All Questions
Tagged with stereochemistry organic-chemistry
533
questions
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Why is α-truxillic acid not meso compound? [duplicate]
I know that for a compound to be meso it should be optically inactive and should have multiple chiral centres but in case of α-truxillic acid, it is optically inactive due to centre of symmetry being ...
- 33
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1
answer
96
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Why do we use cis/trans for 1,4-dichlorocyclohexane, but R/S nomenclature for its 1,3 isomers?
1,4-dichlorocyclohexane has two isomers, and 1,3-dichlorocyclohexane has three:
Looking at the substituted carbon, the reason for the isomers is the same: either the chlorine points up or it points ...
- 41.3k
6
votes
1
answer
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Optical activity in tritiated cyclobutane
How would we determine the optical activity in a compound as such:
The biggest difficulty I'm having is determining the R-S configuration as that will determine whether the pair are enantiomers or ...
- 429
5
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2
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Geometrical isomerism in 1-(chloromethylidene)-3,5-dimethylcyclohexane
Will this compound exhibit geometrical isomerism?
This question was asked in JEE (Mains) 2020, which is an entrance exam held in India annually. The official answer given for this question was "...
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-1
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1
answer
66
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How exactly are mirror images of molecules rotated to determine enantiomeric pair?
I know there are many similar questions to this but none could clear my confusion over how exactly the mirrored molecules is rotated i.e on which axis it is rotated to superpose with the original ...
- 127
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1
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96
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Are these stereoisomers considered geometrical isomers?
I came across this compound in the Black Book of Organic Chemistry by Ashish Mishra. The question asked whether this compound could show geometrical isomers.
Now, I know the compound has the ...
- 199
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1
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66
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Which of these molecules have stereoisomers?
Problem:
Which of these molecules have stereoisomers?
Solution:
(The molecules with a red X beside them are the ones with stereoisomers.)
Question:
What is the method used to identify which molecules ...
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6
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1
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313
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What is the number of different compounds formed from the monochlorination of cis-1,2-dimethyl cyclopentane?
I encountered this question in the Black Book of Organic Chemistry by Ashish Mishra while preparing for a college entrance exam.
According to the answer key the answer is 12. I have only managed to ...
- 199
4
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1
answer
255
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Why is cyclooctene the smallest cycloalkene to have cis-trans isomerism?
What prevents cis and trans isomers from existing in smaller cycloalkenes, for example, cyclohexenes for more than a short period of time?
- 109
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1
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Optical rotation and chirality
I had the same question as in Molecular chirality and optical rotation
In the answer, it says that there can't be such a mirror position where the effect of one molecule be cancelled by other. But I'm ...
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1
vote
1
answer
65
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Stereochemical relationship of molecules including double bond configuration and absolute configuration
Are (S,E)-4-isopropoxypent-3-en-2-ol and (R,Z)-4-isopropoxypent-3-en-2-ol both enantiomers and diastereomers? I am a bit confused because they would be diastereomers when only looking at the ...
- 79
3
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41
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Systematic method to determine D/L notation of substances other than amino acids and glyceraldehyde
The fundamental rules of D/L notation, as I understand it, are as follows;
In D/L notation, a molecule is named by mapping it to glyceraldehyde.
The D/L notation is based on the stereo configuration ...
- 201
3
votes
1
answer
156
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If the substituents are distinguishable, is it possible to prioritize them using the CIP rules?
In the R/S stereochemical nomenclature,
when we try to determine the priority of substituents around a chiral carbon, are there specific examples where the ranking cannot be definie under the CIP ...
- 201
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202
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Which enantiomer of 3-Chloro-2-pentanol is this?
I think that there is a chiral centers at $C_2$ and at $C_3$ (Numbering starting such that the carbon with hydroxy attached is number 2.
Then, for $C_2$:
Priority would be: OH > $C_3$ > $C_1$ &...
- 101
2
votes
1
answer
170
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Explain the mechanism of the following reaction, which involves a 1,2-alkyl migration with double inversion of configuration
I came across the following reaction, whose mechanism is said to involve a 1,2-alkyl migration with a double inversion in configuration. The reagents used were nitrous acid (generated in situ) ...
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