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Example Questions
Example Question #32 : Stereochemistry
How many possible stereoisomers does the molecular framework of cholic acid (shown) have?
There are 11 stereocenters, because here there are 11 asymmetric carbons and no E/Z isomerisms, nor planes of symmetry. For compounds with no meso isomers or E/Z isomerisms, the possible number of stereoisomers is where is the number of stereocenters.
Example Question #32 : Stereochemistry
How many stereocenters does this steroid derivative have?
There are 11 asymmetric carbons and one E double bond, so there are 13 stereocenters in total. For each E/Z isomerism, there are 2 stereocenters.
Example Question #13 : Help With Enantiomers
How many possible stereoisomers does the following steroid derivative have?
Here there are 11 asymmetric carbons and one E/Z isomerism.
So, the number of possible stereocenters from asymmetric carbons is , and the number of possible stereoisomers from E/Z isomerisms is .
Thus the number of stereoisomers from asymmetric carbons is doubled, and possible stereoisomers
Example Question #391 : Organic Chemistry
What is the IUPAC name for the given organic molecule?
(2R, 4S)-4,5,5-trimethylhexan-2-ol
(2R, 4R)-4,5,5-trimethylhexan-2-ol
(3R, 5R)-2,2,3-trimethylhexan-5-ol
(2S, 4R)-4,5,5-trimethylhexan-2-ol
(3S, 5R)-2,2,3-trimethylhexan-5-ol
(2R, 4S)-4,5,5-trimethylhexan-2-ol
The absolute configuration around carbons 2 and 4 is R and S, respectively. The molecule is a hexanol, and the numbering starts with the carbon closest to the hydroxyl group.
Example Question #392 : Organic Chemistry
Which of the following structures is equivalent to the enantiomer of the molecule whose Fischer Projection is shown below?
III
IV
I
II
V
IV
The compound shown is SS, so we need to look for the compound that is RR.
Example Question #393 : Organic Chemistry
What is the Fischer projection of the following molecule?
IV
II
III
I
I
The absolute configuration of the given molecule is (amino group is R, methyl group is S). Putting the methyl group on the top and the alcohol on the bottom, this puts the amino group on the left, and the methyl group on the right. Recall that in the Fischer projection, the vertical bonds are dashed and are going into the plane of the screen/paper, while the horizontal bonds are wedges and are coming out of the plane of the screen/paper. One way to remember this is to think of Fischer projections as a skeleton (dashed vertical) wearing a bowtie (wedged horizontal).
Example Question #394 : Organic Chemistry
What is the IUPAC name for the molecule shown?
S-3-methylbut-1-en-4-ol
S-2-methylbut-3-en-1-ol
R-2-methylbut-3-en-1-ol
R-3-methylbut-1-en-4-ol
S-2-methylbut-3-en-1-ol
The molecule's highest priority functional group is the group, therefore, numbering starts at the left-most carbon. The absolute configuration of the molecule at carbon is S.
Example Question #44 : Stereochemistry
What is the IUPAC name for the molecule shown?
(2R,3S)-3-methyl-2-pentanol
(2S,3S)-3-methyl-2-pentanol
(2S,3R)-3-methyl-2-pentanol
(2R,3R)-3-methyl-2-pentanol
(2R,3S)-3-methyl-2-pentanol
Carbon number : hydroxyl is first priority, The rest of the molecule is second, methyl is third. Placing in back makes go clockwise. Therefore, it is R. Carbon number : alkyl with hydroxyl is first priority, The rest of the molecule is second, methyl is third. Placing in back makes go counterclockwise. Therefore, it is S.
Example Question #395 : Organic Chemistry
Which of the following applies to the molecule shown?
2R
2S
3S
3R
2R
Aldehyde group gets first priority; therefore, aldehyde carbon is carbon number . Aldehyde group is first priority, alkyne group is second priority, methyl group is third priority. is clockwise, so the molecule is R.
Example Question #396 : Organic Chemistry
What is the IUPAC name of the molecule below?
R-2-butanamine
R-3-butanamine
S-3-butanamine
S-2-butanamine
R-2-butanamine
At the chiral carbon, the amino group is first priority, the ethyl group is second priority, and the methyl group is third priority. is clockwise when putting H in the back, so the molecule is R.
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