_PART-1_IUPAC Nomenclature of Saturated Hydrocarbons _Alkane

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www. shinehill.in Introduction: Organic compounds play materials like clothing, fuels, po years old. The formation of ace could also be prepared from inor Organic chemistry is th reactions, and uses of organic com Hydrocarbons are those hydrogen atoms. All hydrocarbons are o hydrocarbons. All carbon compounds e Inorganic carbon compounds inc of metal ions, metal cyanides, an Nomenclature of Organic Com There are huge numbers study of organic chemistry is ver are classified into the various fam Classifications of Organic compo 1. Acyclic Compounds: Compo to form open chains(straight cha saturated or unsaturated. For exa Examples: - 1 CH 4 2 CH 3 OH 3 CH 2 =CH-CH=CH 2. Cyclic compounds: Cyclic c compound is known as homo-cy the compound is known as heter shinehill4 ORGANIC CHEMISTRY y a vital role on this earth. Organic chemic olymers, and dyes. Organic chemistry is around etic acid by Kolbe method showed that organi rganic-compounds. he branch of science in which we study th mpounds. compounds in which a carbon atom is directl organic compounds but not all organic com except for a few inorganic carbon compounds clude the oxides of carbon, the bicarbonates, an nd a few others. mpounds: of organic compounds are known. One might ry difficult. However it is not so because organi milies on the basis of their properties. ounds are divided into various classes as follows ounds in which all the carbon atoms are linked to ain) are called acyclic, open chain or aliphatic. T ample, Methane Methyl alcohol H 2 Buta-1,3-diene compounds which is made up of only one type yclic and if the ring contains one heteroatom (N rocyclic compound. Class XII CHEMISTRY [email protected] Page | 1 cals appear in d two hundred ic compounds he properties, ly attached to mpounds are s are organic. nd carbonates think that the ic compounds s. to one another These may be e of atom, the N, S, and O),

description

chemistry

Transcript of _PART-1_IUPAC Nomenclature of Saturated Hydrocarbons _Alkane

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Introduction:

Organic compounds play

materials like clothing, fuels, polymers, and dyes. Organic chemistry is around two hundred

years old. The formation of acetic acid by Kolbe method showed that organic compounds

could also be prepared from inorganic

Organic chemistry is the branch of s

reactions, and uses of organic compounds.

Hydrocarbons are those compounds in which

hydrogen atoms.

All hydrocarbons are organic compounds but not all organic compounds are

hydrocarbons.

All carbon compounds except for a few inorganic carbon compounds are organic.

Inorganic carbon compounds include the oxides of carbon, the bicarbonates, and carbonates

of metal ions, metal cyanides, and a few others.

Nomenclature of Organic Compounds:

There are huge numbers of organic compounds are known. One might think that the

study of organic chemistry is very difficult. However it is not so because organic compounds

are classified into the various families on the basis of their propert

Classifications of Organic compounds are divided into various classes as follows.

1. Acyclic Compounds: Compounds in which all the carbon atoms are linked to one another

to form open chains(straight chain) are called acyclic, open chain or aliphat

saturated or unsaturated. For example,

Examples: -

1 CH4

2 CH3OH

3 CH2=CH-CH=CH

2. Cyclic compounds: Cyclic compounds which is made up of only one type of atom, the

compound is known as homo-cyclic

the compound is known as heterocyclic

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ORGANIC CHEMISTRY

Organic compounds play a vital role on this earth. Organic chemicals appear in

like clothing, fuels, polymers, and dyes. Organic chemistry is around two hundred

years old. The formation of acetic acid by Kolbe method showed that organic compounds

norganic-compounds.

Organic chemistry is the branch of science in which we study the properties,

reactions, and uses of organic compounds.

Hydrocarbons are those compounds in which a carbon atom is directly attached to

All hydrocarbons are organic compounds but not all organic compounds are

All carbon compounds except for a few inorganic carbon compounds are organic.

Inorganic carbon compounds include the oxides of carbon, the bicarbonates, and carbonates

of metal ions, metal cyanides, and a few others.

Compounds:

There are huge numbers of organic compounds are known. One might think that the

study of organic chemistry is very difficult. However it is not so because organic compounds

are classified into the various families on the basis of their properties.

Classifications of Organic compounds are divided into various classes as follows.

Compounds in which all the carbon atoms are linked to one another

to form open chains(straight chain) are called acyclic, open chain or aliphatic. These may be

saturated or unsaturated. For example,

Methane

Methyl alcohol

CH=CH2 Buta-1,3-diene

: Cyclic compounds which is made up of only one type of atom, the

cyclic and if the ring contains one heteroatom (N, S, and O),

heterocyclic compound.

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vital role on this earth. Organic chemicals appear in

like clothing, fuels, polymers, and dyes. Organic chemistry is around two hundred

years old. The formation of acetic acid by Kolbe method showed that organic compounds

cience in which we study the properties,

carbon atom is directly attached to

All hydrocarbons are organic compounds but not all organic compounds are

All carbon compounds except for a few inorganic carbon compounds are organic.

Inorganic carbon compounds include the oxides of carbon, the bicarbonates, and carbonates

There are huge numbers of organic compounds are known. One might think that the

study of organic chemistry is very difficult. However it is not so because organic compounds

Classifications of Organic compounds are divided into various classes as follows.

Compounds in which all the carbon atoms are linked to one another

ic. These may be

: Cyclic compounds which is made up of only one type of atom, the

and if the ring contains one heteroatom (N, S, and O),

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(a) Homocyclic compounds: these types of compounds contain ring, which are made up of

only one type of atoms. The organic compounds contain

known as carbo-cyclic compounds. They are divided into two parts

(i) Alicyclic compounds: Carbocyclic compounds which resemble aliphatic compounds in

their properties are called alicyclic compounds. These are the compound

carbon atoms are joined by the covalent bonds to form the ring structures.

(ii) Aromatic compounds: Organic compounds containing one or more fused or isolated

benzene rings (a six-member ring of carbon atoms with alternate single or

called aromatic compounds.

(b) Heterocyclic compounds: These are the compounds containing ring structure in which

one or more carbon atoms are replaced by hetro atoms (N, S, O etc) are known as

heterocyclic compounds. These are of two t

(i) Alicyclic Heterocyclic Compounds:

compounds in their properties are called alicyclic heterocyclic compounds.

(ii) Aromatic Heterocyclic Compounds:

compounds in most of their properties, are called aromatic heterocyclic compounds or non

benzenoid aromatic compounds.

Functional Group or Characteristic Groups:

determines the properties of the organic compound p

called a Functional group.

Organic compounds are classified into various families on the basis of their properties

most of the organic compound can be divided into two parts

(a) Reactive part called functional

(b) A Skelton of carbon and hydrogen atoms, which is called as

The properties of the compounds are generally controlled by functional groups.

For example- The properties of Ethyl alcohol (C

different though their alkyl radicals are same. The difference in properties due to the different

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these types of compounds contain ring, which are made up of

only one type of atoms. The organic compounds contain of only carbon atoms,

cyclic compounds. They are divided into two parts-

Carbocyclic compounds which resemble aliphatic compounds in

their properties are called alicyclic compounds. These are the compounds in which, the

carbon atoms are joined by the covalent bonds to form the ring structures.

: Organic compounds containing one or more fused or isolated

member ring of carbon atoms with alternate single or double bonds) are

: These are the compounds containing ring structure in which

one or more carbon atoms are replaced by hetro atoms (N, S, O etc) are known as

heterocyclic compounds. These are of two types:

(i) Alicyclic Heterocyclic Compounds: Heterocyclic compounds, which resemble aliphatic

compounds in their properties are called alicyclic heterocyclic compounds.

(ii) Aromatic Heterocyclic Compounds: heterocyclic compounds, which resemble aromatic

compounds in most of their properties, are called aromatic heterocyclic compounds or non

Functional Group or Characteristic Groups: An atom or group of atoms, which largely

determines the properties of the organic compound particularly the chemical properties, is

Organic compounds are classified into various families on the basis of their properties

most of the organic compound can be divided into two parts

functional group.

(b) A Skelton of carbon and hydrogen atoms, which is called as alkyl or aryl group.

The properties of the compounds are generally controlled by functional groups.

The properties of Ethyl alcohol (C2H5OH) and Ethylamine (C

different though their alkyl radicals are same. The difference in properties due to the different

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these types of compounds contain ring, which are made up of

of only carbon atoms, it is also

Carbocyclic compounds which resemble aliphatic compounds in

s in which, the

: Organic compounds containing one or more fused or isolated

double bonds) are

: These are the compounds containing ring structure in which

one or more carbon atoms are replaced by hetro atoms (N, S, O etc) are known as

Heterocyclic compounds, which resemble aliphatic

heterocyclic compounds, which resemble aromatic

compounds in most of their properties, are called aromatic heterocyclic compounds or non-

An atom or group of atoms, which largely

articularly the chemical properties, is

Organic compounds are classified into various families on the basis of their properties

alkyl or aryl group.

OH) and Ethylamine (C2H5NH2) are

different though their alkyl radicals are same. The difference in properties due to the different

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functional group attached to the alkyl chain. The

groups of alcohols and amines respectively.

Homologous Series: A series of closely related organic compounds, which can be

represented by a general formula, is called Homologous Series.

Characteristics of Homologous Series:

general formula.

S.No. IUPAC Name

1 Alkane

2 Alkene

3 Alkyne

4 Alkyl

• All members obey the same general formula.

• Every successive member differs by a methylene (

• They have similar chemical properties.

• Their physical properties such as melting point, boiling point, density, solubility etc shows

the regular gradation with the increase in molecular mass.

Nomenclature of Organic Compounds:

organic compounds are done.

(A) TRIVIAL SYSTEM: -

which they are obtained. Some compounds and their sources are given below:

Compound Name

NH2CONH2 Urea

HCOOH Formic Acid

CH3COOH Acetic acid

CH3 CH2 CH2COOH Butyric acid

(B) IUPAC SYSTEM: -

The nomenclature of the organic compounds is done by the systematic nomenclature system

given by IUPAC in 1950. The most widely used system is substitutive

substitutive name of an organic compound is based on its principal group and principal chain.

IUPAC: - “International Union of Pure and Applied Chemistry”. The IUPAC compounds

contains three parts namely-

Root Word- This is the basic unit, which indicate the carbon chain in the molecule structure.

It tells us the number of carbon atoms in the principle chain. Depending upon the numbers of

Carbon atoms the root words are as follows:

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functional group attached to the alkyl chain. The –OH and –NH2 groups are the functional

groups of alcohols and amines respectively.

A series of closely related organic compounds, which can be

represented by a general formula, is called Homologous Series.

Characteristics of Homologous Series: All member of a series can be represented by a

General Formula

CnH2n+2

CnH2n

CnH2n-2

CnH2n+1

obey the same general formula.

Every successive member differs by a methylene (-CH2-) group.

ve similar chemical properties.

Their physical properties such as melting point, boiling point, density, solubility etc shows

the regular gradation with the increase in molecular mass.

Nomenclature of Organic Compounds: - There are two methods by which naming of

In this system, compounds are named after the source from

which they are obtained. Some compounds and their sources are given below:

Name Source

Urea Urine

Formic Acid Formica (ant)

Acetic acid Acetum(sour)

Butyric acid Butyrum (butter)

The nomenclature of the organic compounds is done by the systematic nomenclature system

given by IUPAC in 1950. The most widely used system is substitutive nomenclature. The

substitutive name of an organic compound is based on its principal group and principal chain.

“International Union of Pure and Applied Chemistry”. The IUPAC compounds

unit, which indicate the carbon chain in the molecule structure.

It tells us the number of carbon atoms in the principle chain. Depending upon the numbers of

Carbon atoms the root words are as follows:

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groups are the functional

A series of closely related organic compounds, which can be

All member of a series can be represented by a

Their physical properties such as melting point, boiling point, density, solubility etc shows

There are two methods by which naming of

In this system, compounds are named after the source from

which they are obtained. Some compounds and their sources are given below:

Butyrum (butter)

The nomenclature of the organic compounds is done by the systematic nomenclature system

nomenclature. The

substitutive name of an organic compound is based on its principal group and principal chain.

“International Union of Pure and Applied Chemistry”. The IUPAC compounds

unit, which indicate the carbon chain in the molecule structure.

It tells us the number of carbon atoms in the principle chain. Depending upon the numbers of

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Suffix: Suffix is added indicating the saturated or

the functional group present in the molecule.

There are two types of Suffixes-

(i) Primary Suffix

(ii) Secondary Suffix

(i) Primary Suffix: - It tells the linkage between the carbon atoms.

(i) Secondary Suffix: It tells

compound. It is added to the name, after the primary suffix. Some common secondary

suffixes are given below.

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: Suffix is added indicating the saturated or unsaturated nature of the parent chain and

the functional group present in the molecule.

the linkage between the carbon atoms.

It tells the characteristic functional group present in the organic

compound. It is added to the name, after the primary suffix. Some common secondary

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unsaturated nature of the parent chain and

the characteristic functional group present in the organic

compound. It is added to the name, after the primary suffix. Some common secondary

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Note- When we are using these secondary suffixes, the carbon

is counted in the principle chain.

Prefixes: The prefix depends upon the carbon atom present in a parent chain.

Prefix indicates the substituent of other atoms or groups in place of hydrogen atom in the

main chain of carbon atoms. Most commonly used prefixes are alkyl groups and groups or

atoms, which are not regarded as principle functional groups. Some of

given below.

For Alcohol Group (OH) – e ----

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using these secondary suffixes, the carbon of the functional group (if any)

: The prefix depends upon the carbon atom present in a parent chain.

Prefix indicates the substituent of other atoms or groups in place of hydrogen atom in the

bon atoms. Most commonly used prefixes are alkyl groups and groups or

atoms, which are not regarded as principle functional groups. Some of these prefixes are

given below.

---- ol- Alkane in place of “e” - “ol” will come.

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of the functional group (if any)

: The prefix depends upon the carbon atom present in a parent chain.

Prefix indicates the substituent of other atoms or groups in place of hydrogen atom in the

bon atoms. Most commonly used prefixes are alkyl groups and groups or

these prefixes are

given below.

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For example-

For Ether Group (ROR) – Small group

Nomenclature of saturated branched

Position of Locants: A locant is numeral (1, 2, 3….) or a letter (o, m, p

the position of a substituents or a carbon

immediately before the part of the name of which they relate. For example, according to

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Small group-Oxi /Oxy and the remaining group-Alkane

branched hydrocarbons: -

is numeral (1, 2, 3….) or a letter (o, m, p- etc) used to locate

the position of a substituents or a carbon-carbon multiple bond. These locants are placed

immediately before the part of the name of which they relate. For example, according to

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Alkane

etc) used to locate

carbon multiple bond. These locants are placed

immediately before the part of the name of which they relate. For example, according to

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IUPAC names to the latest rules for Pent

correct.

Numerical Prefixes: Numerical prefixes are used to describe a multiplicity of identical

feature of a structure in chemical nomenclature. These are derived from Greek or

number names. Some common numerical prefixes are given below.

Numerical prefixes such as ‘bis’, ‘t

substituted substituents.

Bracket or Parenthesis: The brackets or Parenthesis

substituents after the numerical multiplicative prefix, if any.

Use of Hyphen: The use of hyphen, brackets, and numerical prefixes are illustrated in the

following examples;

-A hyphen separates a locant from the words of the name. F

Nomenclature of simple alkanes:

The names of first ten alkanes are given in the following tables:

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to the latest rules for Pent-2-ene, name like Pentene-2 or 2-Pentene are not

Numerical prefixes are used to describe a multiplicity of identical

feature of a structure in chemical nomenclature. These are derived from Greek or

number names. Some common numerical prefixes are given below.

ical prefixes such as ‘bis’, ‘tris’, tetrakis etc are used to indicate a multiplicity of a

The brackets or Parenthesis is used around prefixes defining

substituents after the numerical multiplicative prefix, if any.

The use of hyphen, brackets, and numerical prefixes are illustrated in the

A hyphen separates a locant from the words of the name. For example,

alkanes: -

The names of first ten alkanes are given in the following tables: -

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Pentene are not

Numerical prefixes are used to describe a multiplicity of identical

feature of a structure in chemical nomenclature. These are derived from Greek or Latin

used to indicate a multiplicity of a

round prefixes defining

The use of hyphen, brackets, and numerical prefixes are illustrated in the

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Nomenclature of branched alkanes:

1. Selection of Parent chain: -

Rule1: - Select the longest continuous chain of carbon atoms as a parental

All other carbon atoms, which are not included in this chain, are regarded as substituents and

denoted as prefixes.

Example: -

The given alkane is named as a

noted the longest chain may or may not be straight but it must be continuous.

Rule2: - If two and more than two longest chains are the present in the compound then the

chain having larger number of side chains will be principal chain.

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Nomenclature of branched alkanes: -

Select the longest continuous chain of carbon atoms as a parental (principal)

All other carbon atoms, which are not included in this chain, are regarded as substituents and

The given alkane is named as a derivative of the alkane representing the parent chain. It is

noted the longest chain may or may not be straight but it must be continuous.

If two and more than two longest chains are the present in the compound then the

mber of side chains will be principal chain.

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(principal) chain.

All other carbon atoms, which are not included in this chain, are regarded as substituents and

derivative of the alkane representing the parent chain. It is

If two and more than two longest chains are the present in the compound then the

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The chain (written in blue color) has side chains at 2, 3, 4, 5 carbon

(written in pink color) has side chains at 2, 3, 4 carbon atoms.

be the chain named in blue color.

Rule3: - Numbering of the Principle Chain: (Lowest Number of Rule):

carbon chain is numbered from the end nearest to the side chain or substituents

lowest no. to the carbon having the side chain.

The sums of the number assigned to the substituents are mini

the number indicating the substituents attached

In the above structure, if we start the numbering from left hand

comes at carbon number-5 while if we do the numbering from the right

substituted group comes at carbon

correct.

From the above figure, it is clear that in figure

Rule 4: - Numbering Same Substituents at Different Position

occurs more than one time in a

separated by commas and suitable n

the same. In case the same substituents occur twice on the same carbon atom, its positional

number is repeated twice with a comma in between.

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in blue color) has side chains at 2, 3, 4, 5 carbon atoms, while the chain

in pink color) has side chains at 2, 3, 4 carbon atoms. Therefore, longest chain will

be the chain named in blue color.

Numbering of the Principle Chain: (Lowest Number of Rule):

is numbered from the end nearest to the side chain or substituents

the side chain.

The sums of the number assigned to the substituents are mini-mum. Locant is used to denote

the number indicating the substituents attached.

In the above structure, if we start the numbering from left hand-side, then substituted group

5 while if we do the numbering from the right-hand side, then

substituted group comes at carbon-number-3. Therefore, Numbering from right hand side is

From the above figure, it is clear that in figure-2 the lowest set of locant is applicable.

Numbering Same Substituents at Different Position: When the same substituents

occurs more than one time in a parent chain, the positional number of each substituents is

separated by commas and suitable numerical prefixes such as di, tri, tetra, etc., are attached to

the same. In case the same substituents occur twice on the same carbon atom, its positional

number is repeated twice with a comma in between.

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while the chain

Therefore, longest chain will

Numbering of the Principle Chain: (Lowest Number of Rule): The selected

is numbered from the end nearest to the side chain or substituents to give the

Locant is used to denote

substituted group

hand side, then

3. Therefore, Numbering from right hand side is

lowest set of locant is applicable.

: When the same substituents

parent chain, the positional number of each substituents is

umerical prefixes such as di, tri, tetra, etc., are attached to

the same. In case the same substituents occur twice on the same carbon atom, its positional

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In this structure, methyl group is repeated thrice, so in the naming

used tri before methyl.

Rule5: - Alphabetic Order of Substituents:

- If more than one group attached to the carbon chain, they should be arranged

alphabetically.

- While deciding alphabetical order of simple substituents numerical affixes such as di,

tri, tetra – etc (if any) are not considered.

- When two or more identical substituents are present prefix

- The position of substituents is separated by commas

Example: -

Rule6: - Naming of Univalent Branched Chain Radicals: S

complex radicals are derived from the name of the alkane representing the longest chain. The

numbering should be done in the

Note: IUPAC has retained following semi systematic names for branched chain alkanes,

provided they are not substituted. However, these semi systematic names are not yet widely

accepted in IUPAC nomenclature.

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In this structure, methyl group is repeated thrice, so in the naming of the structure, we have

Alphabetic Order of Substituents:

If more than one group attached to the carbon chain, they should be arranged

While deciding alphabetical order of simple substituents numerical affixes such as di,

etc (if any) are not considered.

When two or more identical substituents are present prefix- di, tri, tetra- etc are used.

substituents is separated by commas

Naming of Univalent Branched Chain Radicals: Such substituted substituents or

complex radicals are derived from the name of the alkane representing the longest chain. The

the way that the carbon atom with free valence gets

IUPAC has retained following semi systematic names for branched chain alkanes,

provided they are not substituted. However, these semi systematic names are not yet widely

accepted in IUPAC nomenclature.

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structure, we have

If more than one group attached to the carbon chain, they should be arranged

While deciding alphabetical order of simple substituents numerical affixes such as di,

etc are used.

uch substituted substituents or

complex radicals are derived from the name of the alkane representing the longest chain. The

atom with free valence gets number 1.

IUPAC has retained following semi systematic names for branched chain alkanes,

provided they are not substituted. However, these semi systematic names are not yet widely

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Special Case of Nomenclature of Branched Chain Al

1. Deciding the Order of complex substituents:

the first letter of their complete names i.e., including the numerical affix (if any). This is clear

from the following compounds.

Here dimethylpropyl as a complex single substituents

such written before ‘e’ of ethyl.

In the case where the names of complex radicals are composed of identical words priority is

decided by considering the locants in the complex radicals. For

In second figure, numbering of the carbon atoms is done in wrong way. At carbon number

the attached group has substitute at carbon

has substitute (methyl) at carbon

lowest locant side.

2. Numbering of Different Substituents at Equivalent Positions

substituents are present at equivalent positions, the numbering of parent chain is done in such

a way that the substituent, which

For example-

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Special Case of Nomenclature of Branched Chain Alkanes:

Deciding the Order of complex substituents: Complex radicals are alphabetized under

the first letter of their complete names i.e., including the numerical affix (if any). This is clear

as a complex single substituents is alphabetized under‘d’

In the case where the names of complex radicals are composed of identical words priority is

decided by considering the locants in the complex radicals. For example,

In second figure, numbering of the carbon atoms is done in wrong way. At carbon number

the attached group has substitute at carbon-2, while at carbon-number-6, the attached group

has substitute (methyl) at carbon-1. We know that, numbering should be do

2. Numbering of Different Substituents at Equivalent Positions: When two different

substituents are present at equivalent positions, the numbering of parent chain is done in such

substituent, which comes first in the alphabetical order gets the lower number.

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Complex radicals are alphabetized under

the first letter of their complete names i.e., including the numerical affix (if any). This is clear

under‘d’ and as

In the case where the names of complex radicals are composed of identical words priority is

example,

In second figure, numbering of the carbon atoms is done in wrong way. At carbon number-5,

6, the attached group

1. We know that, numbering should be done from the

: When two different

substituents are present at equivalent positions, the numbering of parent chain is done in such

t in the alphabetical order gets the lower number.

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In this example, ethyl is written before methyl group because ‘E’ comes before

3. Deciding the Principal Chain When there are

When there are two or more chains

side chains as substituents should

In case if there are two or more chains of equal lengths have the same number of side chains,

then the chain whose side chain have the lowest numbered locants is selected as principal

For example,

Here the set of locant s 2, 4, 5 is lower than th

Example1: -Name the following compound using IUPAC substitutive nomenclature?

Solution: Principle chain contain 7 carbon atoms, hence it is substituted

heptane. The branches are at C-2 with methyl group and C

group.

According to IUPAC, rules if more than one group attached to

the carbon chain, they should be arranged

of the number assigned to the substituents are minimum.

Some important tips: -

1. Branching group are generally termed as substitu

alkyl substituent is derived by replacing ‘ane’ by ‘yl’.

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In this example, ethyl is written before methyl group because ‘E’ comes before ‘M’.

3. Deciding the Principal Chain When there are two or More Chains of Equal Lengths

r more chains of equal length, then the chain with greater number of

should be selected as principal chain for example,

two or more chains of equal lengths have the same number of side chains,

then the chain whose side chain have the lowest numbered locants is selected as principal

chain.

Here the set of locant s 2, 4, 5 is lower than the set 2, 4, 6

Name the following compound using IUPAC substitutive nomenclature?

Solution: Principle chain contain 7 carbon atoms, hence it is substituted

2 with methyl group and C-4 with ethyl

rules if more than one group attached to

the carbon chain, they should be arranged alphabetically, and the sum

of the number assigned to the substituents are minimum. It is 4-Ethyl-2-methyl-heptane.

group are generally termed as substituents. The name of an un

alkyl substituent is derived by replacing ‘ane’ by ‘yl’.

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‘M’.

or More Chains of Equal Lengths:

of equal length, then the chain with greater number of

two or more chains of equal lengths have the same number of side chains,

then the chain whose side chain have the lowest numbered locants is selected as principal

Name the following compound using IUPAC substitutive nomenclature?

heptane.

an un-branched

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2. The prefix n-(normal) refers to a straight chain alkyl group. If the name does not have

prefix ’n’, it is assumed that carb

3. The prefix-iso refers that a straight chain contains one methyl group at second carbon

from the opposite end.

4. The prefix-‘neo’ is used when a carbon is attached to three other carbons. It is used

mainly in pentane.

5. The prefix-‘s’ is used when a carbo

6. The prefix-‘t’ is used when a carbon is attached to three other carbons.

7. An acyclic bridge is named as a prefix derived from the hydrocarbon name by

changing the final ‘e’ to ‘o’. The

square brackets between the hydrocarbon prefix and the ending ‘

Compound structure

-CH2-

-CH2-CH2-

-CH=CH-

-CH=CH-CH2

-CH2-CH=CH-CH2-

-CH=CH-CH=CH-

Nomenclature of acyclic or heterogeneous bridge:

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(normal) refers to a straight chain alkyl group. If the name does not have

prefix ’n’, it is assumed that carbon atoms are in continuous chain.

iso refers that a straight chain contains one methyl group at second carbon

‘neo’ is used when a carbon is attached to three other carbons. It is used

‘s’ is used when a carbon is attached to two other carbons.

‘t’ is used when a carbon is attached to three other carbons.

An acyclic bridge is named as a prefix derived from the hydrocarbon name by

changing the final ‘e’ to ‘o’. The position of a double bond, if present is indicated in

square brackets between the hydrocarbon prefix and the ending ‘-eno’ or ‘

Name

Methano

Ethano

Etheno

Pro[1]eno

But[2]eno

Buta [1,3]dieno

Nomenclature of acyclic or heterogeneous bridge: -

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Page | 13 (normal) refers to a straight chain alkyl group. If the name does not have

iso refers that a straight chain contains one methyl group at second carbon

‘neo’ is used when a carbon is attached to three other carbons. It is used

An acyclic bridge is named as a prefix derived from the hydrocarbon name by

position of a double bond, if present is indicated in

eno’ or ‘-dieno’, etc.

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Important: -

Common names that you should know are...

isopropyl = 1-methylethyl

isobutyl = 2-methylpropyl

sec-butyl = 1-methylpropyl

tert-butyl = 1,1-dimethylethyl

neo-pentyl = 2,2-dimethylpropyl

iso-pentyl = 3-methylbutyl

Example2: - Name the following compound using the IUPAC nomenclature.

(a) 4-propylheptane

(c) 2-methyl-3-propyl hexane

Answer: - (b)

The principal chain contains seven carbons; hence, it is substituted as

we have a branch of three carbons.

This branch is called isopropyl or 1

Therefore, name of the compound is

Example3: - Name the following compound using the IUPAC nomenclature.

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Common names that you should know are...

dimethylpropyl

Name the following compound using the IUPAC nomenclature.

(b) 4-(1-methylethyl) heptanes

propyl hexane (d) 4-propyl-5-methyl hexane

The principal chain contains seven carbons; hence, it is substituted as heptane. At carbon

we have a branch of three carbons.

This branch is called isopropyl or 1-methylethyl.

Therefore, name of the compound is 4-(1-methylethyl)heptane

Name the following compound using the IUPAC nomenclature.

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. At carbon-4,

Page 15: _PART-1_IUPAC Nomenclature of Saturated Hydrocarbons _Alkane

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(a) 2,4-dimethyl-5-propylheptane

(b) 5-propyl-2,3-dimethylheptane

(c) 2,4-dimethyl-5-ethyloctane

(d) 5-ethyl-2,4-dimethyloctane

Answer: - (d)

The principal chain contains eight carbons; hence, it is substituted as octane. There are three

branches is attached to the principal chain. Two branches are methyl group and one branch is

ethyl group.

The name of the compound is 5-ethyl

(Ethyl will come before methyl)

Example4: - Name the following compound

Answer:-

(A) The IUPAC name of the compound is 3,3

(B) The name of the compound is 4

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propylheptane

dimethylheptane

ethyloctane

dimethyloctane

eight carbons; hence, it is substituted as octane. There are three

branches is attached to the principal chain. Two branches are methyl group and one branch is

ethyl-2, 4-dimethyloctane

Name the following compounds using the IUPAC nomenclature.

The IUPAC name of the compound is 3,3-dimethylhexane

The name of the compound is 4-(1,1-dimethylethyl)-heptane

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eight carbons; hence, it is substituted as octane. There are three

branches is attached to the principal chain. Two branches are methyl group and one branch is

Page 16: _PART-1_IUPAC Nomenclature of Saturated Hydrocarbons _Alkane

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(C) The name of the compound is

Example5: - IUPAC name of neo

Answer: -

IUPAC name is 2,2-dimethylpropane

Example6: - Find out the primary, secondary, tertiary, and quaternary carbon in the

following compound.

Answer: -

Type of carbon

Primary

Secondary

Tertiary

Quaternary

Example7: - Write the IUPAC name of the following compound?

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The name of the compound is 5-ethyl-3-methyl-4-(1-methylethyl)-nonane

IUPAC name of neo-pentane is

dimethylpropane

Find out the primary, secondary, tertiary, and quaternary carbon in the

Position

1,9,11

2,3,5,8

6,7, 10

4

Write the IUPAC name of the following compound? (IIT-JEE-1990)

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Find out the primary, secondary, tertiary, and quaternary carbon in the

1990)

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Answer: -

IUPAC name is 5,6-diethyl-3-methyldecane

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methyldecane

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