Combusting Alkanes

Combusting Alkanes

If you follow this blog, by now you must be thinking, when will we be done with the alkane chemistry? Well, the answer is never. There is still one more topic to touch on - burning alkanes and the environmental effects. Study up chums!

Alkanes are used as fuels due to how they can combust easily to release large amounts of heat energy. Combustion is essentially burning something in the presence of oxygen. There are two types of combustion: complete and incomplete. 

Complete combustion occurs when there is a plentiful supply of air. When an alkane is burned in sufficient oxygen, it produces carbon dioxide and water. How much depends on what is being burnt. For example:

butane + oxygen -> carbon dioxide + water

2C4H10 (g) + 13O2 (g) -> 8CO2 (g) + 10H2O (g)

Remember state symbols in combustion reactions. In addition, this reaction can be halved to balance for 1 mole of butane by using fractions when dealing with the numbers.

C4H10 (g) + 6 ½ O2 (g) -> 4CO2 (g) + 5H2O (g)

Incomplete combustion on the other hand occurs when there is a limited supply of air. There are two kinds of incomplete combustion. The first type produces water and carbon monoxide. 

butane + limited oxygen -> carbon monoxide + water

C4H10 (g) + 4 ½ O2 (g) -> 4CO (g) + 5H2O (g)

Carbon monoxide is dangerous because it is toxic and undetectable due to being smell-free and colourless. It reacts with haemoglobin in your blood to reduce their oxygen-carrying ability and can cause drowsiness, nausea, respiratory failure or death. Applicances therefore must be maintained to prevent the formation of the monoxide.

The other kind of incomplete combustion occurs in even less oxygen. It produces water and soot (carbon).

butane + very limited oxygen -> carbon + water

C4H10 (g) + 2 ½ O2 (g) -> 4C (g) + 5H2O (g)

Internal combustion engines work by changing chemical energy to kinetic energy, fuelled by the combustion of alkane fuels in oxygen. When this reaction is undergone, so do other unwanted side reactions due to the high pressure and temperature, e.g. the production of nitrogen oxides.

Nitrogen is regularly unreactive but when combined with oxygen, it produces NO and NO2 molecules:

nitrogen + oxygen -> nitrogen (II) oxide

N2 (g) + O2 (g) -> 2NO (g)

and

nitrogen + oxygen -> nitrogen (II) oxide

N2 (g) + 2O2 (g) -> 2NO2 (g)

Sulfur dioxide (SO2) is sometimes present in the exhaust mixture as impurities from crude oil. It is produced when sulfur reacts with oxygen. Nitrogen oxides, carbon dioxide, carbon monoxide, carbon particles, unburnt hydrocarbons, water vapour and sulfur dioxide are all produced in exhaust fumes and are also pollutants that cause problems you need to be aware of for the exam as well as how to get rid of them.

Greenhouse gases contribute to global warming, an important process where infrared radiation from the sun is prevented from escaping back into space by atmospheric gases. On the one hand, some greenhouse gases need to continue this so that the earth can sustain life as it traps heat, however, we do not want the earth’s temperature to increase that much. Global warming is the term given to the increasing average temperature of the earth, which has seen an increase in the last few years due to human activity - burning fossil fuels like alkanes has produced more gases which trap more heat. Examples of greenhouse gases include carbon dioxide, methane and water vapour.

Combusting Alkanes

Another pollution problem the earth faces is acid rain. Rain water is already slightly acidic due to the CO2 present in the atmosphere but acid rain is more acidic than this. Nitrogen oxides contribute to acid rain although sulfur dioxide is the main cause. The equation for sulfur dioxide reacting with water in the air to produce oxidised sulfurous acid and therefore sulphuric acid is:

SO2 (g) + H2O (g) + ½ O2 (g) -> H2SO4 (aq)

Acid rain is a problem because it destroys lakes, buildings and vegetation. It is also a global problem because it can fall far from the original source of the pollution.

Photochemical smog is formed from nitrogen oxides, sulfur dioxide and unburnt hydrocarbons that react with sunlight. It mostly forms in industralised cities and causes health problems such as emphysema.

So what can we do about the pollutants?

A good method of stopping pollution is preventing it in the first place, therefore cars have catalytic converters which reduce the amount of carbon monoxide, nitrogen oxides and unburnt hydrocarbons come into the atmosphere by converting them into less toxic gases. Shaped like a honeycomb for increased SA and therefore rate of conversion, platinum and rhodium coat ceramic and act as catalysts for the reactions that take place in an internal combustion engine.

As they pass over the catalyst, they react with each other to form less pollution:

octane + nitrogen (II) oxide -> carbon dioxide + nitrogen + water

C8H18 (g) + 25NO -> 8CO2 (g) + 12 ½ N2 (g) + 9H2O (g)

nitrogen (II) oxide + carbon monoxide  -> carbon dioxide + nitrogen

2NO (g) + 2CO (g) -> 2CO2 (g) + N2 (g)

Finally, sulfur dioxide must be dealt with. The first way it is dealt with is by removing it from petrol before it can be burnt, however, this is often not economically favourable for fuels used in power stations. A process called flue gas desulfurisation is used instead.

In this, gases are passed through a wet semi-solid called a slurry that contains calcium oxide or calcium carbonate. These neutralise the acid, due to being bases, to form calcium sulfate which has little commercial value but can be oxidised to produce a more valuable construction material.

calcium oxide + sulfur dioxide -> calcium sulfite

CaO (s) + SO2 (g) -> CaSO3 (s)

calcium carbonate + sulfur dioxide -> calcium sulfite + carbon dioxide

CaCO3 (s) + SO2 (g) -> CaSO3 (s) + CO2 (g)

calcium sulfite + oxygen -> calcium sulfate

CaSO3 (s) + O -> CaSO4 (s)

SUMMARY

Alkanes are used as fuels due to how they can combust easily to release large amounts of heat energy. Combustion is essentially burning something in the presence of oxygen.

Complete combustion occurs when there is a plentiful supply of air. When an alkane is burned in sufficient oxygen, it produces carbon dioxide and water

Remember state symbols in combustion reactions. In addition, reactions can be halved to balance for 1 mole of compounds by using fractions when dealing with the numbers.

Incomplete combustion occurs when there is a limited supply of air. There are two kinds of incomplete combustion. 

The first type produces water and carbon monoxide.

Carbon monoxide is dangerous because it is toxic and undetectable due to being smell-free and colourless. It reacts with haemoglobin in your blood to reduce their oxygen-carrying ability and can cause drowsiness, nausea, respiratory failure or death. 

The other kind of incomplete combustion occurs in even less oxygen. It produces water and soot (carbon).

Internal combustion engines work by changing chemical energy to kinetic energy, fuelled by the combustion of alkane fuels in oxygen. When this reaction is undergone, so do other unwanted side reactions due to the high pressure and temperature, e.g. the production of nitrogen oxides.

Nitrogen is regularly unreactive but when combined with oxygen, it produces NO and NO2 molecules:

Sulfur dioxide (SO2) is sometimes present in the exhaust mixture as impurities from crude oil. It is produced when sulfur reacts with oxygen.

Nitrogen oxides, carbon dioxide, carbon monoxide, carbon particles, unburnt hydrocarbons, water vapour and sulfur dioxide are all produced in exhaust fumes and are also pollutants that cause problems you need to be aware of for the exam as well as how to get rid of them.

Greenhouse gases contribute to global warming, an important process where infrared radiation from the sun is prevented from escaping back into space by atmospheric gases. Some greenhouse gases need to continue this so that the earth can sustain life as it traps heat, however, we do not want the earth’s temperature to increase that much. Global warming is the term given to the increasing average temperature of the earth, which has seen an increase in the last few years due to human activity - burning fossil fuels like alkanes has produced more gases which trap more heat. 

Another pollution problem the earth faces is acid rain. Nitrogen oxides contribute to acid rain although sulfur dioxide is the main cause. 

Acid rain is a problem because it destroys lakes, buildings and vegetation. It is also a global problem because it can fall far from the original source of the pollution.

Photochemical smog is formed from nitrogen oxides, sulfur dioxide and unburnt hydrocarbons that react with sunlight. It mostly forms in industralised cities and causes health problems such as emphysema.

A good method of stopping pollution is preventing it in the first place, therefore cars have catalytic converters which reduce the amount of carbon monoxide, nitrogen oxides and unburnt hydrocarbons come into the atmosphere by converting them into less toxic gases. Shaped like a honeycomb for increased SA and therefore rate of conversion, platinum and rhodium coat ceramic and act as catalysts for the reactions that take place in an internal combustion engine.

As they pass over the catalyst, they react with each other to form less pollution.

octane + nitrogen (II) oxide -> carbon dioxide + nitrogen + water

C8H18 (g) + 25NO -> 8CO2 (g) + 12 ½ N2 (g) + 9H2O (g)

nitrogen (II) oxide + carbon monoxide  -> carbon dioxide + nitrogen

2NO (g) + 2CO (g) -> 2CO2 (g) + N2 (g)

Finally, sulfur dioxide must be dealt with. The first way it is dealt with is by removing it from petrol before it can be burnt, however, this is often not economically favourable for fuels used in power stations. A process called flue gas desulfurisation is used instead.

In this, gases are passed through a wet semi-solid called a slurry that contains calcium oxide or calcium carbonate. Since they are bases, these neutralise the acid to form calcium sulfate which has little commercial value but can be oxidised to produce a more valuable construction material.

Happy studying!

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Https://ift.tt/3jD1KxP

https://ift.tt/3jD1KxP


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4 years ago

Nomenclature - what in the organic chemistry is it?

Organic chemistry is so widely studied it requires a standard system for naming compounds, developed by IUPAC. Nomenclature is simply naming these organic compounds.

So, you want to be an organic chemist? Well, it starts here. Are you ready?

(psst… once you’ve learnt this theory, try a quiz here!)

1. Count your longest continuous chain of carbons.

Bear in mind that some chains may be bent. You’re looking for the longest chain of subsequent carbon atoms. This number correlates to root names that indicate the carbon chain length, listed below:

image

The second part of naming your base comes from the bonding in the chain. Is it purely single bonds or are there double bonds in there? If you are familiar with carbon chemistry, you’ll know that saturated hydrocarbons are called alkanes and unsaturated hydrocarbons are called alkenes. Therefore, the syllable -ane is used when it has only single bonds and the syllable -ene is used when it has some double bonds. For example:

Sometimes carbon chains exist in rings rather than chains. These have the prefix of -cyclo.

2. Identify your side chains attached to this main carbon and name them.

Side chains are added as prefixes to the root names. Sometimes called substituents, these are basically anything that comes off the carbon chain. Examples of the prefixes are listed below:

image

There are other prefixes such as fluoro (-F) and chloro (-Cl) which can describe what is coming off the chain.

3. Identify where each side chain is attached and indicate the position by adding a number to the name. 

We aim to have numbers as small as possible. For example, if bromine is on the second carbon of a 5-carbon saturated chain, we number it as 2-bromopentane instead of 4-bromopentane, since it would essentially be 2-bromopentane if it was flipped. Locant is the term used for the number which describes the position of the substitute group, e.g. the ‘2′ in 2-chlorobutane is the locant.

Sometimes there are two or more side chains e.g. a methyl group and a chlorine attached to a pentane. In these cases, these rules apply:

1. Names are written alphabetically.

2. A separate number is needed for each side chain or group.

3. Hyphens are used to separate numbers and letters.

image

This would be named 2-chloro-3-methyl-pentane. This is because the longest chain of carbons is 5 (pentane), the chlorine is on the second carbon (2-chloro) and the methyl group is on the third carbon (3-methyl). It is 2-chloro rather than 4-chloro as we aim to have as small as numbers as possible.

Another variation of this step to be aware of is how many of the same side chains or groups there are, for example, having two methyl groups would be dimethyl rather than solely methyl. Each group must also be given numbers separated by commas to show where each one is located. 

The list of these prefixes is found here:

image

Convention does not usually require mono- to go before a single group or side chain.

4. Number the positions of double bonds if applicable.

Alkenes and other compounds have double bonds. These must be indicated with numbers. For example, pent-2-ene shows that the double bond is between carbon 2 and carbon 3. The number goes in the middle of the original root name e.g. butene, pentene.

(!) Below is a list of functional groups that you may need to study for the AS and A Level chemistry exams. “R” represents misc. carbons. It is important to know that some groups are more prioritised than naming. From the most to least priority: carboxylic acid, ester, acyl chloride, nitrile, aldehyde, ketone, alcohol, amine, alkene, halogenalkane. It is worthwhile learning these.

image

bigger version here (I suggest downloading and printing it)

But wait, there’s more:

Here are some things to bear in mind when naming organic compounds:

1. The letter ‘e’ is removed when there are two vowels together e.g. propanone rather than propaneone. The ‘e’ isn’t removed when it is next to consonant, e.g. propanenitrile isn’t propannitrile.

2. When compounds contain two different, one is named as part of the unbranched chain and the other is named as a substituent. Which way round this goes depends on the priority. 

SUMMARY

Count your longest continuous chain of carbons.

Chains may be bent. You’re looking for the longest chain of subsequent carbon atoms. This number correlates to root names that indicate the carbon chain length, e.g. pentane.

The second part of naming your base comes from the bonding in the chain. Is it purely single bonds or are there double bonds in there? The syllable -ane is used when it has only single bonds and the syllable -ene is used when it has some double bonds.

Rings have the prefix of -cyclo.

Identify your side chains attached to this main carbon and name them.

Side chains are added as prefixes to the root names. Sometimes called substituents, these are basically anything that comes off the carbon chain. 

There are other prefixes such as fluoro (-F) and chloro (-Cl) which can describe what is coming off the chain.

Identify where each side chain is attached and indicate the position by adding a number to the name.

We aim to have numbers as small as possible. Locant is the term used for the number which describes the position of the substitute group, e.g. the ‘2′ in 2-chlorobutane is the locant.

Sometimes there are two or more side chains e.g. a methyl group and a chlorine attached to a pentane. In these cases, names are written alphabetically, a separate number is needed for each side chain or group and hyphens are used to separate numbers and letters.

When there are two or more of the same side chains or substituent groups, these must also be given numbers separated by commas to show where each one is located.

Number the positions of double bonds if applicable.

Alkenes and other compounds have double bonds. These must be indicated with numbers. The number goes in the middle of the original root name e.g. butene, pentene.

It is worthwhile learning the other functional groups that can be added on.They have varying priorities.

The letter ‘e’ is removed when there are two vowels together e.g. propanone rather than propaneone. The ‘e’ isn’t removed when it is next to consonant, e.g. propanenitrile isn’t propannitrile.

When compounds contain two different, one is named as part of the unbranched chain and the other is named as a substituent. Which way round this goes depends on the priority.

Happy studying guys!


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general post disclaimer: I’m an undergraduate student studying biochemistry and genetics. Posts are made for the purposes of education, revision and aesthetics. Not all the content I produce can be taken as entirely accurate and I do not take responsibility for errors made as a result of using this resource. Always consult course textbooks and lectures to aid in your specific learning outcomes. Do not repost without the original caption citing any extra references I used to make this post or remove my watermark. Other posts can be found on my blog as-studypeach@tumblr.com. Any problems, feel free to get in touch via my messages.

Imines and Enamines
Master Organic Chemistry
Imines are the nitrogen analogues of aldehydes and ketones, containing a C=N bond instead of a C=O bond. They are formed through the dehydra

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4 years ago

Shapes of Molecules

his post is more information than trying to explain something - the truth is, you just need to learn shapes of molecules like you do with anything. I’ve got a physical chemistry mock tomorrow that I’m dreading since I’ve done zero revision. The fact that I run a study blog yet don’t revise myself is odd, but what else can I do? Oh, wait … revise. So here it is, my last minute revision for myself and you too - I present, shapes of molecules!

VSEPR stands for valence shell electron pair repulsion theory. If you’ve ever seen a moly-mod or a diagram of a molecule in 3D space, you may wonder how they decided it was that shape. Well, VSEPR answers all.

The theory essentially states that electron pairs are arranged to minimise repulsions between themselves - which makes sense, since electrons carry the same charge and therefore try to repel each other. Of course, there are different types of electron pairs, lone and bonding. The strongest repulsions happen between lone pair - lone pair followed by lone pair - bonding pair and finally, bonding pair - bonding pair have the least repulsion. 

Since the repulsion governs the shape of the molecule, to work out a molecule’s shape you must look at dot and cross diagrams or electron configurations to see how a molecule is bonded. There are many methods to do this, but the bottom line is that you must work out how many bonding pairs of electrons and how many lone pairs are involved.

The easiest shape to learn is linear. This has two bonding pairs and no lone pairs at an angle of 180 degrees, since that is the furthest the two can get away from each other. Examples of linear molecules include carbon dioxide and beryllium chloride.

Shapes Of Molecules
Shapes Of Molecules

Next up is trigonal planar. This has three bonding pairs and no lone pairs, each at the angle of 120 degrees. Trigonal means three and planar means on one plane, this should help you in identifying the molecules since after a fourth pair of electrons, the shape becomes 3D. Examples of trigonal planar molecules include boron trifluoride and sulfur trioxide.

Shapes Of Molecules
Shapes Of Molecules

What if you were to have two bonding pairs and two lone pairs? Well, then you’d have a bent molecule. Water is a good example of a bent molecule. Since it has two lone pairs that repel the other two bonding pairs more than they repel each other, the bond angle is 104.5. I’d be careful though, as in many textbooks it shows a bent molecule to have one lone pair and a different bond angle.

Shapes Of Molecules

Another variation of the bent molecule I’ve seen is the one with two bonding pairs and one lone pair. It is deemed as bent with a bond angle of 109 or sometimes less than 120 degrees.

Shapes Of Molecules

Tetrahedral molecules have four bonding pairs and no lone pairs. The bond angle is 109.5 degrees. Examples of this include the ammonium ion, methane and the phosphate ion. A good thing to note here is how these molecules are drawn. To demonstrate the 3D shape, where the molecule moves onto a plane, it is represented with a dashed line and triangular line along with a regular straight line. 

Shapes Of Molecules
Shapes Of Molecules

Trigonal pyramidal, sometimes just called pyramidal, is where there are three bonding pairs and a lone pair. Bond angles are roughly 107 degrees due to the repulsion from the lone pairs. An example of a trigonal pyramidal molecule is ammonia, which has a lone pair on the nitrogen.

Shapes Of Molecules

Having five bonding pairs gives a trigonal bipyramidal structure. I guess the three bonding pairs on the trigonal plane accounts for that part of the name, where the rest comes from the position of the remaining two. These molecules have no lone pairs and have a bond angle of 90 degrees between the vertical elements and 120 degrees around the plane. Diagrams below are much clearer than my description! Examples of this include phosphorus pentachloride.

Shapes Of Molecules
Shapes Of Molecules

Six bonding pairs is an octahedral structure. I know this is confusing because octahedral should mean 8 but it’s one of those things we get over, like the fact sulfur isn’t spelt with a ph anymore. It’s actually to do with connecting the planes to form an octahedral shape.There are no lone pairs and each bond angle is a nice 90 degrees. Common examples include sulfur hexafluoride.

Shapes Of Molecules
Shapes Of Molecules

Square planar shapes occur when there are six bonding pairs and two lone pairs. All bond angles are 90 degrees! They take up this shape to minimise repulsions between electrons - examples include xenon tetrafluoride.

Shapes Of Molecules

The final one to know is T-shape. This has three bonding pairs and two lone pairs. These molecules have bond angles of (less than) 90 degrees, usually a halogen trifluoride like chlorine trifluoride.

Shapes Of Molecules

There are plenty more variations and things you could know about molecular geometry, but the truth is, there won’t be an extensive section on it. It’s a small part of a big topic!

I’m not going to do a summary today since I’d just be repeating the same information (I tried to keep it concise for you guys) so instead I’ll just leave you with, 

Happy studying!


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