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3. Draw a formula for the lowest molecular weight compound that contains C: H: a

ID: 787930 • Letter: 3

Question




3.

Draw a formula for the lowest molecular weight compound that contains C: H: and possibly O, N or S, is a chiral compound contains ONLY one functional group, and is a chloroalkane Pay attention to stereochemistry. You do not have to explicitly draw H atoms, unless required to do so for stereochemistry. If a group is achiraL do not use wedge or hashed bonds on it. Alkene or alkyne groups are considered to be functional groups. Assign priorities in the following set of substituents according to Cahn-Ingold-Prelog rules. (provide your ranking through a string like abcd, starting with the one with the highest priority. Your answer does not need to be capitalized) The wedge-dash representation of 2,3-dichloropentane is shown. What is the orientation of the chiral center(s)? Write the orientation as in the following examples, (2S) or(2R,3S), not 2s or 2R,3S. Be sure to include the parentheses and the number, and comma as necessary. Which of the Newman structures is equivalent to the wedge-dash structure? Note that the equivalent Newman structure will not necessarily have the same conformation as the wedge-dash structure.

Explanation / Answer

orientation is : (2R,3S) New mann projections equivalent to wedge - structure are : B,C we can get one from other by just rotating

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