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CARBON CHEMISTRY

CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

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Page 1: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

CARBON CHEMISTRY

Page 2: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

THE BIG PICTURE

Page 3: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

CARBON COMPOUNDS

Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced and compounds that organisms produced.

In 1828: Fredrick Wohler produced urea. Urea was the product of him synthesizing an organic compound (urea is a product of reactions in the livers of many organisms).

There are millions of organic compounds and they contain carbon and hydrogen. They are often combined with other elements.

Page 4: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

Diamond – drills & saws Graphite – pencil lead

Fullerenes – help medicine get inside of cellsBonus: Nanotubes – help wires conduct

electricity

The Chemistry of Carbon - Learn 360 (12 min) Carbon Chemistry - Learn 360 (43 min)

FORMS OF CARBON

Page 5: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

HYDROCARBONS

The simplest organic compounds

Contains the elements hydrogen and carbon only Methane gas, Propane gas,

Butane gas Gasoline is a mixture of

several hydrocarbons Properties

Like most organic compounds, they do not mix well with water

Flammable

Page 6: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

SATURATED VERSUS UNSATURATED HYDROCARBONS

Saturated Hydrocarbons contain only single bonds, so they have the maximum amount of hydrogen atoms on their carbon chains

Unsaturated Hydrocarbons contain double or triple bonds, so they have fewer hydrogen atoms on their carbon chains

Look:

Page 7: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

A structural formula shows the kind, number, and arrangement of atoms in a molecule.

Straights Chains

Branched Chains Rings

SATURATED HYDROCARBONS AND THEIR STRUCTURAL FORMULAS

Page 8: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

Alkenes: fruit bearing plants produce ethene which controls the rate at which fruits ripen; double bond between two carbon atoms; end in –ene

Alkynes: straight or branched chain hydrocarbons that have one or more triple bonds; end in –yne; example=welders use ethyne used in torch to cut metal

Aromatic Hydrocarbons: ring structure; six bonds in the ring are identical; strong aroma; example=benzene in gasoline

UNSATURATED HYDROCARBONS

Page 9: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

Hydrocarbons formed from plants and animals that l ived in Earth’s oceans and swamps mill ions of years ago are fossil fuels.Type of fossil fuel produces depends on the origin of the organic material and the conditions under which it decays.

Coal: most hydrocarbons in coal are aromatic hydrocarbons with high molar masses; high ration of carbon to hydrogen so burning it produces more soot than burning other fossil fuel

Natural Gas: formed from the remains of marine organisms; main component is methane but also contains ethane, propane and isomers of butane

Petroleum: formed from the remains of marine organisms; called crude oil; found deep beneath Earth’s surface; mainly long-branched alkanes and alkenes; to be useful, it must be separated into simpler mixtures through distillation

FOSSIL FUELS

Page 10: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

COMBUSTION OF FOSSIL FUELS

Acid Rain Combustion produces acid rain (instead of rain with pH of 5.6, can be as

low as 2.7) Damages stone structures, metal and concrete Sulfur dioxide and nitrogen oxides dissolve in water droplets forming sulfuric and nitric acids

Complete Combustion The primary products of the complete combustion of fossil fuel are carbon

dioxide and water.

Incomplete Combustion Stoves, furnaces Insuffi cient oxygen= Produces carbon monoxide (colorless, odorless poisonous gas)

Page 11: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

BOILING POINTS OF HYDROCARBONSCalculating:

What is the temperature difference between the boiling points of C3H8 and C5H12?

About 78ºC

Page 12: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

SUBSTITUTED HYDROCARBONS

Like a drill with different attachments, a carbon atom in an organic compound can have four attachments.

The attachments can all be different but sometimes they are identical.

Page 13: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

SUBSTITUTED HYDROCARBONS

Carbon can form stable bonds with several other elements including oxygen, nitrogen, sulfur and several halogens.

If ONE atom of another element is substituted for a hydrogen atom in a hydrocarbon, the hydrocarbon is called a substituted hydrocarbon .

Examples: Compounds containing halogens (period 17), Freon: once used as a cooling agent in refrigerators and car air conditioners

Compounds containing alcohols, Methanol: used in solutions for de-icing airplanes

Compounds containing organic acids, Formic acid: in stinging nettle and produced by ants

Page 14: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

The functional group in an alcohol is a hydroxyl group, -OH.

The name of an alcohol ends in –ol.Examples:

Methanol = fuel for motorcycles (and deicing planes as previously discussed)

Ethanol = mixes with gasoline to help gas burn more completely

An alcohol can be made by reacting an alkene with water.

FOCUSING ON ALCOHOLS

Page 15: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

The sharp, sour taste of a lemon comes from citric acid, an organic acid. The functional group in organic acids is a carboxyl group, -COOH. Names of organic acids, end in –oic. They tend to have sharp tastes and strong odors. Example:

Methanoic acid, aka formic acid (remember ants and stinging nettle?)

Ethanoic acid and water is vinegar and is also known as acetic acid.

The functional group in bases, or amines, is an amino group, -NH 2. Amines are found in paints, dyes and disinfectants.

ORGANIC ACIDS AND BASES

Page 16: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

When organic acids react with alcohols they form esters. A second product of the reaction is water. The reaction is reversible.

Ethanoic acid can react with methanol to produce methyl ethanoate.

Uses:

Esters are used in processed foods for flavoring.

Flowers produce esters with distinctive odors.

ESTERS

Page 17: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

POLYMERS

Consider freight trains…

Different types of cargo are transported in different types of cars

Like freight trains, some molecules are built up from smaller units linked together.

A polymer is a large molecule that forms when many smaller molecules are linked together by covalent bonds. The smaller molecules that join together to form a polymer are monomers.

Polymers can be classified as natural polymers or synthetic polymers.

Page 18: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

REVIEWING HOW POLYMERS ARE FORMED

Recall Carbon’s Chains and Rings Carbon atoms can form four covalent bonds Carbon atoms can bond to each other in straight and

branched chains and ring-shaped groupsCarbons Compounds and Polymers

Polymers form when chemical bonds link large numbers of monomers in a repeating pattern.

Monomers are the building blocks of polymers.Mono = One Poly = Many

Page 19: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

Four types of polymers produced in plant and animal cells are starches, cellulose, nucleic aids and proteins.

Carbohydrates: 1. Starches: simple sugars, straight chains or rings

Slightly more complex sugars such as sucrose and polymers (built from sugar monomers) are also classified as carbohydrates Pasta, bread. some vegetables (potatoes)

2. Cellulose: Another type of carbohydrate Main component of cotton and wood (provides them with strength) Most abundant of all organic compounds In fruits and vegetables 3000 or more glucose monomers Non-digestible by humans

NATURAL POLYMERS

Page 20: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

3. Nucleic Acids: Large nitrogen-containing polymers found mainly in the nuclei of cells Two types: DNA an RNA Monomers are nucleotides

4. Proteins: A polymer in which at least 100 amino acid monomers are linked through bonds between an amino group and a carboxyl group. An amino acid is a compound that contains both

carboxyl and amino functional groups in the same molecule (your body needs about 20 to function)

Your body can’t produce glycine so you must get it from food

Instructions for making proteins are stored in DNA Proteins make up your hair, fingernails, muscles

and hemoglobin in your blood Protein polymers form in very long strands

NATURAL POLYMERS CONTINUED

Page 21: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

SYNTHETIC POLYMERS

• Man-made• Plastics• Many types of clothing

(like polyester and rayon)

• Carpet• Gum• Toothpaste• Styrofoam• Rubber – sap vs

resisting wear and being less likely to leak

• Nylon – strong, durable and shiny

• Polyethylene – plastic wrap, milk bottles

Page 22: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced
Page 23: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

POLYMERS VIDEO CLIP

http://youtu.be/8YUiRKWPKl8

Page 24: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

REACTIONS IN CELLS

Historical connection:Consider whale oil (and other animal

fats) being used as lamp oil

As fats burn, they release energy in the form of heat and light and combine oxygen and

produce carbon dioxide and water.

In lamps, combustion happened quickly but not in animal cells.

Some reactions in cells go to completion and some reach equilibrium point. Sometimes a catalyst is needed.

Photosynthesis and cellular respiration are two processes that allow organisms to meet their energy needs.

Page 25: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

The sun is the primary source of energy for most plants and animals.

During photosynthesis, plants chemically combine carbon dioxide and water into carbohydrates. The process requires l ight and chlorophyll, a green pigment in plants.

During photosynthesis, energy from sunlight is converted into chemical energy. Photosynthesis involves a complex series of chemical reactions. When all the reactions are complete, the energy form sunlight has been stored in the covalent bonds of molecules.

PHOTOSYNTHESIS

Page 26: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

Your body needs energy for EVERYTHING!!! To cry, laugh, heal a cut, climb a tree, and

even to sleep!

During cel lular respirat ion, the energy stored in the products of photosynthesis is released.

CO2 and H2O are reactants in photosynthesis and products of cel lular respirat ion

Carbohydrates and oxygen are reactants in cellular respiration and products of photosynthesis

Glucose(comes from simple sugar or starches)) react ing with oxygen

Fats are also a good source of energy

CELLULAR RESPIRATION

Page 27: CARBON CHEMISTRY. THE BIG PICTURE CARBON COMPOUNDS Before 1828: Chemists believed compounds could only be divided two ways, into compounds they produced

Enzymes and vitamins are compounds that help cells functions effi ciently at normal body temperature. Without them, reactions that take place in cells would not happen fast enough to keep your cells alive.

Enzymes: Needed by cells to digest food a(extracting energy from it) Proteins that act as catalysts for reactions in cells Speed up reactions without raising temperature Thousands in your body

Vitamins Organic compounds that organisms need in small amounts but can’t produce themselves Vitamins that dissolve in water get eliminated daily and need to be replaced (Ex. Vitamin C) Vitamins that dissolve in fat build up over time in the body (Vitamin A)

ENZYMES AND VITAMINS