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IUPAC Nomenclature of Organic Compounds

 Nomenclature of Alkanes:


-         Alkanes are open chain (acyclic) hydrocarbons with general formula CnH2n+2 where n is integer number.

-         Alkanes contain only single bonds.

-         Methane CH4 is the simplest member of alkanes it contain one carbon atom bonded by four sp3 orbitals to four hydrogens.

-          The following table show the first  ten Alkanes

Name

Molecular Formula

Structural Formula

Methane

CH4

CH4

Ethane

C2H6

CH3CH3

Propane

C3H8

CH3CH2CH3

Butane

C4H10

CH3CH2CH2CH3

Pentane

C5H12

CH3CH2CH2CH2CH3

Hexane

C6H14

CH3CH2CH2CH2CH2CH3

Heptane

C7H16

CH3CH2CH2CH2CH2CH2CH3

Octane

C8H18

CH3(CH2)6CH3

Nonane

C9H20

CH3(CH2)7CH3

Decane

C10H22

CH3(CH2)8CH3

 

Alkyl group (R):

-         The alkyl group is obtained by elimination of one hydrogen atom from the corresponding alkane.

-         Have the general formula CnH2n+1 

-         The alkyl group is named by changing the suffix (ane) by (yl) 

-         Examples:

Methane       CH4

Methyl     CH3

Ethane           C2H6

Ethyl        C2H5

Propane        C3H8

Propyl      C3H7

Butane          C4H10

Butyl        C4H9

Pentane         C5H12

Pentyl      C5H11

  

The IUPAC Nomenclature of alkanes:

-         In the IUPAC nomenclature the first part of the name determined according to the number of carbon atoms in the compound and the second part according to the functional group as follow:

-         The first part of the name (prefix) (according to the no. of (C) atoms):

No. of carbon atoms

The first part of name

1

Meth--

2

Eth--

3

Prop--

4

But--

5

Pent--

6

Hex--

7

Hept--

8

Oct--

9

Non--

10

Dec--

 

-         The second part of the name (suffix) (according to functional group)

Organic family

Functional group

Suffix

Alkanes

No function group but all bonds are single

alkane

Alkenes

Double bond(=)

alkene

Alkynes

Triple bond(Ξ)

alkyne

Alcohols

Hydroxyl group (–OH)

alkanol

Aldehydes

Aldehyde group (–CHO)

alkanal

Ketones

Carbonyl group (-CO-)

alkanone

Carboxylic acids

Carboxykic group (–COOH)

alkanoic acid

 

Steps of Nomenclature of alkanes:

  1. Choose the longest continuous parent carbon chain (note that the longest chain not necessarily straight)
  2. If there are two equal chains choose the chain with higher number of substituents (branches)
  3. Number the carbon atoms (the first part of the name, or prefix) and the second part (suffix) will be (ane).
  4. If there are branches in the parent chain use the following rules
A- Number the carbon atoms giving the branches the lowest numbers.
B- If the branches are of the same type add before the branch name the following starts:

  2=di 

  3=tri

  4=tetra

  5 = penta

C- If the branches are different they should be ordered alphabetically.
D- All branches should end by ----yl
E- If the branch itself is also branched determine the longest chain and follow steps a, b, c, and d and all the name of the branch is written inside a brackets as [   ].

IUPAC nomenclature of Organic compounds contain functional group:

  1. Choose the longest continuous parent chain contain the functional group and number the carbon atoms giving the functional group the lowest number.
  2. Determine the no. of carbon atoms (the first part of the name, or prefix) and the second part (suffix) will be according to the functional group.
  3. Step (3), The same as for alkanes nomenclature.

Examples: What is the name of the following compounds


Examples on IUPAC nomenclature of organic compounds


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