Questions tagged [isomers]

Compounds that have identical molecular formula but different chemical structure.

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51 views

The number of optical isomers of 3,4-dichlorobutan-2-ol

The number of optical isomers possible for the given organic molecule is? $\ce{CH_3-C^*H(OH)-CHCl-CH_2Cl}$ (the configuration is fixed at $\ce{C^*}$) The given answer is 2. The carbon marked with an ...
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Stability of 4-pyridone vs 4-pyridinol

In kryptomerism assignment, there was a question to compare more stable tautomeric form between 4-pyridone (1) and 4-pyridinol (2): Answer: 4-pyridone. My friend gave two plausible reasons: $\ce{C=...
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1answer
68 views

Which of the following isomers of 2,3‐dihydroxy‐4‐methoxy‐4‐oxobutanoic acid are identical?

Which of the following are identical? A and B are identical A and B are diastereomers A and C are enantiomers A and B are enantiomers What I know is that when we rotate a ...
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1answer
72 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
101 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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1answer
136 views

Number of Stereoisomers for Terpin

Terpin (4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol) has two $\mathrm{sp^3}$ carbons with different substituents on a cycloalkane, so it has two cis-/trans-isomers, and from what I was taught, is ...
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48 views

How to apply the $parvo/amplo$ akamptisomeric stereodescriptors to this bicyclic system?

I'm looking for examples of akamptisomerism[1]. I'm try to find simple molecules able to (theoretically) show this kind of isomerism. I thought about the isomers of (2R)-2-methyl-9-oxabicyclo[3.3.1]...
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Cis/trans with alkene substituents on cycloalkanes

My chemistry book is saying that the double bond indicated by the red arrow can generate cis/trans isomers: I don't understand how this can be so, as you need to use E/Z priority rules in this case. ...
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1answer
232 views

What is the physical state of vitamin E acetate at room temperature and normal pressure

Vitamin E acetate ((+)-alpha-tocopherol acetate) is sold as semi-solid/liquid by Sigma and their safety data sheet gives the melting point as 25 °C. On the other hand, internet databases such as ...
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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
176 views

What is the number of stereoisomers for hex-4-en-2-ol?

For the following compound, find Total number of stereoisomers Number of optically active stereoisomers Total number of fractions on fractional distillation of all stereoisomers ...
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How there are 7 enolizable hydrogens in 2‐methylcyclohex‐2‐en‐1‐one?

49. How many enolizable hydrogens are there in the following compound? (a) 2 (b) 4 (c) 5 (d) 7 I know that enolate ion is the anion formed when an α-hydrogen in the molecule of an ...
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1answer
51 views

how is there no centre of symmetry in this case? [closed]

the question was whether the following compounds have the center of symmetry or not .the question was : And the answer is that there is no center of symmetry .how? according to me, there should be ...
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1answer
227 views

Point group of cis- and trans-decalin

What is the point group of of cis- and trans-decalin? I watched a video saying that it is $C_\mathrm{2h}$ for cis-isomer, but my friend says it is $D_\mathrm{2h}.$ I'm so confused.
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465 views

what will be the priority order?

if any two compounds happen to show tautomerism, ring chain isomerism, functional isomerism, metamerism, chain isomerism as well as position isomerism, what priority order do we follow to assign them ...
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175 views

How ethylbenzene and 1,2‐xylene are chain isomers?

How the following two structures are chain isomers? According to what I have studied in nomenclature when a compound has both cyclic and straight chain, we consider that the chain as parent chain ...
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2answers
832 views

How many ether metamers are possible for C4H10O?

How many ether metamers are possible for $\ce{C4H10O}?$ According to me, the answer should be 2 but it was given 3. I know 3 structures can be made: $$\ce{CH3—O—CH2—CH2—CH3}\tag{1}$$ $$\ce{CH3—CH2—...
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25 views

How would you order alkyl groups of this compound numerically? [closed]

If akyl groups are ordered alphabetically and ethyl comes before methyl, would this compound be called 2-ethyl-3,4 dimethyl pentane? Since that would be less than 4-ethyl-2,3 dimethyl pentane, correct?...
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1answer
119 views

Number of stereoisomers of polysubstituted cubane

The molecule given below is a substituted cubane. a) How many stereoisomers exist for this molecule? b) How many pairs of enantiomers are possible? How do I calculate the number of ...
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3answers
121 views

Identify the type of structural isomerism

Question: My Approach: Since both the compounds have the same principal functional group, they can't be functional isomers. Obviously they are different compounds. Now options A and C are ruled out. ...
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1answer
170 views

Doubt in conditions for 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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233 views

Finding structural isomers of an alkene

I am doing problems on finding structural isomers. I am asked to find the structural isomers of $\ce{C5H10}$. The answer to problem states there are 10 structural isomers possible. I was able to find ...
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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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Are these chemical reactions with amino acids possible, and if so, what are they called?

In high school, I am taught that the synthesis of two amino acids of the form $\ce{H2NR1COOH}$ and $\ce{H2NR2COOH}$ is a condensation reaction that produces a polypeptide $$\ce{H2NR1COOH}+\ce{...
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Doubt in isomerism

Question Give isomeric relations between these compounds. My answer A and B show metamerism and positional isomerism. A and C show chain isomerism and metamerism. B and C show chain ...
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1answer
140 views

Which is the correct definition for metamers (or metamerism)?

I have heard two definitions of metamers. Compounds having the same molecular formula but different number of carbon atoms on either side of the functional group. Compounds having the same molecular ...
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1answer
187 views

What are the isomers of a complex having a structure of M(AB)2C2?

Our instructor have us answer an isomerism problem of a crystal structure that has a form of $\ce{M(AB)2C2}$. I keep getting 9 isomers, which includes the optically inactive isomer, and my peers and I ...
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1answer
2k views

What is the total number of isomers, considering both structural and stereoisomers of cyclic ethers with the molecular formula C4H8O?

According to me, it should be 11 and this is how I have worked out as shown in the attached diagram. However, I am not sure whether all these 11 isomers can be considered as those belonging to ...
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140 views

Which is more stable: isobutylene or cis-2‐butene?

How do you compare which is more stable without using the heat of hydrogenation or combustion or any other numeric factual value: $\ce{(CH3)2-C=CH2}$ or $\ce{CH3-CH=CH-CH3}$ (cis)?
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1answer
317 views

The maximum no. of isomers (including stereoisomers) that are possible on mono-chlorination of the compound: 3,3-dimethylpentane is?

The maximum no. of isomers (including stereoisomers) that are possible on mono-chlorination of the compound: 3,3-dimethylpentane is? The answer given is 5. My working: The fourth carbon is chiral ...
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1answer
185 views

How do we know if this following molecule is a superimposable mirror image or non-superimposable mirror image ? [See Image attached]

How do we know if this following molecule is Super Imposable mirror image or Non Super Imposable mirror image ? [See Image attached]
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Which of the following compounds is NOT an isomer? [closed]

Which of the following compunds is not an isomer? I cant figure out how the answer is d
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Why do tetrahedral organic molecules show stereo-isomerism, but not tetrahedral transition metal complexes?

Both types of molecules show different arrangements of the molecule in space, so they should qualify for optical isomerism right?
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1answer
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Confused between structural isomers versus stereoisomerism

So this question wanted me to find two cyclical compounds that are 'structural' isomers of the molecular formula given in the question. The two isomers I came up with are: 1,2-dichlorocyclopropane ...
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1answer
76 views

Cis and Trans Isomerism given three different groups around the reference plane

In the following problem I am meant to deduce the molecules that are cis-trans isomers of each other. This question does not make much sense in my head because I thought that cis/trans isomerism was ...
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1answer
156 views

What is the name of “cis/trans” isomerism when all four groups are different?

How would you call a pair of isomers on the picture below? They look a lot like regular cis/trans isomers, except all four groups are different. I can tell they are spacial isomers (stereoisomers) ...
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1answer
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Interchangeable isomers [closed]

I am a clinical research professional. I have a question regarding clinical chemistry. I would like to know that whether it is possible to get testosterone undecanoate from ursolic acid and vice-versa ...
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63 views

The van't Hoff rule for stereoisomers with planes of symmetry

We know that the maximum possible numbers of stereoisomers of a molecule is given by the van't Hoff rule, which says that: $$Total \space stereoisomers = 2^{n}$$ Where $n$ is the number of ...
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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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3answers
432 views

Why are carbons of Inositol chiral centers?

I was asked to draw all possible stereoisomers of inositol (1,2,3,4,5,6-cyclohexanehexol). To obtain the answer I had to assume that all six carbons of the molecule are asymmetric, which (bearing in ...
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252 views

Melting point of unsymmetrical dimethylhydrazine vs 1,2-dimethylhydrazine

Unsymmetrical dimethylhydrazine ($\ce{H2NN(CH3)2}$) has a melting point of −57 °C, but its isomer, 1,2-dimethylhydrazine ($\ce{(CH3NH)2}$) has a melting point of −9 °C. That looks to me like a ...
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ionisation isomers [closed]

With ionisation isomers, how do you know which ligand (out of $\ce{Br}$ and $\ce{NH3}$ for example) exchanges with the compound outside the bracket?
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isomerism-position versus chain

For nitriles carbon of nitrile group is part of the carbon chain. So what is the isomerism shown by pentanenitrile and 2-methylbutanentrile? Chain isomerism or position isomerism?
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583 views

number of optical isomers of a cyclic molecule

What is the number of optical isomers for this compound? Also, there seems to be no clear-cut boundary between geometrical isomers and optical isomers. Referring to a post in StackExchange, is (RS)- ...
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1answer
92 views

Can anyone tell me what reaction is this?

I came across this reaction, but I have no idea what reaction is this. Can anyone please tell me? What will be the products? My first guess is that a carbene will be formed which will attack on the ...
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1answer
446 views

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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4answers
475 views

Total number of stereoisomers of 2,3,5,6-tetrachlorooctane

Total number of stereoisomers for: I tried the following combinations: RRRR, SSSS, RRRS, SSSR, RRSS, RSRS, SRRS, RSSR, RSRR, SRSS, RRSR, SSRS, SSRR, SRSR. So, total number of stereoisomers I ...
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1answer
502 views

Classification in Stereoisomerism [closed]

I was trying to understand stereoisomerism. I am having trouble creating a 'flow chart' of Stereoisomerism. While there are many sources available over the internet and books, I don't find a standard ...
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2answers
777 views

Why does 1,3-dichloropropane not show stereoisomerism?

It is a multiple choice question: Which compound does not show stereoisomerism? A 1,2-dichloroprop-1-ene B 1,2-dichloropropane C 1,3-dichloroprop-1-ene D 1,3-dichloropropane I ...
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1answer
818 views

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, ...