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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.

-1 votes
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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:
Gabrielo's user avatar
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0 answers
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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 ...
Anu Vanguri's user avatar
-2 votes
2 answers
68 views

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 ...
user143756's user avatar
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0 answers
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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 ...
HasturQ's user avatar
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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 ...
Priyanshu Choubey's user avatar
2 votes
1 answer
160 views

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 ...
Akash's user avatar
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2 votes
0 answers
52 views

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 ...
chemN00b's user avatar
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1 vote
1 answer
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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?
TNF's user avatar
  • 39
2 votes
3 answers
3k views

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-...
An_Elephant's user avatar
5 votes
1 answer
1k views

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 ...
7daiss's user avatar
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1 vote
1 answer
5k views

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?
L lawliet's user avatar
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5 votes
1 answer
497 views

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 ...
Anmoldeep's user avatar
3 votes
0 answers
96 views

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 ...
Bhanu Kiran's user avatar
0 votes
1 answer
150 views

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. ...
Lynn Gu's user avatar
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3 votes
0 answers
74 views

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 ...
Jack's user avatar
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