Conversion of wedge - dash to Fischer projection
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Conversion of wedge - dash to Fischer projection. The concepts deals with the conversion of the wedge dash representation of a given molecule in a Fischer projection.

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Conversion of wedge - dash to Fischer projection

The concepts deals with the conversion of the wedge dash representation of a given molecule in a Fischer projection

With the help of this animation user will be easily able to convert any molecule given in wedge dash representation to planer Fischer projection , hence will be able to study the stereochemistry of the given molecule

By Rachit Agarwal

Department of chemistry

IIT Bombay


Master layout

Beginner’s level

Bond coming out of the plane

wedge

With two carbon center (red dots)

advance level

Bond on the plane

With three carbon center (red dots)

dash

Wedge – dash representation

Here bond of C-R2 , C-R3 are in the plane , while of C-R1 is out of the plane and C-R4 inside the plane, the bond C-R4 is exactly behind the bond C-R1, but to show the C-R4 bond it is shown sideways

Bond going in the plane

T

While looking the molecule from top or bottom the plane which is considered is of thickness T. In which the top layer passes through 2 carbon center and the lower layer through 1 carbon center

Carbon center

R1 R2 R3 and R4 are general notation for the atom


Definition and rules for the users

Molecule with 2 chiral center

Molecule with 3 chiral center

There are certain rules that are to be followed while making the Fischer projection

Rule no 1) User should view the molecule from the same place while making the projection i.e. top right, top left, bottom right, bottom left

Rule no 2) In Fischer projection the atoms/bonds which are in the horizontal line should come out of the plane while those are in vertical line should be going inside the plane

Rule no 3) While rotating the bonds about any atom (chiral) the stereochemistry of the molecule does not changes


Analogy / Scenario / Action / Example

3-D view of the molecule from a different angle so as to show all the atoms

wedge – dash representation of the given molecule

3-D view of the given wedge dash molecule

The first 3-D molecule is rotated about the bond joining red and black atoms , such that orange atom comes out of the plane, green goes inside the plane and blue comes on the plane and the corresponding wedge – dash on the right side


The heading over the slides (for user to understand)

There are total 8 types of option to be followed each containing of three (3) steps

The hierarch is shown below


Step 1

Actual slide to be displayed

Select the level

Option 1

Option 2

For beginners

Molecule with two carbon atom

For advance

Molecule with three carbon atom


Step 2A

Actual slide to be displayed (option 1 selected)

Select the view point

bottom right

bottom left

Top left

Top right

Option 1


Step 3AA

Actual slide to be displayed (top left view in option 1 selected)

Top left view

Top left view

Initial display of the page

final display of the page

Instruction on next slides



Step 3AB

Actual slide to be displayed (bottom left view in option 1 selected)

Bottom left view

bottom left view

Initial display of the page

final display of the page

Instruction on next slides



Step 3AC

Actual slide to be displayed (top right view in option 1 selected)

Top right view

Top right view

Initial display of the page

final display of the page

Instruction on next slides



Step 3AD

Actual slide to be displayed (bottom right view in option 1 selected)

bottom right view

Bottom right view

Initial display of the page

final display of the page

Instruction on next slides



Step 2B

Actual slide to be displayed (option 2 selected)

Select the view point

bottom right

bottom left

Top left

Top right

Option 2


Step 3BA

Actual slide to be displayed (top left view in option 2 selected)

Top left view

Top left view

Top left view

Initial display of the page

final display of the page

Intermediate step

Continued on the next page ….


Step 3BA

Instruction on next slide



Step 3BB

Actual slide to be displayed (bottom left view in option 2 selected)

Bottom left view

bottom left view

bottom left view

Initial display of the page

final display of the page

Intermediate step

Continued on the next page ….


Step 3BB

Instruction on next slides



Step 3BC

Actual slide to be displayed (top right view in option 2 selected)

Top right view

Top right view

Top right view

Initial display of the page

final display of the page

Intermediate step

Continued on the next page ….


Step 3BC

Instruction on next slides



Step 3BD

Actual slide to be displayed (bottom right view in option 2 selected)

bottom right view

Bottom right view

Top right view

Initial display of the page

final display of the page

Intermediate step

Continued on the next page ….


Step 3BD

Instruction on next slides




Questionnaire

Draw the Fischer of the following molecules

A

B

C


Answers

A

B

C


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