Today we explored the structures of the alkenes and the alkanes and naming these two other groups of hydrocarbons. We began by considering the general formulas for these three groups. We have learned from the Survival Organic chemistry exercise that there are three groups of hydrocarbons; alkanes, alkenes and alkynes. The general formulas are;

Hydrocarbon

Formula

alkanes

CnH2n+2

alkenes

CnH2n

alkynes

CnH2n-2

When given a formula it is critical that we know which group the compound belongs. Lets consider some of the members of the alkenes;

 

Formula

Name

Structure

Condensed-Formula

Comments

C2H4

ethene

(ethylene)

H2C=CH2

Note the planar structure of this molecule. The bond angles are all 120 degrees around the 'central' carbon atoms.

C3H6

propene

H2C=CHCH3

 

 

C4H8

1 - butene

H2C=CHCH2CH3

This is the first alkene where the double bond can be located between a different pair of carbon atoms.

C4H8

cis-2 - butene

H3CHC=CHCH3

In 2-butene there are two possible 'geometric' isomers, the cis- and the trans- forms. The one to the left is the cis-form. The cis forms always have the hydrogens on the same side of the carbon atoms sharing the double bond.

C4H8

trans-2 - butene

H3CHC=CHCH3

This is the trans- form of 2-butene. Notice the hydrogen atoms are on opposite sides of the carbon atoms sharing the double bond..

C5H10

1-pentene

H2C=CHCH2CH2CH3

This has the double bond located between the first and second carbon atom. This compound can not have cis- and trans- isomers because one of the carbon atoms sharing the double bond has two hydrogen atoms.

C5H10

cis-2-pentene

H3CCH=CHCH2CH3

When we move the double bond to between the 2nd and 3rd carbon atoms we generate the cis- and trans-isomeric forms again. Note the 'cis' arrangement of the hydrogen atoms.

C5H10

trans-2-pentene

H3CCH=CHCH2CH3

This is the trans isomer of 2-pentene. Notice the hydrogen atoms are on opposite sides of the carbon atoms sharing the double bond.

How do we name alkenes?

  1. Find the longest continueous chain of carbon atoms which contains the double bond. Called the parent chain this chain establishes the base alkene name for the compound.

  2. For alkenes the parent name is the same as the name for the alkane, only the -ane is replaced with -ene.

  3. Number the parent chain, beginning at the end closest to the double bond, the location of the double bond is given by the lowest-numbered carbon sharing the double bond.

Lets try an example to see how we understand the alkenes.

Sample 1;

Name and draw the structures for all of the straight chain alkenes with the formula C6H12.

Answer.

 

Lets consider some of the members of the alkynes;

 

Formula

Name

Structure

Condensed-Formula

Comments

C2H2

ethyne

(acetylene)

HCCH

Note the linear structure of this molecule. The bond angles are 180 degrees around the 'central' carbon atoms. The bond between the two carbon atoms is a triple bond.

C3H4

propyne

HCCCH3

We could also call this compound 1-propyne. But since the triple bond can only go in one place (between the first and second carbon atom), we can call this compound propyne and not worry about specifying the location of the triple bond.

C4H6

1 - butyne

HCCCH2CH3

This is the first alkyne where the triple bond can be located between a different pair of carbon atoms.

C4H6

2 - butyne

H3CCCCH3

There are no geometric isomers in the alkynes as we observed in the alkenes. So there is only one possible isomer of 2-butyne.

C5H8

1 - pentyne

HCCCH2CH2CH3

 

 

C5H8

2-pentyne

H3CCCCH2CH3

 

 

How do we name alkynes?

  1. Find the longest continueous chain of carbon atoms which contains the triple bond. Called the parent chain this chain establishes the base alkyne name for the compound.

  2. For alkynes the parent name is the same as the name for the alkane, only the -ane is replaced with -yne.

  3. Number the parent chain, beginning at the end closest to the triple bond, the location of the triple bond is given by the lowest-numbered carbon sharing the triple bond.

Lets try an example to see how we understand the alkynes.

Sample 1;

Name and draw the structures for all of the straight chain alkynes with the formula C6H10.

Answer.