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CHAPTER -14
Organic Chemistry
* Organic Chemistry is the chemistry of carbon compounds derived from living things both
animal and vegetable.
Hydro-carbons
↓
↓ ↓
Saturated Hydrocarbon Unsaturated Hydrocarbon
↓ ↓
Alkane Alcohol Alkene Alkyne
↓ ↓ ↓ ↓
Single bond(-) CnH2n+2 O / Double bond (=) Triple bond( ≡)
CnH2n+2 CnH2n+1 OH CnH2n CnH2n-2
Substitution Addition Substitution /Addition
-C-C- -C=C- -C ≡C-
Bond Order
6
C = 2.4 -C- 1
H=1 H-
* C has bond order = 4 * H has bond order = 1
-O- (or) =O
* O has bond order = 2 * Halogen has bond order = 1
Properties of hydrocarbons
–The normal alkane from C1 to C4 are colourless gases, C5 to C17 are colourless liquids,
C18 and above are solids.
Molecular formula Structural formula
CH3–CH2–CH2–CH3 n-butane
C4H10 (butane)
CH3–CH–CH3 iso-butane
CH3
CH3–CH2–CH2–CH2–CH3 n-pentane
C5H12 (pentane) CH3–CH–CH2–CH3 iso-pentane
CH3
CH3
CH3–C –CH3 neo-pentane
CH3
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1. Molecular Formula
(a) Alkane (CnH2n+2 )
No: of Carbon Name Molecular Formula
1 methane CH4
2 ethane C2H6
3 propane C3H8
4 butane -------
5 pentane -------
Alkane/Alkene/Ankyne
HH
(a) H–C–C–H → CH2= CH2
HH ethene (ethylene)
ethane
HH H
(b) H–C–C–C–H → CH3– CH= CH2 H
HH H propene (propylene)
propane (methyl ethylene)
HH H H
(c) H–C–C–C–C–H → CH3– CH2– CH = CH2 H
HH H H 1-butene (1-butylene)
butane (ethyl ethylene)
HH H H
(d) H–C–C–C–C–H → CH3– CH = CH – CH3 H
HH H H 2-butene (2-butylene)
butane (dimethyl ethylene)
HH H HH CH3
(e) H–C–C–C–C-C–H → CH3 - C - CH3 Trivial neo
HH H HH CH3 CH3
neo pentane neo
(2,2-dimethyl propane)
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(f) H–C=C–H → H – C ≡C – H
H H ethyne
ethene (acetylene)
H H H
(g) H–C–C=C–H → CH3– C ≡ CH H
H propyne
propene (methyl acetylene)
H H H H
(h) H – C – C – C = C – H → CH3– CH2 – C ≡ CH H
H H 1-butyne
butene (ethyl acetylene)
H H H H
(i) H – C – C = C – C – H → CH3 – C ≡ C – CH3 H
H H 2-butyne
butene (dimethyl acetylene)
H H H H H
(j) H – C – C – C = C – C – H → CH3 – CH2 – C ≡ C – CH3 H
H H H 2-pentyne
pentene (ethyl methyl acetylene)
1. Structural Formula
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Graphical Formula
(a) Alkane ( CnH2n+2)
No: of Carbon Name Grphical Formula
H
1 methane H–C–H
H
H H
2 ethane H–C–C–H
H H
H H H
3 propane H–C–C–C–H
H H H
4 butane -----
5 pentane -----
(b) Alkene ( CnH2n)
No: of Carbon Name Grphical Formula
1 - -
H H
2 ethene C=C
H H
H H H
3 propene H–C–C=C
H H
H H H H
4 1-butene H–C–C–C=C
H H H
5 pentene -----
(c) Alkyne (CnH2n-2 )
No: of Carbon Name Graphical Formula
1 - -
H H
2 ethyne C ≡C
H H
3 propyne H - C - C ≡C
H
H H H
4 1-butyne H - C - C - C ≡C
H H
5 1-pentyne -------
Exercise
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2.Write down the structural formula of the following compounds.
(a) ethene (b) 1-butene (c) 1-octene (d) 1-heptyne
(e) 1-nonyne (f) hexane (g) propane (h) 1-pentene
(i) 1-butyne (j) decane (k) ethane (l) 1-hexyne
* CnH2n+2 (H ) CnH2n+1
Alkane → Alkyl
* CH3- CH2- CH3 (H ) CH3- CH2- CH2– (eg. CH3CH2CH2Br n-propyl bromide)
Propane → n-propyl
(H )
→ CH3- CH- CH3 (or) CH3- CH-
iso -propyl CH3
(eg. CH3– CHBr – CH3 iso-propyl bromide)
* R (Alkyl) (CnH2n+1)
methyl CH3–
ethyl CH3- CH2– normal
n -propyl CH3- CH2- CH2– iso
iso -propyl CH3- CH- CH3
Exercise
1.Write down the formula of the following compounds.
(a) alkyl iodide (b)ethyl chloride (c) methyl bromide (d) n-propyl halide
(e) iso-propyl chloride(f) methyl halide (g) iso-propyl halide (h) n-propyl iodide
(i) iso-propyl iodide (j) n-propy bromide (k) iso-propyl bromide (l) n-propyl bromide
(m) ethyl bromide (n) methyl iodide
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1.Write down the name of the following compounds.
* Alkane
IUPAC
C bond
H
Ans; CH3-CH2-CH-CH2-CH-CH3
CH2 CH3
CH3
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Naming of Alcohols (IUPAC system and Trivial system)
CH3
*CH3-CH-CH3 CH3-C -OH 2-methyl tertiary butyl alcohol
CH3 CH3 propan-2-ol(or)
(OR) OH tertiary butanol
CH3-C-CH3
CH3
*Diol (dialcohol)
OH
*CH3-CH-CH3 CH3-C -CH2OH 2-methyl 1,2-dihydroxy
CH3 CH3 propan-1,2-diol 2-methyl propane
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*Alkene / Alkyne / Alcohol
[ (=) / ( ≡) / ( OH ) ]
[ (=) / ( ≡) / ( OH ) ]
IUPAC
(a) C H- CH - CH = CH - CH3
3
(b) CH3- CH - CH - CH2- C ≡C - CH3
CH3 CH3 CH3
Ans; 4- methyl 2-pentene Ans; 5,6-dimethyl 2-heptyne
CH3 CH3
(c) CH3- CH2 - C - CHOH - CH2- CH3 (d) CH3- CH2 - C - CHOH - CHOH- CH3
CH3 CH3
Ans; 4,4-dimethyl hexan-3-ol Ans; 4,4-dimethyl hexan-2,3-diol
Exercise
*Alkane (-)
CH3
(c) CH3- CH - CH - CH2- CH3 (d) CH3- CH - CH2- CH - CH - CH3
CH2 CH2 CH3 CH3
CH2 CH3
CH3
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(e) CH3- CH - CH2- CH2-CH2-CH3 (f) CH3- CH2- CH - CH - CH3
CH3 CH2 CH3
CH3
*Alkene (=)
CH3
(c) CH3- CH = CH - CH - CH3 (d) CH3- CH2- C - CH - CH = CH2
CH3 CH3 CH3
CH3
(e) CH3- C = CH2 (f) CH2= CH - C - CH3
CH3 CH3
CH3
(g) CH3- CH = CH - CH - CH3 (h) CH3-CH2 - C - C = CH - CH3
CH2 CH3 CH2- CH3
CH3
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* Alkyne ( ≡)
CH3
(g) CH3- CH - C ≡C - CH2- CH3 (h) CH3- C ≡C - CH2 - CH2 - CH2 - CH - CH3
CH2- CH3
*Alcohol (OH)
(g) CH3- CH2 - CH - CH2 - CH2OH (h) CH3-CH2- CH2-CHOH - CHOH -CH2 - CH3
CH2
CH3
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(2) Draw the Structural formula of the following compounds.
*Alkane (-)
- Alkane equation
(I) Preparation of Alkane
(II) Chemical properties of Alkane
alkane
CaO ane
CaO
(a) RCOONa + NaOH → RH + Na2CO3
Δ
sodium soda-lime alkane
alkanoate
CaO
(b) CH3COONa + NaOH → CH4 + Na2CO3
Δ
sodium soda-lime methane
ethanoate
CaO
(c) CH3-CH2COONa + NaOH → CH3-CH3 + Na2CO3
Δ
sodium soda-lime ethane
propanoate
CaO
(d) CH3-CH2-CH2-COONa + NaOH → CH3-CH2-CH3 + Na2CO3
Δ
sodium butanoate soda-lime propane
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(1) Reduction of RI with HI
(a) RI + HI → RH + I2
alkyl alkane
iodide
(b) CH3I + HI → CH4 + I2
methyl methane
iodide
(c) CH3-CH2I + HI → CH3-CH3 + I2
ethyl ethane
iodide
(d) CH3-CH2-CH2I + HI → CH3-CH2-CH3 + I2
n-propyl propane
iodide
(e) CH3-CHI-CH3 + HI → CH3-CH2-CH3 + I2
iso-propyl propane
iodide
Pt/Pd
H2 catalyst
Ni, 300� C
Pt / Pd
(a) RI + H2 RH + HI
→
alkyl iodide alkane
Pt / Pd
(b) CH3I + H2 CH4 + HI
→
methyl iodide methane
Pt / Pd
(c) CH3-CH2I + H2 CH3-CH3 + HI
→
ethyl iodide ethane
Pt / Pd
(d) CH3-CH2-CH2I + H2 CH3-CH2-CH3 + HI
→
n-propyl iodide propane
Pt / Pd
(e) CH3-CHI-CH3 + H2 CH3-CH2-CH3 + HI
→
iso-propyl iodide propane
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Ni,300� C
(a) CH2 = CH2 + H2 → CH3 - CH3
Pt / Pd
ethene ethane
Ni,300� C
(b) CH2 -CH= CH2 + H2 → CH3 - CH2- CH3
Pt / Pd
propene propane
(1) Combustion O2
Δ
(a) CH4 + 2O2 CO2 + 2H2O
→
methane
7 Δ
(b) CH3-CH3 + O2 2CO2 + 3H2O
2 →
ethane
Δ
(c) CH3-CH2-CH3 + 5O2 3CO2 + 4H2O
→
propane
* methane + Chlo
H Cl HCl Chloroform CHCl3
diffused
CH4 + Cl2 → CH3Cl + HCl
sunlight
methane methyl chloride
diffused
CH3Cl + Cl2 → CH2Cl2 + HCl
sunlight
methyl chloride methylene chloride
diffused
CH2Cl2 + Cl2 → CHCl3 + HCl
sunlight
methylene chloride chloroform
diffused
CHCl3 + Cl2 → CCl4 + HCl
sunlight
chloroform carbon tetrachloride
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Alkane equation
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(3) Illustrate the following reactions
(a) Chlorination (b) Combustion of methane
(4) How would you prepare
(a) ethane from ethene (b) propane from propylene
(c) ethane from ethyl iodide (d) methane from sodium ethanoate
(e) ethane from sodium propanoate (f) methane from methyl iodide
(5) Answer the following equations.
(a) By heating a mixture of sodium propanoate and sodalime , a gas '' A '' is evolved .
What is gas '' A ''? Write down the equation.
(b) A gas '' X '' is obtained by heating a mixture of sodium ethanoate and sodalime.
What is gas '' X ''? Write down the equation.
(c) A gas '' X '' is obtained by heating a mixture of '' Y '' and sodalime . '' Y '' may be obtained
from the reaction between NaOH and acetic acid . Write down the balanced equation in
symbols for the first reaction only, and name the compounds ''X'' and ''Y''.
(d) Gas '' A '' can be formed by hydrogen of propene using a nickel catalyst at 300°C.
Write down the chemical equation and name the gas '' A ''.
Alkene (=)
- Alkene equation
(I) Preparation of Alkene
(II) Chemical properties of Alkene
(I) Preparation of Alkene
1. Dehydration of alcohol ( H2O
nol (alcohol)
''160'' ''ene''
Alumina ''350''
160° C , H 2SO 4 ( conc )
ROH → (=) + H2O
350° C , Al 2O 3
alcohol alkene
160° C , H 2SO 4 ( conc )
CH3-CH2OH → CH2 = CH2 + H2O
350° C , Al 2O 3
ethanol ethene
(ethyl alcohol)
160° C , H 2SO 4 ( conc )
CH3-CH2-CH2OH → CH3-CH= CH2 + H2O
350° C , Al 2O 3
porpanol propene
(n-propyl alcohol)
160° C , H 2SO 4 ( conc )
CH3-CHOH -CH3 → CH3-CH= CH2 + H2O
350° C , Al 2O 3
propanol propene
(iso-propyl alcohol)
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2. Dehydrohalogenation of alkyl halide
eth y l c h lo r i d e KOH ethanol ( Δ ) ethene KCl
ethanol
CH3-CH2Cl + KOH → CH2=CH2 + KCl + H2O
Δ
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Markownikoff 's Rule
- When an unsymmetrical addendum (HX) adds on to an unsymmetrical alkene, two
products are possible; but that product where the negative part of the addendum adds
on to the carbon with the least number of hydrogen atom is the major product.
O O
ethene ethene ozonide methanal methanal
O
chloroform Zn
CH3-CH=CH2 + O3 → CH3-CH CH2 + H2O → CH3-CHO + CH2O + H2O2
CHCl 3 dust
O O
propene propene ozonide ethanal methanal
4. Hydroxylation (OH
ethene KMnO4 ethene glycol
propene KMnO4 propene glycol
1 � � KMnO 4
CH2=CH2 + H2O + [O] → CH2OH-CH2OH
cold ( dil ) violet
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* iso-butane and iso - butene
Iso-butene can decolourize the reddish brown colour of bromine solution in ethanol,
but iso-butane does not.
ethanol
CH3-C = CH2 + Br2 → CH3-CBr-CH2Br
CH3 CH3
iso-butene (reddish brown) 1,2-dibromo-2-methyl propane(colourless)
ethanol
CH3-CH - CH3 + Br2 → CH3-CBr-CH2Br
CH3 CH3
ethanol
iso-butane (reddish brown) → (No colour discharge)
5. Polymerization
( poly ethene >1000 atm
n poly
>1000 atm
n ( CH2=CH2 ) → ( CH2– CH2 ) n
Δ
CH3
propene poly propene
Exercise
(i) Complete the following reactions.
1. CH3-CH2OH → ?
2. CH3-CH2-CH2OH → ?
3. CH3-CHOH-CH3 → ?
4. CH3-CH2X + KOH → ?
5. CH3-CH2-CH2Cl + KOH → ?
6. CH3-CHBr-CH3 + KOH → ?
7. CH2=CH2 + O2 → ?
8. CH3-CH=CH2 + O2 → ?
9. CH2=CH2 + H2 → ?
10. CH2-CH=CH2 + H2 → ?
11. CH2=CH2 + Cl2 → ?
12. CH3-CH=CH2 + Cl2 → ?
13. CH2=CH2 + Br2 → ?
14. CH3-CH=CH2 + Br2 → ?
15. CH2=CH2 + HBr → ?
16. CH3-CH=CH2 + HCl → ?
17. CH2=CH2 + O3 → ?
18. CH3-CH=CH2 + O3 → ?
19. CH2=CH2 + H2O + [O] → ?
20. CH3-CH=CH2 + H2O + [O] → ?
21. R- CH=CH2 + H2O + [O] → ?
22. n (CH3-CH=CH2) → ?
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(ii) What happen when
1. ethanol is passed over alumina,Al2O3 heated at 350 � C ?
2. ethanol is heated with H2SO4(conc) at 160 � C ?
3. n-propyl alcohol is heated with concentrated sulphuric acid at 160 � C ?
4. passing propyl alcohol over alumina at 350 � C ?
5. ethyl chloride is heated with alcoholic solution of KOH?
6. n-propyl chloride is heated with alcoholic solution of potassium hydroxide?
7. iso-propyl chloride is heated with alcoholic solution of potassium hydroxide?
8. an alkyl halide is heated with alcoholic solution of potassium hydroxide?
9. propene is passed into bromine solution.
10.propene reacts with hydrogen halide?(or)symmerical alkene with unsymmerical addendum?
11. addition of hydrogen bromide to propene.
12. ethene is passid into 1% KMnO4?
13. propene is passed into cold dilute potassium permaganate solution?
14. ozonized oxygen is passed into ethene in chloride and product is decomposed by water?
15. ethene ozonide is decomposed with water?
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Alkyne
Alkyne equation
(I) Preparation of Alkyne
(II) Chemical properties of Alkyne
lime
coke
→ calcium
carbide
CaC2 + 2H2O
→ CH ≡ CH
ethyne
+ Ca (OH)2
slaked lime
coke CaO electric furance
carbide H2 O ethyne
2. Dehydrohalgenation
ethene dibro KOH ethanol ( Δ ) ethyne KBr
ethylidene chlo KOH ethanol ( Δ ) ethyne KCl
(a) Dehydrohalgenation of ethene dibromide
ethanol
CH2Br - CH2Br + 2KOH → CH ≡ CH + 2KBr + 2H2O
Δ
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(b) Halogenation (X2)
ethyne chlo light bromine aqueous
liquid iodine ethanol
light light
CH ≡ CH + Cl2 → CHCl = CHCl + Cl2 → CHCl2 - CHCl2
ethyne ethyne dichloride ethyne tetra chloride
CH ≡ CH + Br2(l) → CHBr = CHBr + Br2 → CHBr2 - CHBr2
ethyne (reddish ethyne dibromide (reddish ethyne tetra bromide
brown) (colourless) brown) (colourless)
CH ≡ CH + Br2(aq) → CHBr = CHBr
ethyne (reddish ethyne dibromide
brown) (colourless)
ethanol
CH ≡ CH + I2 → CHI = CHI
ethyne ethyne diiodide
(c) Hydrohalogenation (HX)
CH ≡ CH + HX → CH2 = CHX + HX → CH2 -CHX2
ethyne vinyl halide ethylidene halide
3. Hydration (addition of water)
H 2SO 4
CH ≡ CH + H2O (dil) 2→ [ CH2 = CHOH ] → CH3- CHO
Hg + , 60 � c
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Δ 1
(2) CH3-C ≡ CH + Na → CH3-C ≡ CNa + H
2 2
propyne (or) sodium
methyl acetylene methyl acetylide
Δ 1
(3) CH3-CH2-C ≡ CH + Na → CH3-CH2-C ≡ CNa + H
2 2
1-butyne (or) sodium
ethyl acetylene ethyl acetylide
Δ
(4) CH3-C ≡ C-CH3 + Na → no reaction
2-butyne (or) dimetyl acetylene
(b) Substitution with copper
1
(1) CH ≡ CH + Cu Cl + NH3 → CH ≡ CCu ↓ + NH4Cl
2 2 2
ethyne (or) acetylene monocopper(I) acetylide (red ppt)
1
CH ≡ CCu + Cu Cl + NH3 → CCu ≡ CCu ↓ + NH4Cl
2 2 2
monocopper dicopper(I)
acetylide acetylide (red ppt)
1
(2) CH3-C ≡ CH + Cu Cl + NH3 → CH3-C ≡ CCu ↓ + NH4Cl
2 2 2
propyne (or) copper(I)
methyl acetylene methyl acetylide (red ppt)
1
(3) CH3-CH2-C ≡ CH + Cu Cl + NH3 → CH3-CH2-C ≡ CCu ↓ + NH4Cl
2 2 2
1-butyne (or) copper(I)
ethyl acetylene ethyl acetylide (red ppt)
(4) CH3-C ≡ C- CH + Cu2Cl2 + NH3 → no precipitation
2-butyne (or) dimethyl acetylene
(c) Substitution with silver
(1) 2CH ≡ CH + Ag2O + NH3 → 2CH ≡ C Ag ↓ + NH4OH
ethyne (or) acetylene monosilver acetylide (white ppt)
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Exercise
1. Complete the following reactons.
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5. Answer the following reactons.
(a) A gas '' X'' is obtained by heating a calcium carbide with water. What is gas '' X '' .
Write down the chemical equation.
(b) A gas '' X'' is obtained by heating ethylidene chloride with alcoholic potassim hydroxide.
What is gas '' X '' .Write down the chemical equation.
(c) A gas '' X'' is obtained by heating ethene dibromide with alcoholic potassim hydroxide.
What is gas '' X '' .Write down the chemical equation.
(d) A gas '' X'' is obtained by heating propene dibromide with alcoholic potassim hydroxide.
What is gas '' X '' .Write down the chemical equation.
(e) When gas A is passed into dilute sulphuric acid containing mercury (II) sulphate at 60 � C ,
the final product is ethanol . What is gas ''A''
(f) A gas ''B'' is liberated by passing propyne over heated sodium . What is gas ''B'' .
Write down the chemical equation.
Alcohol
Alcohol equation
reflux
(b) CH3-CH2Cl + NaOH → CH3-CH2OH + NaCl
Δ
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2. Manufacture of ethanol petroleum refinery products (ethanol from ethene)
(a) CH2= CH2 + H2SO4 → CH3-CH2HSO4
ethene ethyl hydrogen sulphate
(b) CH2= CH2 + CH3-CH2HSO4 → (CH3-CH2)2SO4
ethene ethyl hydrogen sulphate diethyl sulphate
(c) CH3-CH2HSO4 + H2O → CH3-CH2OH + H2SO4
ethyl hydrogen sulphate ethanol
(d) (CH3-CH2)2SO4 + 2H2O → 2CH3-CH2OH + H2SO4
diethyl sulphate ethanol
ethene ethanol product ethene
diethyl sulphate ethanol
3. Manufacture of ethanol by fermentation method
n malt n
(a) ( C6H10O5)n + H2O → C H O
2 diastase 2 12 22 111
starch maltose
yeast
(b) C12H22O11 + H2O → 2C6H12O6
maltase
maltose glucose
yeast
(c) C6H12O6 → 2CH3CH2OH + 2CO2 ↑
zymase
glucose ethanol
6 , 12 , 6 , 12 , 6 (d m z)
(II) Chemical properties of alcohols
1. Reaction with metallic sodium
1
CH3-CH2OH + Na → CH3-CH2ONa + H
2 2
ethanol sodium ethoxide
2. Reaction with PCl5
CH3-CH2OH + PCl5 → CH3-CH2Cl + POCl3 + HCl ↑
ethanol ethyl chloride
PCl5 ethanol OH
Cl POCl3 HCl
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4. Esterification ( Formation of ester)
(a) Formation of organic esters
+
H
CH3CH2OH + CH3COOH → CH3COOCH2CH3 + H2O
ethanol ethanoic acid( acetic acid ) ethyl ethanoate(ethyl acetate)
H+ OH ethyl ethanoate
ethanol ethanal
K 2Cr2O 7
CH3CHO + [O] → CH3COOH
dilHSO 4
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2. What happen when
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Petroleum Industry and pertrochemicals
Fossil fuels
Fossil fuels were formed in the Earth's crust from material that once living.
There are there major fossil fuels;
(i) Coal
(ii) Crude oil (petroleum)
(iii) Natural gas
Coal - comes from fossil plant material.
Crude oil and natural gas are formed from the bodies of marine microorganisms.
* How are the Fossil fuels formed? What are the sources of coal,crude oil and natural gas?
Fuel (
A fuel is a substance which can be conveniently used as a source of energy.
* What is Fuel ?
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Fractional distillationt
- Crude oil is a mixture of many different hydrocarbon molecules.
- At a refinery, crude oil is separated into different fractions consisting of groups of
hydrocarbons that have different bioling points by fracrional distallation .
- Separation of the hydrocarbons takes place in a fractionating tower or fractional
distillation column.
* Define the term fractional distallion.
* How would you separate the crude oil?
* What type of apparatus is used in this seperation?
molecules
molecules
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Ethene from petrol (octane)
Pt
- octane (petrol) ethene + hydrogen
→
C8H18 4C2H4 + H2
Pt
- ethene + hydrogen → ethane
Pt
C2H4 + H2 → C2H6
* What an equation to indicate how petrol(ocatne) can be made into ethane.
Uses of diesel , kerosene and petrol
Diesel oil , kerosene , petrol
decreasing order of boiling piont
- Naphthas are used to make chemicals.
- Kerosene is used as a fuel in jet engines.
- Diesel oil is used as a fuel in diesel engines.
- Fuel oil is used as fuel for ships and for home heating systems.
- Gasoline is used as a fuel in cars(petrol).
* Express the uses of naphthas, kerosene , diesel oil , fuel oil and gasoline .
Biogas
- Biogas can be produce from cow dung and organic waste in the absence of air. It is the
mixture of methane and carbon dioxide produced naturally from the decay of organic waste in
the absence of air. ( anaerobic fermentation process)
Uses of biogas
- In Myanmar, biogas is used as a fuel for local industry and to powder the electricity
generating enegines.
* How is biogas produced ? Give the name of this reaction process.
What is biogas composed of ?
* What is biogas? Explain the use of biogas in Myanmar.
Different kinds of coal
(1) peat (not a coal)
(2) lihgnite ( brown coal)
(3) bituminous (soft coal)
(4) anthracite (hard coal)
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Alternative transport fuels
Hydrocarbon (OR) Gasoline from methanol
ZSM _ 5
- methanol → hydrocarbon + water
n CH3OH → (CH2)n + n H2O
ZSM-5
- ZSM-5 is an artificial zeolite composed of aluminium, silicon and oxygen.
Zeolite
- A zeolite is one of a large group of alumino-silicates of sodium, potassium, calcium
and barium.
* What is zeolite?Explain the term ZSM-5 catalyst.Convert methanol to gasoline using zeolite.
Ignition temperature
- The ignition temperature is the temperature at which a fuel-air mixture ignites without a
flame. ( eg - for petrol it is 550 � C )
(- Ignition temperature
Flash-point
- The flash point is the temperature at which the vapour will ignite in air in the presence
of a flame. ( eg - for octane it is 13 � C )
(-Flash point
* Explain the terms ignition temperature and flash point.
* State the difference between the flash point and ignition temperature.
Knocking
- If the fuel ignites too easily then the engine will not run smoothly-knocking will occur.
Reforming
- High-quality petrol contains many branched-chain hydrocarbons, make in a process
known as reforming,so that does not ignite too soon.
-
reforming
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Tramsesterification (
-The plant or animal oil has to be converted to biodesel by the chemical process which is
known as tramsesterification.
-
* Define the term Transesterification. There are four stages in the coverted of fats or oil to
biodiesel. Explain the final stage of this process.
*Give the name of the process which is used for conversion of biodiesel from used oil. Explain
the third stage conversion.
Source of biodiesel
- Plant and animal oil may serve as the source of biodiesel.
Biodesel
- It is derived from plant seed oil which can be used as a substitute for diesel fuel. The plant
seed oil has to be biodiesel by the chemical process known as biodiesel.
Uses of biodiesel
- In Myanmar, biodiesel is used to power tractor engines, petro-diesel engines, and electricity
generating engines. It is the potential substitue for petro-diesel.
Biomass
- Biomass is an organic waste.When it decays in the absence of air, methane is produced.
-The approximate composition formula of coal is C135H96O9NS.
* What is meant by the term biodiesel? What are the sources of biodiesel?
Explain the use of biodiesel in Myanmar.
What is meant biomass ? Give the approximate composition formula of coal.
* What are car exhaust fumes composed of ?
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Advantage of diesel engines
- Diesel engines are more efficient than petrol engines and produce less carbon monoxide.
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Q. Petroleum (crude oil) is a mixture of several compounds which are separated in a refinery
by means of an apparatus as shown below.
(a) What is the name of the apparatus?
(b) What is the name of the process which is used in separating crude oil?
(c) On what physical property of the compounds in the mixture does teh separation depend?
(d) Use the letters A to G to describe where the following could be found.
(i) The fraction that represent gases. (ii) The fraction with the largest molecules.
(ii) The fraction that represent liquids with the lowest boiling point.
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Staturated hydrocarbons
Alkanes are known as saturated hydrocarbon. They are represented by the general
formula,CnH2n+2 .
Unstaturated hydrocarbons
Alkenes and alkynes are are known as unsaturated hydrocarbon. They contain
unsaturated double bonds(alkenes) and unsaturated triple bonds(alkynes) respectively.
Homologous series
A series compounds like alkanes in which memver differ from the proceding or
succeeding one by a –CH2– group is known as the homologous series.
Structural Isomers
Compound having the same molecular formula but different structural fromulae have
different physical and chemical properties and are said to be structural isomers. The
phenomenon is known as structural isomerism.
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15. Knocking eill occur in gasoline engine.
16. Lignite is also known as ' brown coal'.
17. Diesel engines produces more oxides of nitrogen.
*18. Using lead in gasoline is harmless.
19. Anthracite is the hardest coal.
*20. Bituminous coal is limited supply in most areas.
*21. Ethene is accumulated in coal-mines.
*22. The flash point of a fuel is greater the nthat of ignition temperature.
23. The trade-name of polypropene is ' polypropylene '.
24. Fuels with low flash point is dangerous.
25. Butene polymerises to synthetic rubber.
26. Larger molecules from heacier fractions can be broken into smaller more valuable mol-
ecules.
27. Diesel engines are more efficient than petrol engines.
28. Tetraethyl-lead is added to gasoline to prevent ' knocking '.
29. The levels of toxic gases from car exhaust are reduced by using catalytic converter.
30. The major problems of diesel engines are smoke and odour.
31. If the dfuel ignites too easily, knocking will occur.
*32. Alkyne undergo only substitution reaction.
33. Greenhouse effect is due to the formation of methane naturally.
*34. The fuel with easily ignition operates the engine smoothy.
35. High-speed diesel engines use fuel contaning hydrocarbon molecules consisting of be-
tween 6 and 20 carbon atoms.
36. Diesel engenes are compression ignition engines.
37. High-quality petrol contains many branched-chain hydrocarbons.
*38. Kerosene(paraffin) and diesel are produced as light fraction in fractionating tower.
*39. Diesel engine produces more carbon monoxide than gasoline engine.
*40. Major constituent of CNG is propane.
*41. IUPAC name of acetaldehyde is methanal.
42. Plants and animals oil may serve as the source of biodiesel.
43.Formation of biogas is an anaerobic process.
44. Rapeseed plant, sunflower plant, palm oil plant are oil-producing crops.
45. Teh process of plant oils to biodiesel is called transesterification.
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3.Select the correct word(s), notation(s), term(s), unit(s) , etc given in the brackets.
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4.Match each of the items in List A with the approopriate irtem in List B.
List A List B
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2.Fill in the blanks with the correct word(s), phrase(s) term(s), unit(s) etc.
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CH3
39. The IUPAC name of CH3-C-CH=CH2 3 methyl-1-butene.
CH3
40. The IUPAC name of CH3 � C-CH-CH3 3 methyl-1-butyne.
41. The IUPAC name of acetic acid is called ethanoic acid.
42. The name of methyl ethyl acetylene according to the IUPAC system is 2-pentyne.
43. The radicals derived from alkanes are called alkyl radicals.
44. Formaldehyde is also called methanal.
45. Several compounds present in crude oil (petroleum) are separated in a refinery bymeans of
an apparatus named as fractionating column.
46. Petroleum is a complex mixture of hydrocarbon molecules.
47. Petroleum is composed of compounds of carbon and hydrogen.
48. Petroleum is a fossil fuel and was formed millions of years ago from dead bodies of marine
microorganisms.
49. Crude oil is one of the Earth's major natural resources.
50. Crude oil and natural gas are formed from the bodies of marine microorganisms.
51. Variation in gravity and magnetic field can also give cluses. Finally, a seismic survey is
carried out.
52. Crude oil is a mixture of many different hydrocarbon molecules.
53. Most of the crude oil that is extracted from the ground is used to make fuel, but around
10% is used as a feedstock.
54. The various hydrocarbon molecules are separated by refining.
55. Separation of the hydrocarbons takes place in a fractional distillation column, or fraction-
ating tower.
56. The individual single hydrocarbons can then be obtained by further distillation.
57. Larger molecules from these heavier fractions can be broken into smaller and more valu-
able, moleucles and this processes is called catalytic cracking.
58. All cracking reactions give two types of products.
59. An important consideration show easily the fuel vapour ignites.
60. High quality petrol contains many branched-chain hydrocarbons, make is a process known
as reforming.
61. The flash-point is the temperature at which the vapour will ignite in air in the presence of a
flame.
62. The methanol produced is then turned into hydrocarbons using the ZSM-5 catalyst.
63. Diesel, containing hydrocarbon molecules consisting of between six and 20 carbon atoms.
64. The major problems of diesel are smoke and odour.
65. Liquid petroleum gas (LPG) is composed of propane and butane.
66. Compressed natural gas (CNG) is composed of 90% methane.
67. In Myanmar, CNG supply of natural gas from Yetagun and Yadana Offshore Natural Gas
Oil Enterprise.
68. Methane is produced from orgainc waste biomass when it decays in the absence of air.
69. Methane is useful for heating and cooking, and the solid residue is used as a fertilizer.
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70. The main source of biodiesel is from jactrova plant seed oil.
71. The seed oil has to be converted to biodiesel by the chemical process known as
transesterification.
72. The potential for adding plant oils to diesel fuel is being investigated word-wide.
73. Coal is our most abundant fossil fuel.
74. Coal comes from fossil plant material.
75. Coal is not a single substance.
76. Peat is the first step in the coal-forming process.
77. Anthracite is the hardest coal, with the highest carbon content.
78. With heat and pressure over a long timescale, it first forms lignite, and then the
harder types of coal.
79. Plant and animal oil may serve as the source of biodiesel.
80. Biogas is a mixture of methane and carbondioxide.
81. Biogas forms as the rubbish decays.
82. In some parts of Myanmar, biogas has been generated from cow dung.
83. Many villages in Myanmar such as villages in kyauke township have electricity
supply from generating engines powered by biogas.
84. Tetraethyl lead is added to gasoline to prevent knocking.
* * * * * * * * *
* * * * * * * * *
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