Fischer Projections and Rotations

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What happens to the Fischer convention when a molecule undergoes a 180° rotation?

It is broken

It becomes ambiguous

It remains unchanged (correct)

It is only partially maintained

What is the effect of rotating a Fischer projection around a single bond?

It creates a new compound

It breaks the Fischer convention

It keeps the stereochemistry unchanged (correct)

It changes the stereochemistry

How are priorities assigned to substituents on a chiral carbon in a Fischer projection?

Randomly

Alphabetically

By molecular weight

By functional group priority (correct)

What is required to assign an R or S designation to a stereocenter?

The priorities of the four substituents Signup and view all the answers

What is the purpose of the glyceraldehyde enantiomers as stereochemical reference compounds?

To assign R or S designations Signup and view all the answers

What happens to the —H and —OH groups after a 90° rotation in a Fischer projection?

They exchange positions Signup and view all the answers

What does the -ose suffix designate in a carbohydrate?

A carbohydrate Signup and view all the answers

How is a tetrahedral carbon atom represented in a Fischer projection?

By two crossed lines Signup and view all the answers

What type of modification can occur to the amino group in a carbohydrate?

Acetylation Signup and view all the answers

What is the significance of the root (-tri-, tetr-, pent-, hex-) in a carbohydrate molecular structure?

It indicates the number of carbon atoms Signup and view all the answers

How can a Fischer projection be rotated on the page?

By 180° Signup and view all the answers

What is the significance of the horizontal and vertical lines in a Fischer projection?

They represent bonds going into and out of the page Signup and view all the answers

What is the term for diastereomers differing only at the hemiacetal or acetal carbon in carbohydrate chemistry?

Anomers Signup and view all the answers

What is the most stable conformation of pyranose rings?

Chair conformation Signup and view all the answers

What is the process by which the pure anomers of D-glucopyranose slowly convert into a 37:63 equilibrium mixture?

Mutarotation Signup and view all the answers

What is the purpose of converting ⎯OH groups into esters and ethers in carbohydrate reactions?

To make the sugars more soluble in organic solvents Signup and view all the answers

What is the chirality center created by the formation of the cyclic hemiacetal in pyranoses?

C1 Signup and view all the answers

What is the designation of the OH at the anomeric center that is on the same side of the Fischer projection structure as the hydroxyl that designates whether the structure is D or L?

α Signup and view all the answers