Questions tagged [cyclohexane]
Cyclohexane is a cycloalkane with the molecular formula $\ce{C6H12}$. This tag should be applied to questions about the properties and reactions of cyclohexane and its derivatives.
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Why do we normally prefere one perspective when doing a chair flip?
The common representation of the chair flip looks like this:
But why go through the "trouble" of drawing the skeleton differently if it would work the same way with this representation:
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Why is 1-ethylcyclohexene more stable than ethylidene cyclohexane?
Both compounds yield the same product, ethylcyclohexane, when hydrogenated. However,
1-ethylcyclohexene has lesser heat of hydrogenation than ethylidenecyclohexane, hence more stable. I want to know ...
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Cyclohexane replacement in Food Chemical Analysis [closed]
We have to use cyclohexane in the laboratory for the chemical analysis of olive oil in the UV spectrometry. But it's highly toxic for respiration.
Can anyone suggest a chemical to replace cyclohexane ...
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Why the C4 in this 1,3,4,5-substituted Cyclohexanes has a R/S configuration?
(1S,3S,4S,5S)-3,5-dimethoxy-1-phenylcyclohexane-1,4-dithiol.
ChemDraw21 shows the C4 is S configuration. However I think C4 has two same function groups(C3 and C5 are both S configuration; C2-1-6 and ...
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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 ...
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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 ...
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Threshold of steric hindrance for the axial position in cyclohexanes
My professor mentioned that isopropyl is able to go into the axial position on the chair conformation of a cyclohexane, while tert-butyl cannot. This made me wonder then, at what point is a ...
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Are substituents placed alphabetically in the name of a cycloalkane?
I named this molecule 1,5-diethyl-2-methyl-4-propylcyclohexane. Is this correct? Or should we somehow use the size of the substituents?
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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-...
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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 ...
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Number of stereoisomers of 1,3,5-trimethylcyclohexane
When I searched the stereoisomers of 1,3,5-trimethylcyclohexane, I got four structures given below.
I don't get how structures 1 and 2, 3, and 4 are not the same. Could anyone explain?
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Ring Flip of glucose
I have recently read about mutarotation of glucose specifically
I am familiar with how cyclic structures like substituted cyclo-hexanes exist in an equilibrium of both their chair conformers.
The ...
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Planarity at the Junction between multiple Rings
My Approach:
As cyclohexane should be in the chair form and cyclopentane should be in the envelope form, more the number of five-membered rings more should be its planarity, as envelope form is more ...
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Can exact bond angles in cycloalkanes be calculated?
I know that bond angles in cycloalkanes are usually different from $\ce{109.5}^{\circ}$ as predicted by the VSEPR theory because of their shape, and a higher deviation will cause a higher ring strain. ...
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Can acetaldehyde be condensed with methyl vinyl ketone to form 2-Cyclohexen-1-one as per the Robinson annulation
I have seen that cyclohexanone can react with methyl vinyl ketone to form a fused bicyclic cyclohexenone, I am wondering if the same reaction can be used to produce cyclohexenone the single ring ...