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Miss. Aarti V. Shingan
1
Introduction
• Organic Chemistry:
Is the branch of chemistry that involves the scientific study of Organic
compounds (compounds that contain covalently bonded carbon atoms).
This branch of chemistry primarily deals with the structure and chemical
composition of organic compounds, the physical and chemical properties
of organic compounds, and the chemical reactions undergone by these
compounds.
• Organic Compounds :
Are hydrocarbons which are made up of carbon and hydrogen
2
Classification of Organic Compounds
Organic compounds
Open chain or acyclic compounds
Ex- butane, ethanol
Closed chain or cyclic compounds
Homocyclic or Carbocyclic compounds Heterocyclic compounds
Aromatic compounds or benzenoides
Ex- benzene, phenol
Follow huckels rule (4+n)
Alicyclic compounds
Ex- cyclopropane, cyclohexane
Aromatic compounds
Or non benzenoid heterocyclic compounds
Ex- Turan, Thiophene (Follow huckels rule (4+n))
Non aromatic Heterocyclic
Ex- THF, Dioxane, piperidine
3
4
Types of Organic Compounds
1.Aliphatic compounds:
Compound which consist of open-chain of carbon atoms are called aliphatic compounds.
There is no limit of the number of atoms involved.
Ex-
Ethane CH3-CH3
Propane CH3-CH2-CH3
Ethyl alcohol CH3-CH2-OH
Acetic acid CH3-COOH
n-butyl amine CH3-CH2-CH2-CH2-NH2
5
Types of Organic Compounds
2. Saturated and unsaturated compounds:
• Compounds which contain only carbon and hydrogen are called hydrocarbons.
• A hydrocarbon is said to be saturated if it contains only C-C single bonds.
• A hydrocarbon is said to be Unsaturated if it contains C=C or multiple bonds.
Ex-
Ethane
Ethylene
acetylene
The term unsaturated is also sometimes used to describe a compound containing multiple
bonds between other pair of atoms, e.g.
It is saturated
It is unsaturated
It is unsaturated
6
Types of Organic Compounds
3.Aromatic compounds:
Benzene and all compounds that have structure and chemical properties resembling benzene
are called aromatic compounds.
Each corner
represents
CH group
Benzene Aniline Naphthalene
7
4.Alicyclic compounds:
• Cyclic compound which consist only of carbon atoms are called alicyclic or carbocyclic
compounds.
• Ex-
Types of Organic Compounds
Each corner
represents
CH group
Cyclopropane Cyclobutane Cyclohexane
8
5.Heterocyclic compounds:
• Cyclic compounds in which the ring atoms are of carbon and some other element For ex- (N , S, O,)
are called heterocyclic compounds
Types of Organic Compounds
Oxirane
Ethylene oxide
Qunoline
Pyridine
Types of Carbon and Hydrogen atoms
There are four type of carbon atoms:
1. Primary (10) carbon atom
which bonded to one other carbon atom or none.
10
9
2. Secondary (20) carbon atom
which bonded to two other carbon atoms
Types of Carbon and Hydrogen atoms
20
10
Types of Carbon and Hydrogen atoms
3. Tertiary (30) carbon atom
which bonded to three other carbon atom.
30
11
Types of Carbon and Hydrogen atoms
4. Quaternary (40) carbon atom
which bonded to four other carbon atom.
40
12
A system of naming compounds in chemistry, IUPAC
stands for:
IUPAC Nomenclature of Organic Compounds
International
Union of
Pure and
Applied
Chemistry
13
IUPAC Nomenclature of Organic Compounds
14
GENERAL RULES OF IUPAC SYSTEM:
1.Longest chain rule
• Select the longest possible continuous (not necessarily straight)
chain of carbon atoms.
• The base name corresponds to the number of carbon atoms in the longest chain.
• The full name for the alkane will include the names of any branches.
Longest chain
Alkyl group
15
IUPAC Nomenclature of Organic Compounds
2.Position of the substiuent
Number of the carbon atoms in the parent chain as 1,2,3…etc. starting from the end
which gives lower number to the carbon atoms carrying the substituents
i.e. Always number from the end of the longest chain closest to the first branch.
C- C- C- C- C- C C- C- C- C- C- C
6
5
4
5
6
X X
Substituent
CORRECT WRONG
1
2
3
2
1 3 4
3.Lowest set of locant rule
When two or more substituents are present, then end of the parent chain
which gives the lowest set of locants is preferred for numbering.
Number the chain so as to give the lowest number possible to the:
• Functional group followed by
• Double bond,
• Triple bond
• Finally the substituent
IUPAC Nomenclature of Organic Compounds
17
IUPAC Nomenclature of Organic Compounds
3.Lowest set of locant rule
Ex-
Set-1
Set-2
2 1
5
3
5 4
4
3
2
1
18
IUPAC Nomenclature of Organic Compounds
So which one is the correct numbering according to the above rule??
Set-1 Or set-2
Carboxylic acid> Sulphonic acid> Anhydride> Ester> Acid
chloride> Acid amide> Nitrile> Aldehyde> Ketone> Alcohol>
Amines> Alkene> Alkyne .
The group higher in the preference series is written as a Suffix While the one
lower to it would be written as a Prefix.
Principal functional group written as a suffix, while others are regarded as
substituents—written as a prefixes.
19
For naming the organic compounds systematically first we have to first
study about the following three features
(a) Root word
(b)Primary suffix
(c)Secondary suffix
(d)Primary Prefix
(e)Secondary prefix
IUPAC Nomenclature of Organic Compounds
IUPAC name = Prefixes+ Root word + Primary
Suffix+ Secondary suffix
It is the name corresponding to no. of carbon atoms in the longest chain of CARBON
atoms in the organic compound.
To determine the word root we need to learn the table given alongside.
IUPAC Nomenclature of Organic Compounds
(a) Root word
C1 Meth-
C2 Eth-
C3 Prop-
C4 But-
C5 Pent-
C6 Hex-
C7 Hept-
C8 Oct-
C9 Non-
C10 Dec-
20
IUPAC Nomenclature of Organic Compounds
(b)Primary suffix
It indicates the nature of the carbon atom chain selected
• Only single bonds between C atoms (also called saturated) -ane
• Presence of double bond between C atoms -ene
• Presence of triple bond between C atoms -yne
If the parent chain contains two, three or more double or triple bonds,
then the numerical prefixes such as di (for two) ,
tri (for three), tetra (for four) , etc. are added to the primary suffix.
21
IUPAC Nomenclature of Organic Compounds
(b)Primary suffix
Ex:-
-yne
-ene
-ane
butane butene butyne
propane But-2-ene But-2-yne
22
Suffixes that are added after the primary suffixes to indicate the presence of a
particular functional group in carbon chain is called the secondary suffix.
IUPAC Nomenclature of Organic Compounds
(c) Secondary suffix
Sr.
No
Class of organic compound Functional group Secondary suffix
1. Carboxylic acid -COOH -Oic Acid
2. Esters -COOR -Alkyl…..Oate
3. Acid chlorides -COCl -oly choride
4. Acid amides -CONH2 -Amide
5. Acid ahydride -Anhydride
6. Aldehyde -CHO -al
23
Sr.
No
Class of Organic Compound Functional group Secondary suffix
7. Ketones -one
8. Nitriles -nitril
9. Isocyanides -Isocynide
10. Thiol -Thiol
11. Alcohols -ol
12. Amines Amine
IUPAC Nomenclature of Organic Compounds
24
IUPAC Nomenclature of Organic Compounds
Now let us see how the IUPAC names are formed from the Root, Primary suffixes and
the Secondary suffixes.
Sr.
No.
Homologus
Series
Root word Primary Suffix Secondary Suffix IUPAC name
1. Alcohols
(saturated)
Alk -ane -ol Alkanol
2. Alcohols
(unsaturated)
Alk -ene -ol Alkenol
3. Alcohols
(Unsaturated) One triple bond
Alk -yne -ol Alkynol
4. Aldehydes
(saturated)
Alk -ane -al Alkanal
5. Ketones
(saturated)
Alk -ane -one Alkanone
25
IUPAC Nomenclature of Organic Compounds
(d) Primary Prefix
• It is always be kept in mind that alkyl groups forming branches of the
parent chain are considered as side chains.
• Cyclo is used immediately before the word root in case of alicyclic (but not
aromatic) compounds .
• Root words are profixed with the name of the substituent or the side
chain.
Ex- Primary prefix- cyclo
Root word-hex
Primary suffix-ane
Cyclohexane
26
IUPAC Nomenclature of Organic Compounds
(c) Secondary Prefix
• Are added before the word root and before the primary prefix in case of carbocyclic
or alicyclic compounds
• Atoms or groups of atoms such as fluoro(-F), Chloro(-Cl) bromo(-Br), Ido(-I),
Nitro(-No2) and Alkoxy(-OR) are referred to as substituents.
Ex- Secondary prefix- 3-bromo
Primary prefix- cyclo
Root word-hex
Primary suffix-ane
IUPAC name = 3-bromocyclohexane-1-ol
27
Arrangement of Prefixes, Root word and Suffixes
These are arranged a follows while writing the name in such a manner.
IUPAC Nomenclature of Organic Compounds
IUPAC name = Prefixes+ Root word + Primary Suffix+ Secondary suffix
Ex-
1
2 3
4 If we consider the above
example then
1.Prefix= Bromo
2.Root word = But
3.Primary suffix= ane
4.Secondary suffix= oic acid
5.No of Carbons = 4
IUPAC name = 3-bromobutanoic acid
28
IUPAC Nomenclature of Organic Compounds
Ex-2
5
4
3
2
1
In the above given example
1. Prefix= Methyl
2.Root word = Pent
3. Primary suffix= ene
4. Secondary suffix = ol
5.Number of Carbons = 5
IUPAC name = 4-methylpent-2-en-1-ol
29
Ex-3
In the above given example
1.Prefix = Methyl
2.Root word = Pent
3.Primary suffix = yne
4.Secondary suffix = oic acid
5.Number of Carbons = 5
1
2
3
5
4
IUPAC name = 4-methylpent-2-ynoic acid
IUPAC Nomenclature of Organic Compounds
30
Ex-4
3
2
1
IUPAC name = 2-methylpropan-2-ol
1.Prefix = Methyl
2.Root Word = Prop
3.Primary Suffix = ane
4.Secondary Suffix = ol
5.Number of Carbons = 3
IUPAC Nomenclature of Organic Compounds
31
IUPAC Nomenclature of Organic Compounds
1 3
2 4
2,2-dimethylbutane
1
2
3
2,2-dimethylpropane
1
2
3
4
2-methylbut-2-ene
1
2
3
4
but-1-yne
1
2
3
4
3-methylbut-1-yne 3-methylpent-1-ene
1
2
3
4
5
32
IUPAC Nomenclature of Organic Compounds
1 3
2
propan-1-ol propan-2-ol
1 1
2
2
3 3
2,2-dimethylpropan-1-ol
1
2
Ethanoic acid
1
2
3
4
2-methylbutanoic acid pentan-3-one
1
2
3
4
5
33
34
Thank you

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Nomenclature

  • 1. Miss. Aarti V. Shingan 1
  • 2. Introduction • Organic Chemistry: Is the branch of chemistry that involves the scientific study of Organic compounds (compounds that contain covalently bonded carbon atoms). This branch of chemistry primarily deals with the structure and chemical composition of organic compounds, the physical and chemical properties of organic compounds, and the chemical reactions undergone by these compounds. • Organic Compounds : Are hydrocarbons which are made up of carbon and hydrogen 2
  • 3. Classification of Organic Compounds Organic compounds Open chain or acyclic compounds Ex- butane, ethanol Closed chain or cyclic compounds Homocyclic or Carbocyclic compounds Heterocyclic compounds Aromatic compounds or benzenoides Ex- benzene, phenol Follow huckels rule (4+n) Alicyclic compounds Ex- cyclopropane, cyclohexane Aromatic compounds Or non benzenoid heterocyclic compounds Ex- Turan, Thiophene (Follow huckels rule (4+n)) Non aromatic Heterocyclic Ex- THF, Dioxane, piperidine 3
  • 4. 4 Types of Organic Compounds 1.Aliphatic compounds: Compound which consist of open-chain of carbon atoms are called aliphatic compounds. There is no limit of the number of atoms involved. Ex- Ethane CH3-CH3 Propane CH3-CH2-CH3 Ethyl alcohol CH3-CH2-OH Acetic acid CH3-COOH n-butyl amine CH3-CH2-CH2-CH2-NH2
  • 5. 5 Types of Organic Compounds 2. Saturated and unsaturated compounds: • Compounds which contain only carbon and hydrogen are called hydrocarbons. • A hydrocarbon is said to be saturated if it contains only C-C single bonds. • A hydrocarbon is said to be Unsaturated if it contains C=C or multiple bonds. Ex- Ethane Ethylene acetylene The term unsaturated is also sometimes used to describe a compound containing multiple bonds between other pair of atoms, e.g. It is saturated It is unsaturated It is unsaturated
  • 6. 6 Types of Organic Compounds 3.Aromatic compounds: Benzene and all compounds that have structure and chemical properties resembling benzene are called aromatic compounds. Each corner represents CH group Benzene Aniline Naphthalene
  • 7. 7 4.Alicyclic compounds: • Cyclic compound which consist only of carbon atoms are called alicyclic or carbocyclic compounds. • Ex- Types of Organic Compounds Each corner represents CH group Cyclopropane Cyclobutane Cyclohexane
  • 8. 8 5.Heterocyclic compounds: • Cyclic compounds in which the ring atoms are of carbon and some other element For ex- (N , S, O,) are called heterocyclic compounds Types of Organic Compounds Oxirane Ethylene oxide Qunoline Pyridine
  • 9. Types of Carbon and Hydrogen atoms There are four type of carbon atoms: 1. Primary (10) carbon atom which bonded to one other carbon atom or none. 10 9
  • 10. 2. Secondary (20) carbon atom which bonded to two other carbon atoms Types of Carbon and Hydrogen atoms 20 10
  • 11. Types of Carbon and Hydrogen atoms 3. Tertiary (30) carbon atom which bonded to three other carbon atom. 30 11
  • 12. Types of Carbon and Hydrogen atoms 4. Quaternary (40) carbon atom which bonded to four other carbon atom. 40 12
  • 13. A system of naming compounds in chemistry, IUPAC stands for: IUPAC Nomenclature of Organic Compounds International Union of Pure and Applied Chemistry 13
  • 14. IUPAC Nomenclature of Organic Compounds 14 GENERAL RULES OF IUPAC SYSTEM: 1.Longest chain rule • Select the longest possible continuous (not necessarily straight) chain of carbon atoms. • The base name corresponds to the number of carbon atoms in the longest chain. • The full name for the alkane will include the names of any branches. Longest chain Alkyl group
  • 15. 15 IUPAC Nomenclature of Organic Compounds 2.Position of the substiuent Number of the carbon atoms in the parent chain as 1,2,3…etc. starting from the end which gives lower number to the carbon atoms carrying the substituents i.e. Always number from the end of the longest chain closest to the first branch. C- C- C- C- C- C C- C- C- C- C- C 6 5 4 5 6 X X Substituent CORRECT WRONG 1 2 3 2 1 3 4
  • 16. 3.Lowest set of locant rule When two or more substituents are present, then end of the parent chain which gives the lowest set of locants is preferred for numbering. Number the chain so as to give the lowest number possible to the: • Functional group followed by • Double bond, • Triple bond • Finally the substituent IUPAC Nomenclature of Organic Compounds
  • 17. 17 IUPAC Nomenclature of Organic Compounds 3.Lowest set of locant rule Ex- Set-1 Set-2 2 1 5 3 5 4 4 3 2 1
  • 18. 18 IUPAC Nomenclature of Organic Compounds So which one is the correct numbering according to the above rule?? Set-1 Or set-2 Carboxylic acid> Sulphonic acid> Anhydride> Ester> Acid chloride> Acid amide> Nitrile> Aldehyde> Ketone> Alcohol> Amines> Alkene> Alkyne . The group higher in the preference series is written as a Suffix While the one lower to it would be written as a Prefix. Principal functional group written as a suffix, while others are regarded as substituents—written as a prefixes.
  • 19. 19 For naming the organic compounds systematically first we have to first study about the following three features (a) Root word (b)Primary suffix (c)Secondary suffix (d)Primary Prefix (e)Secondary prefix IUPAC Nomenclature of Organic Compounds IUPAC name = Prefixes+ Root word + Primary Suffix+ Secondary suffix
  • 20. It is the name corresponding to no. of carbon atoms in the longest chain of CARBON atoms in the organic compound. To determine the word root we need to learn the table given alongside. IUPAC Nomenclature of Organic Compounds (a) Root word C1 Meth- C2 Eth- C3 Prop- C4 But- C5 Pent- C6 Hex- C7 Hept- C8 Oct- C9 Non- C10 Dec- 20
  • 21. IUPAC Nomenclature of Organic Compounds (b)Primary suffix It indicates the nature of the carbon atom chain selected • Only single bonds between C atoms (also called saturated) -ane • Presence of double bond between C atoms -ene • Presence of triple bond between C atoms -yne If the parent chain contains two, three or more double or triple bonds, then the numerical prefixes such as di (for two) , tri (for three), tetra (for four) , etc. are added to the primary suffix. 21
  • 22. IUPAC Nomenclature of Organic Compounds (b)Primary suffix Ex:- -yne -ene -ane butane butene butyne propane But-2-ene But-2-yne 22
  • 23. Suffixes that are added after the primary suffixes to indicate the presence of a particular functional group in carbon chain is called the secondary suffix. IUPAC Nomenclature of Organic Compounds (c) Secondary suffix Sr. No Class of organic compound Functional group Secondary suffix 1. Carboxylic acid -COOH -Oic Acid 2. Esters -COOR -Alkyl…..Oate 3. Acid chlorides -COCl -oly choride 4. Acid amides -CONH2 -Amide 5. Acid ahydride -Anhydride 6. Aldehyde -CHO -al 23
  • 24. Sr. No Class of Organic Compound Functional group Secondary suffix 7. Ketones -one 8. Nitriles -nitril 9. Isocyanides -Isocynide 10. Thiol -Thiol 11. Alcohols -ol 12. Amines Amine IUPAC Nomenclature of Organic Compounds 24
  • 25. IUPAC Nomenclature of Organic Compounds Now let us see how the IUPAC names are formed from the Root, Primary suffixes and the Secondary suffixes. Sr. No. Homologus Series Root word Primary Suffix Secondary Suffix IUPAC name 1. Alcohols (saturated) Alk -ane -ol Alkanol 2. Alcohols (unsaturated) Alk -ene -ol Alkenol 3. Alcohols (Unsaturated) One triple bond Alk -yne -ol Alkynol 4. Aldehydes (saturated) Alk -ane -al Alkanal 5. Ketones (saturated) Alk -ane -one Alkanone 25
  • 26. IUPAC Nomenclature of Organic Compounds (d) Primary Prefix • It is always be kept in mind that alkyl groups forming branches of the parent chain are considered as side chains. • Cyclo is used immediately before the word root in case of alicyclic (but not aromatic) compounds . • Root words are profixed with the name of the substituent or the side chain. Ex- Primary prefix- cyclo Root word-hex Primary suffix-ane Cyclohexane 26
  • 27. IUPAC Nomenclature of Organic Compounds (c) Secondary Prefix • Are added before the word root and before the primary prefix in case of carbocyclic or alicyclic compounds • Atoms or groups of atoms such as fluoro(-F), Chloro(-Cl) bromo(-Br), Ido(-I), Nitro(-No2) and Alkoxy(-OR) are referred to as substituents. Ex- Secondary prefix- 3-bromo Primary prefix- cyclo Root word-hex Primary suffix-ane IUPAC name = 3-bromocyclohexane-1-ol 27
  • 28. Arrangement of Prefixes, Root word and Suffixes These are arranged a follows while writing the name in such a manner. IUPAC Nomenclature of Organic Compounds IUPAC name = Prefixes+ Root word + Primary Suffix+ Secondary suffix Ex- 1 2 3 4 If we consider the above example then 1.Prefix= Bromo 2.Root word = But 3.Primary suffix= ane 4.Secondary suffix= oic acid 5.No of Carbons = 4 IUPAC name = 3-bromobutanoic acid 28
  • 29. IUPAC Nomenclature of Organic Compounds Ex-2 5 4 3 2 1 In the above given example 1. Prefix= Methyl 2.Root word = Pent 3. Primary suffix= ene 4. Secondary suffix = ol 5.Number of Carbons = 5 IUPAC name = 4-methylpent-2-en-1-ol 29
  • 30. Ex-3 In the above given example 1.Prefix = Methyl 2.Root word = Pent 3.Primary suffix = yne 4.Secondary suffix = oic acid 5.Number of Carbons = 5 1 2 3 5 4 IUPAC name = 4-methylpent-2-ynoic acid IUPAC Nomenclature of Organic Compounds 30
  • 31. Ex-4 3 2 1 IUPAC name = 2-methylpropan-2-ol 1.Prefix = Methyl 2.Root Word = Prop 3.Primary Suffix = ane 4.Secondary Suffix = ol 5.Number of Carbons = 3 IUPAC Nomenclature of Organic Compounds 31
  • 32. IUPAC Nomenclature of Organic Compounds 1 3 2 4 2,2-dimethylbutane 1 2 3 2,2-dimethylpropane 1 2 3 4 2-methylbut-2-ene 1 2 3 4 but-1-yne 1 2 3 4 3-methylbut-1-yne 3-methylpent-1-ene 1 2 3 4 5 32
  • 33. IUPAC Nomenclature of Organic Compounds 1 3 2 propan-1-ol propan-2-ol 1 1 2 2 3 3 2,2-dimethylpropan-1-ol 1 2 Ethanoic acid 1 2 3 4 2-methylbutanoic acid pentan-3-one 1 2 3 4 5 33