All Questions
Tagged with stereochemistry conformers
35
questions
-1
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1
answer
118
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Difficult in grasping "the extent/limit of conformational space of a compound until it change its stereochemistry"
I have heard that a conformational landscape encompasses all conformers that a compound has for a specific stereoisomer. I think it makes sense verbally, because if all conformers of a stereoisomer ...
- 25
0
votes
0
answers
154
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Calculating energy difference between two 1-4 dimethylcyclohexane conformers
The following question was asked in a quiz at my college
Draw the most stable and least stable chair conformer for 1,4-dimethylcyclohexane and calculate the
energy difference between these two. Given ...
2
votes
1
answer
161
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Can we always use the planar representation of cycloalkanes instead of their true conformations to study their stereochemistry and chirality?
When I have drawn stereoisomers of substituted cyclohexanes and checked if they are chiral, I typically represent the ring as a planar hexagon and look for symmetry elements. For example, I would use ...
- 335
2
votes
3
answers
3k
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Why is diequatorial trans-1,2-dimethylcyclohexane more stable than diaxial trans-1,2-dimethylcyclohexane?
Consider diequatorial trans-1,2-dimethylcyclohexane and diaxial trans-1,2-dimethylcyclohexane as shown in the figure below [1, p. 178]. In both compounds, the ring is free of angle strain.
trans-1,2-...
- 237
5
votes
1
answer
1k
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Why 5-member rings prefer being cis-fused?
It always bothers me how whenever I am doing practice problems I never got a proper explanation as to why 5-member rings prefer(thermodynamically) being cis- rather than trans-fused( as opposed to ...
- 93
0
votes
0
answers
768
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Chirality of conformations of butane
I have read that the conformations of butane are as follows:
I came across a question about number of chiral conformations of butane.
My Attempt :
The total or fully eclipsed is achiral because it ...
- 27
-2
votes
1
answer
402
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How many conformations are possible for ethane?
I am talking on the basis of observations made on the Newman projection of ethane.
According, to the various sources, that I found on many websites, the number of conformational isomers are 2. They ...
- 43
4
votes
1
answer
300
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Why is the A-value of methoxy group lower than that of the hydroxyl group?
I am studying conformational analysis of monosubstituted cyclohexane. "A-value" refers to the energy difference between conformers with substitutent in equatorial (more favored) and axial ...
- 750
5
votes
2
answers
1k
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Total number of stereoisomers of truxillic acid
Total number of stereoisomers of the compound will be:
This was a question asked in our mock test. I've tried by considering pseudo-chirality on the carbon atoms. But I don't know where to start.
I ...
- 173
3
votes
1
answer
215
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Which ethanol derivatives display the gauche effect?
How many of the following ethanol derivatives of the form $\ce{GCH2CH2OH}$ have a more stable gauche conformer compared to their anti conformer?
$G = \ce{F}, \ce{Cl}, \ce{OH}, \ce{NH2}, \ce{OMe},...
- 6,278
2
votes
0
answers
105
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Strains in conformations of cyclohexane
I know some the basic kind of strains that can exist in molecules namely Torsional strain (Vanderwaals' strain), steric strain and angle strain.
Is it possible to associate a particular type of ...
- 797
5
votes
0
answers
80
views
Is it possible to estimate the abundance of conformers from J values?
I have a system of two disubstituted cyclohexanes and I want to estimate the abundance/ratio of the two based on the J values and if possible, roughly estimate the difference in free energy.
To get ...
2
votes
2
answers
4k
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How to figure out the most stable conformation of the diastereomer?
Question 1: Which of the following Newman projections represent the most stable confirmation of the diastereomer of the molecule given below?
I guess my main question is looking only at the Newman ...
3
votes
0
answers
496
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Why does Pubchem show cis-1,3-cyclohexanediol with the hydroxyls in the equatorial position?
I am a beginning organic chemistry student and trying to reason about something based on information in my book, but seeing that Pubchem gives a different structure than I'd expect.
In considering a ...
- 289
1
vote
1
answer
749
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Conformers of a meso-compound [duplicate]
In a particular question in one of my reference book, I was asked if the given compound (meso-butane-2,3-diol) was a meso compound or not. In it’s solution part, to show that the compound was ...
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