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≡CC≡C) 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≡CC≡C 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′R−O−R′) |
Amines | Nitrogen attached to carbon atoms (R−NH2R−NH2, R2NHR2NH, R3NR3N) |
Aldehydes | Carbonyl group (C=OC=O) at the end of a chain (R−CHOR−CHO) |
Ketones | Carbonyl group (C=OC=O) within a chain (R−CO−R′R−CO−R′) |
Carboxylic Acids | Carboxyl group (−COOH−COOH) |
Esters | −COO−R−COO−R 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−XR−X) |
Alkane Structure
Representations of Propane
Lewis Structure: H:C:C:C:HH:C:C:C:H
Structural Formula: H−C−C−C−HH−C−C−C−H
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≡CC≡C 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
Identify the Longest Carbon Chain: This provides the root name and ending.
Number the Chain: To give the lowest number to any carbon to which a substituent is attached.
Locate and Name Alkyl Groups: Identifying where branches occur and naming them.
Combine the Names: Create a full name that incorporates the longest chain and branches.
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) |