Isomers have same chemical formula but different structures.
For example, C4H10
possesses two isomers:
While only carbon skeleton shown, hydrogen atoms assumed
present to make the 4 bonds required of each carbon. Shown below
are the 3 isomers for C5H12
and 5 isomers for C6H14:
Substitution of Cl for one H in C4H10
leads to 4 isomers with formula C4H9Cl:
End carbons and middle carbons are equivalent (in same
environment) in C-C-C-C.
Note: Attaching Cl to equivalent carbons leads
to the same structure!
The RIS (representing isomer structures) method
uses arrows to reduce the number of skeleton forms. The 4 isomers
for C4H9Cl
can be represented with 2 skeletons and 4 arrows:
The arrow shows Cl at 4 different positions to represent
the 4 isomers attributed to C4H9Cl.The
8 isomers for C5H11Cl
and the 17 isomers for C6H13Cl
are represented below:
RIS can also be used when more than one Cl is present.
To represent the 9 isomers for C4H8Cl2,
fix one Cl with the skeleton and specify the other Cl with arrows:
The 9 isomers for C4H8Cl2increaseto
12 isomers for C4H8ClBr:
Now let's represent the 39 isomers for C7H15Cl;
keeping track of all these isomers gets tedious but the task is made more
manageable by using the RIS method. After drawing the 9 skeleton
forms of 7 carbons, position arrows to represent the 39 isomers:
The method can also represent enantiomers (mirror image
twins). Here are the 11 unique structures for
C5H11Cl
including the 3 sets of twins (T).