Questions tagged [cis-trans-isomerism]

Obsolete synonym for cis-trans isomerism. (Usage strongly discouraged).

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46 views

How many geometrical isomers will be formed here?

Can someone help me calculate the number of geometrical isomers in this compound? According to me there should be 3 isomers here but according to my teacher, there are 4.I believe that both EZ and ZE ...
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174 views

The total number of stereoisomers of 1,2-dibromo-3,4-dichlorocyclobutane

I tried writing all the geometrical isomers for 1,2-dibromo-3,4-dichlorocyclobutane, and then saw if they were optical or not. And I am getting the answer as 10: However, the given answer is 8. I can'...
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586 views

Does 1,4-dimethylcyclohexane have a chiral center?

My textbook says that 1,4-dimethylcyclohexane (cis or trans) does not have a chiral centre, since two groups on the tertiary carbon (that are the part of the ring) are identical, and thus the compound ...
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1answer
227 views

Why is [M(AB)2] a geometrical isomer?

Our teacher told us that for coordination number 4 and tetrahedral shape $\ce{[M(AB)2]}$ doesn't have a plane of symmetry, so it shows optical isomerism. What if we take a plane passing through the ...
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Determining if the product would be cis or trans after an anti elimination on fischer projections

I find these kind of problems really confusing for some reason, but I saw a way on the web and tried doing it that way: I considered the basic Fischer operations (Vertical: Below the plane of paper, ...
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Does this molecule show cis-trans isomerism? [duplicate]

I want to find if the above molecule shows cis-trans isomerism, per an assignment. I am assuming that such isomerism, if present, will be shown by the substituted chlorines. It seems clear to me that ...
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163 views

Stereoisomers of 1,3,4,6-tetramethylcyclohex-1,4-diene

How many stereoisomers are possible for following compound (1,3,4,6-tetramethylcyclohex-1,4-diene)? My Approach the 1,4 methyl groups lie in the plane, whereas 3,6 are possible chiral centers. ...
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1answer
358 views

Why is Maleic Acid more soluble in water than its trans isomer Fumaric Acid?

My teacher taught me that compounds having intramolecular H-Bonding are relatively less soluble in water as they will not involve in H-Bonding with water appreciably while those able to do ...
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125 views

How many stereoisomers are present in octahedral complexes of type MA3B2C?

Does $\ce{MA3B2C}$ type have optical isomerism or just geometric isomerism? I was told that it has three isomers, two cis and one trans. Are the two cis isomers optically active?
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Which would have higher priority according to CIP rule (Cyclic Substituents)? [duplicate]

So if we were to assign E-Z nomenclature to this compound : then the Ethyl group would obviously have more priority than methyl group, but I am confused whether out of Cyclopropane and Cyclobutane ...
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Why does hydrogenation of this compound not result in a diastereomeric mixture? [duplicate]

In a question, this compound was given and it was asked: "Hydrogenation of the above compound in the presence of poisoned Palladium catalyst gives?" When I was answering it, I thought that ...
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1answer
91 views

Why these compounds don't show and show Geometrical isomerism? [closed]

I was recently studying organic chemistry related to Isomerism. I have doubt based on an example that is, Why Cumulenes show GI? Why 1-chloro cyclohexene don't show GI?
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1answer
85 views

Is there geometrical isomerism in case of 2-methylcyclopentanone?

How can 2-methylcyclopentanone show geometrical isomerism? A ring and a double bond are in different planes, so even after having restricted rotation there will be no change in areal distance.
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Which are the Geometrical isomers of the complex [Cr(NH3)2Cl2(en)]+?Is it one or two?

I was recently studying coordination compounds and i came across optical isomerism shown by complexes.I think that the complex i gave above have 4 geometrical isomers(I think this is where I am wrong, ...
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Synthesis of Pt(II) complex using trans effect

By making use of the trans-effect in platinum(II) complexes, show efficient routes for the synthesis of all the possible isomers of $\ce{[PtCl(NH3)2(py)]+}$ (where $\ce{py}$ = pyridine) from the ...
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For a flat, planar molecule, how do you determine which side is up? Or down?

I was just reading about alpha and beta linkages in certain cyclic molecules, and it said that the alpha configuration was the one in which a hydrogen was sticking out above the plane, and an OH ...
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119 views

Chiral centres with stereoisomeric substituents

The structure of one particular isomer of 4-chlorohepta-2,5-diene is shown here. I am confused about how two of the propenyl groups attached to the central carbon have the same atoms with different ...
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1answer
100 views

Terminologies used in isomerism [closed]

What is the difference between the terms constitutional isomers, stereoisomers, geometric isomers? I know cis and trans-1,2-dichloroethane shows cis trans isomerism and 1,1 dichloroethene, 1,1,2 ...
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2k views

In what way trans alkenes are more symmetric than cis alkenes?

While providing the reason for the higher melting point of trans molecules, everyone says that trans molecules are more symmetric than cis molecules. An example can be found over here, where the OP ...
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1answer
484 views

Number of Stereoisomers of C(CHClCH3)4

I am having trouble understanding why the structure $$\ce{C(CHClMe)4}$$ has only five stereo isomers. According to my textbook, the stereo isomers correspond to the following series of absolute ...
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Can geometrical isomers be enantiomers?

I have just been pondering upon the question above. I have found this example and I am sure they are enantiomers, but do they also count as geometrical isomers?
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MA3B3 isomers - is this same as meridional one? [closed]

I'm new to studying stereo chemistry. (Now I'm studying coordination complexes.) In my class material and other some datas(from google), it says that there is two, fac and mer. I want to know is ...
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Conversion of cis to trans isomer [closed]

why in cis and trans isomers the double bond cannot be broken once and again joined to convert them from cis to trans is this type of bond breaking not allowed or is this allowed?
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Shortcuts for finding geometrical isomers

Our teacher provides us extra questions for pratice, so one of the questions was :- Find number of products if following are reacted with excess $\ce{NH2OH}$ (hydroxyl amine): Cyclohex - (i) 1,4-...
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1answer
112 views

Optical activity of cis-trans isomers of a co-ordination compound [closed]

Why do geometrical (cis and trans) isomers of [Pt(NH3)(Br)(Cl)(py)] not show optical activity ? Thanks In Advance...
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1answer
320 views

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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1answer
698 views

Optical activity of cis coordination compounds

I came across a statement saying, "Consider a Octahedral coordination compound of type [MA2X2]. Then, if the compound is in a cis form, it shows optical activity as there is no plane of ...
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2answers
108 views

Why are we still using cis/trans system while the E/Z system is better than it?

I am currently learning about Alkenes. It is given that cis/trans isomerism is either ambiguous or doesn't even apply in cases where the alkene is trisubstituted or tetrasubstituted. To solve this ...
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1answer
719 views

Do the groups involved in geometrical isomerism have to be in similar planes to show geometrical isomerism?

In my textbook, under the topic "Conditions for geometrical isomerism", the following has been given: Groups responsible to show geometrical isomerism must be nearly in the same plane. Is this ...
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116 views

Will N,N‐diethylbenzamide show geometrical isomerism?

I know for a compound to show geometrical isomerism it should have site of restricted rotation; be connected to two different groups on either side of site of restricted rotation; the distance ...
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Plaster of Paris

One of my Chemistry professors said that the hard mass formed after adding water to Plaster of Paris, cannot be converted back into Plaster of Paris. However, he said that the original Gypsum can be ...
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1answer
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Trans vs. cis, or Z vs. E

I am new to organic chemistry and am confused regarding the following question: Does the geometrical isomerism of 3-methyl-2-heptene fall into the category of trans vs. cis, or the category of Z vs. ...
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1answer
235 views

Can there be geometrical isomerism in resonating structures [closed]

If a double bond which has two different substituents on each of it's two ends is showing resonance with one of the substituents would the double bond exhibit Geometrical isomerism?..if yes how so ...
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2answers
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Does 1,3‐dichloroallene show geometrical isomerism? [duplicate]

Since the attached groups are present in different planes, $\ce{ClCH=C=CHCl}$ should not show geometrical isomerism, but my book say that it does. Why?
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What does the dissociative mechanism for cis/trans interconversion of [Mo(CO)4(PPh3)2] look like?

All I can find in the literature is that the cis→trans interconversion proceeds via dissociation of one of the PPh3 ligands resulting in a square-pyramidal Cs intermediate, with the remaining PPh3 in ...
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1answer
387 views

E - Z configuration of cyclic substituents [closed]

The answer is coming out as Z but given is E. I’m not sure where I’m wrong at this point as I moved along one chain at a time and wanted to follow heaviest atom as earliest as possible !
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Please explain plane of symmetry [closed]

i am getting option (a) but answer is (b) where i am going wrong please help SO IT IS OPTION A ONLY FOR ME BUT HOW B HAS PLANE OF SYMMETRY PLEASE HELP
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1answer
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How many stereoisomers are possible for 1,2-dimethyl-4-(propan-2-ylidene)cyclopentane?

How many stereoisomers (not counting different conformers) does 1,2-dimethyl-4-(propan-2-ylidene)cyclopentane have? I think the answer should be 3. There are two geometrical isomers (cis and ...
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1answer
728 views

Total Structural Isomers of diphenyl chloromethane?

The maximum option is 8 available but while Drawing I found there are many more . Are there any other condition of structural formula except the fact that the compounds will have the same molecular ...
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2answers
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Stability of geometrical isomers in cycloalkanes

Among the following, which should be the most stable compound? 1)Cis-cyclohexane-1,2-diol 2)Trans-cyclohexane-1,2-diol 3)Cis-cyclohexane-1,3-diol 4)Trans-cyclohexane-1,3-diol My thought process is-...
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Are Anomers Epimers?

epimers are the class of stereoisomers which differ along configuration at any carbon in a carbohydrate(generally), And anomers are the kind of stereo isomers that differ at the carbonylic carbon, ...
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Geometric isomerism in substituted cycloalkenes?

My book says the first and third molecules only will show geometrical isomerism. Why is this so? I can understand how the third will show (both the methyl groups can be into the screen or one can be ...
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1answer
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Number of geometrical isomers?

How many geometrical isomers will exist for compound of this type which has cycloalkene having carbon atoms greater or equal to 8 in the middle of chain? I know that due to ring in middle of chain ...
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3answers
528 views

Melting point of trans-4-methylhex-4-enoic acid and cis-4-methylhex-4-enoic acid

My book said that the cis isomer has a higher melting point. But I dont understand isn't that the trans isomer can pack more efficiently, because the trans isomer less bulky/ create less 'kink' than ...
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241 views

Number of total stereoisomers of a piperazine derivative

How do I find out the total number of stereoisomers of 3,6-dimethylpiperazine-2,5-dione? As far as I can see, the compound has two chiral carbons. Would the nitrogens make a difference? They seem ...
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Does dihydroimidazole show geometrical isomerism?

Does dihydroimidazole (above) exhibit geometrical isomerism? Does the fact that the lone pair is involved in conjugation with a double bond affect anything? As far as I know, it does not exhibit ...
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Number of stereoisomers of tetramethylspirononane

The above compound – 2,3,7,8-tetramethylspiro[4.4]nonane – clearly exhibits both optical and geometrical isomerism. The question is, how many stereoisomers does it have in all? As the number of ...
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229 views

What is the relation between the following two optical isomers?

I think they should be diastereomers, but the answer to this question is enantiomers, if it is enantiomers then how?
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Why is cis-1,2-dichloroethene more stable than trans-1,2-dichloroethene?

Why is cis-1,2-dichloroethene more stable than trans-1,2-dichloroethene? Usually, trans compunds are more stable than cis ones, due to less strain and its non-polarity. But, in this case it's quite ...
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196 views

Does CHT=CHT have a geometric isomerism because of tritium atoms?

Is the radioisotope of hydrogen considered as a new atom? Can you detect it with an H NMR?