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Introduction to Organic Chemistry

 

What is Organic Chemistry?

The chemistry of carbon containing compounds.

Why is Organic Chemistry important?

Pervasive in nature, chemical foundation of biology, and can improve our standard of living (medicines, plastics, pesticides)

How does Carbon Bond?

Carbon is able to form up to 4 bonds. Carbon can hybridize the 2s and the 3 2p orbitals into a new hybrid orbital (either sp3, sp2 or and sp)

Each atom has a limited number of possibilities to satisfy octet:

 

    1. Nonbonding (electron pair localized on one atom)

 

    2. Bonding (electron pair shared between two atoms)

 

        a. Single bond (1 shared pair;sp3 hybridization)

 

        b. Double bond (2 shared pairs; sp2 hybridization)

 

        c. Triple bond (3 shared pairs; sp hybridization)

 

Why is it important that carbon can bond with itself?

 

It makes it possible for large number of organic molecules. Even more numerous than inorganic compounds.

 

What are sources of Organic Raw Materials?

 

Petroleum, coal, wood, and other plant and animal sources

 

What are some characteristics of organic compounds?

 

Polarity

Mostly Nonpolar, so they usually do not dissolve in water (e.g. oil).

 

Some however, are polar or slightly polar and do dissolve in water (e.g. acids and alcohols).

 

Electrolytes

Non electrolytes except for orgainic acids which are weak electrolytes.

 

Boiling/Melting Point

Usually they have a low melting point, due to weak intermolecular forces.

 

The melting point generally increases with an increase in the number of carbons.

 

Melting (blue) and boiling (pink) points of the first 14 n-alkanes in °C.

Melting point boiling points

NameMolecular
Formula
Melting
Point (oC)
Boiling
Point (oC)
State
at 25oC
methaneCH4-182.5-164gas
ethaneC2H6-183.3-88.6gas
propaneC3H8-189.7-42.1gas
butaneC4H10-138.4-0.5gas
pentaneC5H12-129.736.1liquid
hexaneC6H14-9568.9liquid
heptaneC7H16-90.698.4liquid
octaneC8H18-56.8124.7liquid
nonaneC9H20-51150.8liquid
decaneC10H22-29.7174.1liquid
undecaneC11H24-24.6195.9liquid
dodecaneC12H26-9.6216.3liquid
eicosaneC20H4236.8343solid
triacontaneC30H6265.8449.7solid

 

Reaction Rate

generally slow due to strong covalent bonding between carbon atoms

 

 


 

 

 

 

What are Hydrocarbons?

A hydrocarbon is a chemical compound that consists only of the elements carbon (C) and hydrogen (H). Hydrocarbons contain a backbone consisting of carbon atoms, called a carbon skeleton with hydrogen atoms attached to that backbone. Hydrocarbons, which are combustible, are the main components of fossil fuels, which include petroleum, coal, and natural gas. The most abundant hydrocarbon is methane.

 

What are Isomers?

Compounds that have the same molecular formula but a different structural formula.

isomers of propanol

They all have a molecular formula of C3H8O, but have different structures. So as the number of carbons increase the number of Isomers increase.

NameMolecular
Formula
Structural
Formula
IsomersNameMolecular
Formula
Structural
Formula
Isomers
methaneCH4CH41hexaneC6H14CH3(CH2)4CH35
ethaneC2H6CH3CH31heptaneC7H16CH3(CH2)5CH39
propaneC3H8CH3CH2CH31octaneC8H18CH3(CH2)6CH318
butaneC4H10CH3CH2CH2CH32nonaneC9H20CH3(CH2)7CH335
pentaneC5H12CH3(CH2)3CH33decaneC10H22CH3(CH2)8CH375

What does saturated and unsaturated mean?

A saturated hydrocarbon (or other organic molecule) has utilized all of its bonding electrons to make single bonds to other atoms. It can not make additional bonds without cutting off part of the existing molecule. saturated

An unsaturated hydrocarbon (or other organic molecule) contains double or triple bonds between certain atoms. These bonds may be broken and new atoms attached without disrupting the existing skeleton of the hydrocarbon.

What is a homologous series?

In chemistry, a homologous series is a series of organic compounds with a similar general formula, possessing similar chemical properties due to the presence of the same functional group, and shows a gradation in physical properties as a result of increase in molecular size and mass (see relative molecular mass). For example, ethane has a higher boiling point than methane since it has more Van der Waals forces with neighboring molecules. This is due to the increase in the number of atoms making up the molecule. Organic compounds in the same homologous series vary by a CH2.

What are the general formulas?

Homologous seriesGeneral formulaExampleFunctional group
AlkanesCnH2n + 2 (n more than or equal to 1)CH4, n = 1
AlkenesCnH2n (n more than or equal to 2)C2H4, n = 2C = C
AlkynesCnH2n − 2 (n more than or equal to 2)C2H2, n = 2C ≡ C
AlcoholsCnH2n + 2O (n more than or equal to 1)CH4O, n = 1- OH
Carboxylic acidsCnH2nO2 (n more than or equal to 1)CH2O2, n = 1- COOH

on to Naming Alkanes

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