Basic Chemistr
Basic Chemistr
Basic Chemistr
INTRODUCTION TO HYDROCARBONS
TRAINING MANUAL Course EXP-PR-RT030 Revision 0.1
THEORY OUTLINE
INTRODUCTION TO HYDROCARBONS CONTENTS
1. OBJECTIVES ..................................................................................................................4 2. INTRODUCTION TO THE ORGANIC CHEMISTRY OF HYDROCARBONS ..................5 2.1. BASICS .....................................................................................................................5 2.2. ORIGIN OF HYDROCARBONS ................................................................................8 2.3. CARBON AND HYDROGEN.....................................................................................9 2.4. ISOMERS................................................................................................................11 2.4.1. Definition...........................................................................................................11 2.4.2. Constitutional isomers ......................................................................................12 2.4.3. Stereoisometry..................................................................................................12 2.4.4. Alkyl radicals.....................................................................................................13 3. THE SIX DIFFERENT HYDROCARBON GROUPS ......................................................15 3.1. THE ALKANE GROUP............................................................................................15 3.1.1. Linear or normal alkanes (n) .............................................................................15 3.1.2. Carbon chain alkanes or isomers (i) .................................................................17 3.2. THE ALKENE GROUP............................................................................................18 3.3. THE ALKYNE GROUP............................................................................................20 3.4. THE CYCLANE GROUP .........................................................................................21 3.5. THE AROMATIC GROUP .......................................................................................22 3.6. THE CYCLEN GROUP ...........................................................................................22 4. MAIN PHYSICAL CHARACTERISTICS OF HYDROCARBONS...................................23 4.1. GENERAL ASPECTS .............................................................................................23 4.2. STATE CHANGING TEMPERATURES ..................................................................25 4.3. DENSITY / API ......................................................................................................25 4.4. VISCOSITY .............................................................................................................25 4.5. COMBUSTION HEAT .............................................................................................25 5. INTRODUCTION TO HYDROCARBON PROCESSING ...............................................26 5.1. CRUDE OIL PROCESSING ....................................................................................26 5.2. GAS PROCESSING................................................................................................28 5.2.1. Transport in gaseous form ................................................................................29 5.2.2. Transport in liquid form .....................................................................................29 5.2.2.1. Liquefied natural gas: LNG.........................................................................31 5.2.2.2. LPG liquefied petroleum gas ...................................................................32 5.2.2.3. NGL - Natural Gas Liquids .........................................................................32 5.2.2.4. Condensates or natural gasoline................................................................33 6. HYDROCARBONS AS A SOURCE OF ENERGY.........................................................34 6.1. INTRODUCTION.....................................................................................................34 6.2. COMBUSTION OF ALKANES ................................................................................34 6.2.1. Example: the combustion of methane:..............................................................34 7. NAMES ASSOCIATED WITH HYDROCARBONS ........................................................36 7.1. GAS AND CRUDE ..................................................................................................36
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7.2. NATURAL GAS .......................................................................................................36 7.3. CRUDE OIL.............................................................................................................36 7.4. DENSITY OF OIL: THE API DEGREE ....................................................................37 7.5. ASSOCIATED GAS.................................................................................................37 7.6. ARABIAN LIGHT .....................................................................................................37 7.7. BRENT ....................................................................................................................38 7.8. LIGHT AND HEAVY OILS (HYDROCARBONS) .....................................................38 7.9. TOE: TONNE OIL EQUIVALENT ............................................................................38 7.10. GOR (Gas Oil Ratio) .............................................................................................38 7.11. BSW (Bottom Sediment and Water also known as watercut).............................38 7.12. HYDRATES...........................................................................................................39 7.13. DEW POINT ..........................................................................................................39 7.14. WATER CONTENT ...............................................................................................39 7.15. WOBBE INDEX .....................................................................................................40 8. EXERCISES ..................................................................................................................41 9. GLOSSARY ...................................................................................................................44 10. LIST OF FIGURES ......................................................................................................45 11. LIST OF TABLES ........................................................................................................46 12. EXERCISE SOLUTIONS .............................................................................................47
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1. OBJECTIVES
The objective of this course is to allow future operators to understand the bases of the hydrocarbons domain. Upon conclusion of this course, they should be able to: Explain the origin of hydrocarbons Interpret the basic chemical principles of Carbon - Hydrogen bonds Distinguish hydrocarbon components by their names and formulas Define the composition of isomers Name the different hydrocarbon groups Write the chemical formulas of the components in the groups above Define the main physical characteristics of hydrocarbons Interpret changes of state in hydrocarbons Integrate Pressure and Temperature values to define the characteristics of hydrocarbons Explain, interpret density terms, API, viscosity, combustion heat, and any other term relative to hydrocarbon production Name the different stages in the processing of crude oil Name the different states in the processing of a natural gas Differentiate the different solutions for transporting hydrocarbons in gas and / or liquid form Interpret the combustion of a liquid and / or gas hydrocarbon Distinguish the different names of crude oils and gases Define, compare and calculate with the different measurement units associated with hydrocarbons Interpret the terms and characteristics such as GOR, dew point, BSW (or watercut), water content, Wobbe index and any other term employed in the routine activities of an operator.
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Figure 1: Propane
Figure 2: Glycol
Figure 3: Ethylamine
A wide range of organic molecules therefore exist and the thing that differentiates them is the number and different types of atoms which they contain. Another characteristic which may differentiate these molecules is their structure (a single bond or a double bond between two atoms for example), and the way in which these arrangements are made in space (flat or other molecule). From a physical point of view, each given molecule is associated with precise characteristics. Certain molecules with similar physical/chemical behaviour are grouped together in families which makes it possible to examine the characteristics of a given family as an initial approach. For the purposes of this course, we will be concentrating on the study of hydrocarbon molecules which are made up only of carbon and hydrogen. This family is divided into 6 groups but the 5 most important ones are: Alkanes or paraffins, Alkenes or olefins (former name), Alkynes or acetylenes, cyclanes or cyclo-alkanes ou les naphtenes aromatics.
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Comments
Alkane
Alkene
Alkyne
Cyclo-alkane
Aromatics
Presence of a 6-atom cycle with alternating single and double bonds (benzene core)
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A basic specificity of this group is the fact that the hydrocarbon molecules of each group have different boiling point temperatures. It is this characteristic which makes it possible to manufacture finished (marketable) products using treatment processes which allow for the selective separation of the different types of hydrocarbon molecules (e.g. distillation, etc.).
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Therefore, a wide range of structures is possible (and therefore molecule types) containing only C and H atoms, not only depending on the number of atoms involved but also depending on the type of bond between these atoms. For example, molecules with the maximum amount of hydrogen atoms are said to be saturated and are Alkanes. These organic molecules can be represented in a variety of ways, the 3 main ones being: representation by an empirical formula: CH4 (methane), C2H6 (ethane) semi-developed formula CH4 and CH3-CH3 developed representation.
Whilst it is not possible to use a single formula to define hydrocarbons, we can nevertheless use the different possible bonds between the carbon and hydrogen to group
Training course: EXP-PR-RT030-EN Last revised: 26/04/2007
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hydrocarbons together in six different families whose components possess similar properties. Alkanes (saturated aliphatic carbonaceous chains) Alkenes (unsaturated aliphatic carbonaceous chains) Alkynes (unsaturated carbonaceous chains comprising a triple carbon/carbon bond) Cyclanes (saturated alicyclic carbonaceous chains ) Aromatics (unsaturated cyclic carbonaceous chains comprising a hexagonal carbon cycle) Cyclens (unsaturated cyclic carbonaceous chains )
Comments: A molecule is said to be saturated when each carbon atom which composes it contains the maximum possible number of hydrogen atoms (all the carbon bonds are single). It is said to be saturated because hydrogen cannot be added to this molecule. A molecule (saturated or otherwise) is said to be aliphatic when its carbon chain is open and it does not possess a closed carbon cycle (these are alkanes, alkenes and alkynes) A molecule is said to be cyclic when its carbon chain closes on itself without there being any aromatic cycle (these are cyclanes and cyclens). A molecule is said to be aromatic when it possesses an unsaturated cycle of 6 carbon atoms. Although we shall be examining the main hydrocarbons, the emphasis will be placed on paraffinic hydrocarbons and alkanes since alkanes are found throughout the entire oil exploitation chain.
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2.4. ISOMERS
We have seen that it is useful to group hydrocarbons together in families in order to obtain molecules with similar properties with these groups corresponding to molecules of a similar constitution (example: Alkanes are saturated aliphatic carbonaceous chains). Conversely, identical molecules also exist (by their empirical formula) which have different properties. These molecules are known as isomers.
2.4.1. Definition
There is only one methane, one ethane and one propane, but using butane there are several possibilities for bonding carbon and hydrogen atoms. The isomer is a molecule with the same empirical formula as the normal molecule, the difference being that the carbon atoms of the normal molecule form a chain whereas the isomer possesses a different semi-developed formula (therefore a different atom arrangement and structure) and different properties or a different atom arrangement in space. Isomers are molecules with the same empirical formula but different structures. The name is often preceded by the letters n or i to differentiate between the normal molecule and the corresponding isomer, Thus there are two alkanes with four carbon atoms: normal butane and isobutane. They have the same formula C4H10, but are differentiated notably by their boiling point temperature. The number of isomers increases rapidly in excess of six carbon atoms. There are 2 types of isomer: Constitutional isomers for which there is only on spatial geometry possible for the molecule concerned are known as isomers. Isomers which can be differentiated by their spatial geometry are known as stereoisomers
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No of C. atoms 4 5 6 7 8
No of isomers 2 3 5 9 18
No of C. atoms 9 10 12 15 20
2.4.3. Stereoisometry
When we consider a molecule to be fully developed in space, new cases of isometry in addition to constitutional isometry may exist. They are known as spatial isometries or stereoisometries (the molecules have the same formula as the normal molecule or the constitutional isomer but do not have the same properties). Two stereoisomers have the same semi-developed formula but different forms in threedimensional space. We will consider only stereoisometry with the configuration Z / E (the prefixes come from German Z: zusammen = together, E: entgegen: opposing)
Comments: Z and E isomerism can be applied to all molecules of the type CHA = CHB. Groups A and B are not hydrogen atoms.
Training course: EXP-PR-RT030-EN Last revised: 26/04/2007
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Figure 6: Stereoisomers NB: isomers have relatively little importance for the oil industry
Semi-developed formula CH3 CH3 - CH2CH3 - CH2 - CH2 CH3 - CH (CH3) CH3 - CH2 - CH2 - CH2 -
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Explanations concerning the definition method for Alkyl radical isomers: The longest carbon chain is identified. This is the one which gives the alkane its name. The name (without the final e) of the group attached to the principal chain is added as a prefix. Its position is identified by numbering the principal chain to give the smallest number to the carbon carrying the group. This name is placed in front of the group name. In the case of several identical groups, the prefix di-, tri-, ttra- is placed in front of the group name. In the case of different groups, they are named in alphabetical order. The smallest number is allocated to the group in first position in alphabetical order.
3-ethyl-5-methylhexane
2,4-dimethyl hexane
3-ethyl-5-methyl-4-propylheptane
Figure 7: Iso-alkanes
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isomolecules (i) with a branched structure (iso as in isomer) As from five carbon atoms, alkanes are liquids or solids in their natural state (it is commonly said that the liquids are C5+).
Number of C
10
prefix
meth
eth
prop
but
pent
hex
hept
oct
non
dec
Table 4: The linear alkanes This accounts for the names: methane, ethane, propane, butane,pentane...with the respective empirical formulae C1H4, C2H6, C3H8, C4H10, C5H12,
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A few representations:
Name methane ethane propane butane pentane hexane heptane octane nonane decane undecane dodecane eicosane triacontane
Molecule CH4 C2H6 C3H8 C4H10 C5H12 C6H14 C7H16 C8H18 C9H20 C10H22 C11H24 C12H26 C20H42 C30H62
Melting point Boiling point State at 25oC (oC) (oC) -182 -183 -188 -138 -130 -95 -90.6 -56.8 -51 -29.7 -24.6 -9.6 36.8 65.8 -162 -88.7 -42. -0.5 36 68.9 98.4 125.6 150.8 174.1 195.9 216.3 343 449.7 gas gas gas gas liquid liquid liquid liquid liquid liquid liquid liquid solid solid
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The table above shows that the compounds C1 to C4 (methane to butane) are gaseous at room temperature, in excess of five carbon atoms the compounds are liquid and in excess of fifteen carbon atoms they are solids.
Isomers of butane C4H10 Butane, whose empirical formula is C4H10, has two common isomers, normal butane (nbutane) and 2-methyl-propane (formerly isobutane), whose empirical formulae are as follows:
CH3-CH2-CH2-CH3
CH3-CH(CH3)-CH3
A methyl group (CH3-) has attached itself to the second carbon of a propane to form the methyl-propane isomer, which explains the origin of the name 2-methylpropane.
Pentane isomers C5H12: Using the same principle as for butane isomers, 3 isomers exist for pentane CH3-CH2-CH2-CH2-CH3 CH3-CH(CH3)-CH2-CH3 CH3-C(CH3)2-CH3 n-pentane 2-methylbutane 2,2-dimethylpropane C5H12 C5H12 C5H12
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Hexane isomers C6H14: Still using the same principle, the 5 hexane isomers are: CH3- CH2-CH2-CH2-CH2-CH3 CH3-CH(CH3)-CH2-CH2-CH3 CH3- CH2-CH(CH3)-CH2-CH3 CH3-C(CH3)2-CH2-CH3 CH3-C(CH3)-CH(CH3)-CH3 n-hexane 2-methylpentane 3-methylpentane 2,2-dimethylbutane 2,3-dimethylbutane C6H14 C6H14 C6H14 C6H14 C6H14
The double bond may be located at different points in the chain. To specify this position we indicate (in the name) the position of the double bond by numbering the carbon atoms in the carbon chain giving the carbon atoms with a double bond the smallest numbers (this numbering is not applicable for the first two alkenes, namely ethane, commonly known as ethylene, and propene). Only then do we consider the numbers of the carbon atoms in which the methyl, ethyl groups etc. are found.
Training course: EXP-PR-RT030-EN Last revised: 26/04/2007
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Ethene (ethylene)
Propene
But-1-ene
But-2-ene (2 stereoisomers)
Pent-1-ene
Methylpropene
3-ethyl-2-methylpent-2-ene
2,3-diethylhex-1-ene Figure 17: Alkenes Certain alkenes possess several doubles bonds. Alkenes with 2 double bonds are known as dienes and those with 3 are known as trienes.
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Compound
External electrons
Lewis model
Ethyne (acetylene)
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C6H12 cyclohexane
C9H18 1-ethyl-3-methylcycohexane
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Figure 20:Phenyl Radical C6H5 Benzene C6H6 is the simplest aromatic hydrocarbon
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Figure 22: Composition of a crude oil and raw natural gas Within the alkane family, these characteristics are directly linked to the number of carbon atoms making up the molecule as shown in the table below.
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Name
Methane
Ethane
Propane
Butane
Empirical formula
CH4
C2H6
C3H8
C4H10
16
30
44
58
0.3
0.37
0.51
0.58
0.667
1.27
1.86
2.45
Melting temperature (C) Boiling point temperature (C) - P = 101325 Pa Vapour pressure10C (Kg/cm2)
-182
-183
-188
-138
-162
-88,7
-42
-0,5
370
32
6.2
1.5
443
294
273
238
9490
16630
23660
30665
Gross calorific value (Kcal/Kg) Energy released by the combustion of one mole (kJ.mol-1) Energy released by the combustion of one kilogramme (kJ.kg-1)
13288
12417
11980
11586
890
1 560
2 220
2 880
55 600
52 000
50 400
49 700
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We have therefore seen that production of crude oil is always associated with the production of gas (associated gas). This gas is obtained by degassing the crude at different separation levels (the recovery of light hydrocarbons C1 to C4) In addition, the production of gas from a gas field is generally associated with the production of a certain quantity of liquid hydrocarbons (from pentane, known as condensates) which require a specific installation before they can be commercialised.
4.4. VISCOSITY
The viscosity of alkanes varies rapidly depending on the number of carbon atoms which they contain; when the number of carbon atoms in an alkane is greater than 16 it solidifies at a temperature exceeding 18C.
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The principle of distillation (or fractionating) is simply based on the fact that the boiling point temperatures of different alkanes are clearly separated between one alkane group and the next, which is known as fractionating by cut. The fact that not all hydrocarbons pass through the gaseous state at the same temperature is related to the molar mass of the molecule concerned. The greater the volatility of a hydrocarbon, the smaller its molar mass (small number of carbon atoms). In an industrial context, this distillation is conducted in a 40 to 60 meter high tower comprising up to 50 plates. The crude is heated in the furnace to 370C and transmitted to the tower where the pressure is equal to atmospheric pressure (atmospheric distillation). The products collected on the different levels (the least volatile at the bottom and the most volatile at the top) are mixtures with similar properties and are known as cuts: The different distillation cuts obtained along the column are: At the top of the column, the most volatile products are collected in their gaseous state (C1-C4). The boiling point temperature of the mixture decreases with its height in the column and gas oils (C13-C20), kerosene (C10-C13), jet fuel and naphtha (C5-C10) are separated allowing for the production of normal and super petrol. At the bottom of the column are the heaviest hydrocarbons (C>20, with more than 20 carbon atoms per molecule), known as atmospheric residue. These are the ones with the highest boiling point. In order to undergo a more complex separation they must be distilled in a vacuum. The most precise cuts can often be obtained with different temperature ranges which correspond to specific recovery heights in the distillation column. Cuts C1-C4: the combinations of alkanes with molecules of CH4 to C4H10).. (these are the lightest), are gaseous at normal pressure and temperature and are most commonly used as combustible gases (domestic and industrial use) and as raw materials in the petrochemical industry. Cuts C5-C6: boiling point 20-60C Give solvents and petroleum ether Cuts C6-C7: (boiling point 60-100C) Give light naphtha or white spirit and are mainly used as solvents. Cut C6-C11 (boiling point 60-200C) Gives gasoline, the basis for the manufacturing of fuels, and also, for the naphtha part (C6-C10), the raw material which is subjected to steam cracking for the petrochemical industry.
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The fraction C11-C16 (boiling point 180-280C), Gives kerosene, mainly used as a fuel in jet engines and diesel engines and as a fuel (light fuel) for domestic heating. The fraction exceeding C18 (boiling point > 350C) Composes atmospheric residue and is used as a fuel (heavy fuel) for industrial heating (thermal power plants). It is subject to reduced pressure distillation and produces light (C18-C25, boiling point 300-400C) and heavy lubricating oils (C26C36, boiling point 400-500C). The residues of vacuum distillation are asphalts. Additional processing exist to upgrade the crude and to produce the largest possible number of high-value molecules, but the principle is the same and consists of using the difference between the characteristics of the molecules to obtain the desired product.
Frigg (North Sea) Methane (%) Ethane (%) Propane (%) Butane (%) Nitrogen gas (%) Carbon dioxide (%) Hydrogen sulphide (%) 95.7 3.6 0.04 0.01 0.4 0.3 -
Urengo (Russia) 98
1.2 0.3 -
5.3 0.2 -
The compositions are given as a volume %. Figure 24: Characteristics of a number of natural gas deposits
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A number of processes exist for the liquefaction of natural gas and the chosen process depends above all on the composition of the gas to be liquefied. This composition will define the temperature which needs to be attained for liquefaction. In all cases, the gas is purified by the elimination of undesirable components, particularly CO2, H2S and H2O, before liquefaction. The principle of the liquefaction of natural gas is based on a series of "refrigerating cycles", using one or more cooling gases, alternating compressions, high-pressure condensation and low-pressure evaporation and expansion. The succession of these cycles using heat exchangers brings the gas to a sufficiently low temperature to transform it to its liquid state at atmospheric pressure. On average a liquefaction plant consumes 12 % of the incoming natural gas for its own operations.
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Figure 26: Gas treatment 5.2.2.1. Liquefied natural gas: LNG Liquefied Natural Gas (LNG): methane (CH4) and ethane (C2H6) Natural gas consists mainly of methane. Therefore LNG essentially contains methane with ethane, propane and butane.
GL 4Z (ALGERIA) LNG Properties & mole% N2 (mole %) C1 C2 C3 iC4 nC4 C5+ Molecular weight Boiling point at 760mm Hg Density at storage conditions Gas to liquid ratio Gross calorific value deg. C kg/m3 Sm3/m3 Kcal/Sm3 Kcal/m3 Liq KENAI NIKISI (LYBIA) MARSA EL BREGA (LYBIA) Actual LNG to ship 67.70 19.80 8.70 3.10 0.60 16.39 -162 428 636 8879 5 651 000 22.89 -160 537 555 12 224 6 800 000 GL 1K ALGERIA) Actual LNG to ship 1.25 92.55 5.37 0.59 0.10 0.14 17.18 -164 456 634 9290 5 889 000
Actual LNG to ship Actual LNG to ship 0.71 86.98 9.35 2.33 0.27 0.36 18.36 -163 474 618 9920 6 140 000 0.40 99.60
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Natural gas is liquefied (at around -163C at atmospheric pressure), transported in this form by liquid natural gas tankers and restored to is gaseous state on arrival in the user country. (-161C=boiling point temperature of methane). 5.2.2.2. LPG liquefied petroleum gas This is a mixture in variable proportions of propane (C3H8) and Butane (C4H10); propane is generally the preponderant element. They are gases under normal temperature and pressure conditions, liquefied and maintained in their liquid state when the pressure is increased or when the temperature is reduced. Liquefied gas is obtained from certain natural gases or from the refining of oil. 60 % of worldwide production is obtained from natural gas and 40 % from the refining of crude oil (1 t of oil produces between 20 and 30 kg of LPG in the refining process). LPG cannot be obtained directly from natural gas (which contains other hydrocarbons: CH4, C2H6 for example). In order to obtain LPG, it is necessary to go through an intermediate stage, namely the manufacturing of NGL, which is a mixture of gaseous hydrocarbons which are liquefied by cooling. The C3 and C4 mixture is isolated by fractionating NGL in order to obtain LPG.
5.2.2.3. NGL - Natural Gas Liquids This is a general term which is applied to all liquids obtained from the associated gas. They are heavier mixtures of ethane and hydrocarbons; propane, butanes, condensates, etc. They are gaseous in the reservoir (like condensates). They are liquefied by cryogenics before use and are sold (C3 and C4) under the name of LPG. NGL are obtained fairly easily since it is not necessary to cool to very low temperatures. Boiling point temperature of C2 approximately -88C compared with that of C1 -161C).
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5.2.2.4. Condensates or natural gasoline (Condensate or natural gasoline): liquid mixture C5 to C8. During extraction, expansion at the wellhead triggers the condensation of hydrocarbons C5 to C8 (which were gases in the reservoir conditions). The recovered liquids, known as natural gas condensates correspond to extremely light oil with a very high value (giving petroleum and naphtha). The remainder (hydrocarbons C1 to C4, CO2, H2S and He) is gaseous at room temperature and is dispatched through a pipeline to a gas treatment factors. Two collection networks are therefore required, one for the gas and one for the condensates. The market value of the condensates and the LPG is such that certain deposits are produced only for this purpose, with the poor gas (methane) being gradually reinjected in the absence of local outlets. Even when most of the poor gas is sold, a proportion is often reinjected into the deposit to compensate for the pressure drop and eventually to recover a larger proportion of condensates and LPG.
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The balance equation (see course entitled From atoms to hydrocarbons) shows that this reaction produces more energy than it consumes and is said to be exothermal. The energy released (3460 kJ. mol-1) by the creation of product bonds is 820 kJ. mol-1 more than the quantity consumed ( 2640 kJ. mol-1) to break the reagent bonds (therefore the methane molecules). Comments: The combustion heat of methane is - 820 kJ. mol-1 if water is obtained in the gaseous state, but is - 890 kJ. mol-1 if water is obtained in the liquid state: the reaction is more exothermal if the water is in the liquid state (the energy required for the vaporisation of the water is not expended).
Training course: EXP-PR-RT030-EN Last revised: 26/04/2007
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Figure 27: Combustion of hydrocarbons If we express this energy in kJ.kg-1, we simply need to remember that the mass (quantity of matter) of one mole of an element is equal to the value of its molar mass expressed in grams. Therefore the molar mass of methane =16g/mol i.e. 1kg of methane=1000/16 moles, releasing 890 x 1000/16 = 55625 (kJ.kg-1). In general, the combustion heat of alkanes with N carbon atoms is approximately 658 N+ 243 kJ/mole. The first terms are relatively richer in hydrogen and their combustion heat is slightly more intense. If we apply this estimation to methane the energy produced = 658+243=901 kJ. mol-1. The important thing to remember is that the heat energy released by one mole of alkane is greater when more carbon atoms are present (one mole of a methane molecule is made up of 6.023 1023 molecules of methane). By comparison, the combustion of butane (C4H10) produces 11062-8388=2674 kJ/mol (using the same approach with the corresponding combustion chemical reaction).
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7.7. BRENT
Mixture of crude oils produced by seven neighbouring fields in the North Sea linked to the same pipeline.
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7.12. HYDRATES
Hydrates are akin to ice in which a molecule of gas is encaged by molecules of water. These cages group together and quickly form solid plugs. The hydrates form at fairly high pressures and low temperatures but free water must always be present to enable the hydrates to form. Hydrates may create solid plugs in pipes, preventing the circulation of gas, which is why before gas is transported though a pipe it is dehydrated to ensure that in the worst case any water which may remain dissolved in the gas is not transformed into free water. The precautions to be taken (level of dehydration, P, T) can be obtained by calculations or from curves. Hydrates also exist in nature and form pockets of gas in the form of ice which compose a wonderful source of energy, equivalent to twice the methane from identified reserves of coal, oil and gas combined.
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It should be noted that: For a given gas pressure, the lower the temperature of the gas, the lower the water content For a given temperature, the higher the gas pressure, the higher the water content.
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8. EXERCISES
1. The 3 molecules below have the same empirical formula C6H14, which ones have the same carbon chain?
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9. GLOSSARY
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There is no difference between molecules A and B; they both contain a (linear) chain of 5 carbon atoms with a CH3 branch on the 2nd carbon atom. However, molecule C only contains one (linear) chain of 4 carbon atoms and 2 CH3 branches, therefore C is different from A and B.
2. Determine the number of constitutional isomers of hexane C6H14 There are 5 constitutional isomers: the simple chain which defines the normal isomer:
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This molecule is derived from pentane as its longest chain contains 5 carbon atoms there are 3 identical alkyl radicals (CH3 methyl)- 2 of these radicals are in position 2 and one radical is on the 4th carbon. This molecule is therefore 2,2,4-trimethylpentane. but since it contains 8 carbon atoms and its formula is C8H18 it is isooctane.
This molecule is derived from heptane as its longest chain contains 7 carbon atoms.- there are 2 alkyl radicals, one CH3 (methyl) on the carbon 2 and one CH2CH3 (ethyl) on the carbon 4 This molecule is therefore 4-ethyl-2-methylheptane. but since it contains 10 carbon atoms and its formula is C10H22 it is isodecane.
This molecule is derived from hexane as its longest carbon chain contains six carbon atoms. It also contains a double carbon bond C=C, this molecule therefore belongs to the hexene family. It possesses 2 alkyl radicals(CH3 methyl) which are bonded to the carbons in positions 3 and 5 this molecule is dimethyl-2-hexene. It contains 8 carbon atoms and its formula is C8H16. It is not the octane isomer as the empirical formula of octane is C8H18.
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