • Esters: Similar to carboxylic acids but have an additional -OR group where R can be another hydrocarbon chain.

  • Amides: Include both oxygen and nitrogen; the nitrogen is single-bonded to a carbon which also has a double-bonded oxygen attached.

  • Halogens: Composed of one or more halogen atoms (F, Cl, Br, I) connected to carbon but not sandwiched between carbons.

Examples of Functional Groups

Functional Group

Characteristic Feature

Alkanes

Only C-C and C-H single bonds

Alkenes

At least one C=CC=C double bond

Alkynes

At least one C≡CCC triple bond

Aromatics

Cyclic structure with alternating double bonds (e.g., benzene ring)

Alcohols

−OH−OH (hydroxyl) group

Ethers

Oxygen atom between two carbon atoms (R−O−R′ROR)

Amines

Nitrogen attached to carbon atoms (R−NH2RNH2, R2NHR2NH, R3NR3​N)

Aldehydes

Carbonyl group (C=OC=O) at the end of a chain (R−CHORCHO)

Ketones

Carbonyl group (C=OC=O) within a chain (R−CO−R′RCOR)

Carboxylic Acids

Carboxyl group (−COOH−COOH)

Esters

−COO−R−COOR group

Amides

−CONR2−CONR2​ group (nitrogen single-bonded to a carbon with a double-bonded oxygen)

Halogens

One or more halogen atoms (F, Cl, Br, I) attached to a carbon chain (R−XRX)

Alkane Structure
Representations of Propane
  • Lewis Structure: H:C:C:C:HH:C:C:C:H

  • Structural Formula: H−C−C−C−HHCCCH

  • Line Diagram: Shows a condensed line representation (also known as the skeletal formula).

  • Condensed Formula: C3H8C3H8 or CH3CH2CH3CH3CH2CH3​

Learning Objectives
  • Write molecular and condensed formulas of organic compounds.

  • Draw structural and line formulas for organic compounds.

  • Classify alkanes as normal or branched.

Hydrocarbons
Definition
  • Hydrocarbons are compounds composed solely of hydrogen and carbon atoms.

Importance
  • Hydrocarbons are fundamental in comprehending the chemical properties of more complex biomolecules and are vital as a primary energy source, used for making various products including plastics, drugs, and synthetic fibers.

Classification of Hydrocarbons

Classification

Sub-classification

Characteristic

Aliphatic

Saturated

Only single bonds

Alkanes

CnH2n+2CnH2n+2 (acyclic)

Cycloalkanes

CnH2nCnH2n (cyclic)

Unsaturated

Contains double or triple bonds

Alkenes

At least one C=CC=C double bond

Alkynes

At least one C≡CCC triple bond

Cycloalkenes

Cyclic with at least one C=CC=C double bond

Aromatic

Benzene and its derivatives

Benzene ring (alternating double bonds in a ring)

Alkanes

General Formula

  • The general formula for alkanes is expressed as:

    CnH2n+2CnH2n+2

    Where nn refers to the number of carbon atoms in the molecule.

Examples

  • Methane (CH4CH4​): Simplest alkane and primary component of natural gas.

  • Ethane (C2H6C2H6): Minor component of natural gas.

  • Propane (C3H8C3H8): Commonly used for heating homes and in cooking.

Identifying Alkanes
  • Alkanes can be either normal or branched.

    • Normal Alkane: All carbons are in a continuous chain.

    • Branched Alkane: At least one carbon is not part of the continuous chain.

Normal vs. Branched Naming
  • Normal alkanes include structures such as:

    • CH3−CH2−CH2−CH2−CH3CH3−CH2−CH2−CH2−CH3​ (n-pentane)

  • Branched examples include:

    • CH3−CH(CH3)−CH3CH3−CH(CH3)−CH3​ (isobutane or 2-methylpropane)

Structural Isomers
Definition
  • Structural isomers are two or more compounds that have the same molecular formula but different arrangements of atoms.

Existence in Alkanes

  • Alkanes exhibit structural isomerism with compounds having the same molecular formula but with differing bonding arrangements.

Practice
  • Identify which pairs of structures represent structural isomers and which represent the same compound.

Alkane Nomenclature
Importance of Naming
  • IUPAC (International Union of Pure and Applied Chemistry) governs the naming conventions.

  • Learning the names of the first 20 alkanes and the structures of simple alkyl groups is crucial.

Steps for Nomenclature
  1. Identify the Longest Carbon Chain: This provides the root name and ending.

  2. Number the Chain: To give the lowest number to any carbon to which a substituent is attached.

  3. Locate and Name Alkyl Groups: Identifying where branches occur and naming them.

  4. Combine the Names: Create a full name that incorporates the longest chain and branches.

  5. Designate Multiple Substituents: Show the positions of branches clearly and modify names for identical substituents with prefixes (di-, tri-, etc.).

Naming Examples (First 10 Alkanes)

Number of Carbons (nn)

Name

Molecular Formula

1

Methane

CH4CH4​

2

Ethane

C2H6C2H6

3

Propane

C3H8C3H8

4

Butane

C4H10C4H10

5

Pentane

C5H12C5H12

6

Hexane

C6H14C6H14

7

Heptane

C7H16C7H16

8

Octane

C8H18C8H18

9

Nonane

C9H20C9H20

10

Decane

C10H22C10H22

Continued Names (11-20)

Number of Carbons (nn)

Name

Molecular Formula

11

Undecane

C11H24C11H24

12

Dodecane

C12H26C12H26

13

Tridecane

C13H28C13H28

14

Tetradecane

C14H30C14H30

15

Pentadecane

C15H32C15H32

16

Hexadecane

C16H34C16H34

17

Heptadecane

C17H36C17H36

18

Octadecane

C18H38C18H38

19

Nonadecane

C19H40C19H40

20

Icosane

C20H42C20H42

Alkyl Groups
  • Definition: Alkyl groups are formed by removing one hydrogen atom from an alkane, changing its designation from ‘-ane’ to ‘-yl’. E.g., methane (CH4CH4) becomes methyl (−CH3−CH3).

First 5 Alkyl Groups

Name

Structure

Derived from

Methyl

−CH3−CH3​

Methane (CH4CH4​)

Ethyl

−CH2CH3−CH2CH3

Ethane (C2H6C2H6)

Propyl

−CH2CH2CH3−CH2CH2CH3​

Propane (C3H8C3H8)

Butyl

−CH2CH2CH2CH3−CH2CH2CH2CH3

Butane (C4H10)