Isomers of Butene: A Comprehensive Guide to 5 Variants | Ausetute

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Discussion Overview

The discussion revolves around the isomers of butene, specifically addressing the identification and naming of various structural forms, including the comparison of a proposed isomer, 1-methyl-propene, with those listed on a referenced website. The scope includes conceptual clarification and technical nomenclature in organic chemistry.

Discussion Character

  • Debate/contested
  • Technical explanation
  • Conceptual clarification

Main Points Raised

  • One participant notes that the referenced website lists five isomers of butene, while they believe there is an additional isomer, 1-methyl-propene.
  • Another participant suggests that 1-methyl-propene could be equivalent to either 1-butene or 2-butene, expressing uncertainty about the correct placement of the methyl group.
  • A different participant clarifies that placing the methyl group on the #1 carbon of propene results in a linear carbon skeleton of four carbons, which resembles 2-butene.
  • One participant reiterates their uncertainty regarding the correct nomenclature for 1-methyl-propene and its equivalence to the butene isomers.
  • Another participant questions how the structure presented differs from butene-1, seeking clarification on structural differences.
  • A participant discusses the convention of numbering carbons in propene, stating that the #1 carbon is the one at the end with the double bond, and critiques the placement of the methyl group on the #3 carbon, suggesting that this alters the nomenclature.

Areas of Agreement / Disagreement

Participants express differing views on the equivalence and naming of 1-methyl-propene, with no consensus reached regarding its classification relative to the established isomers of butene.

Contextual Notes

There is ambiguity regarding the correct placement of substituents in the nomenclature, as well as the implications of structural changes on the classification of the compound. The discussion highlights the importance of clarity in naming conventions in organic chemistry.

Who May Find This Useful

Readers interested in organic chemistry, particularly those studying isomerism and nomenclature, may find this discussion relevant.

kelvin macks
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this website only shows 5 isomer for butene. which is 1-butene, 2-butene(cis and trans), 2-methylpropene, cyclobutane. but i have 1 extra compared to the website which is 1-methyl-propene. I correct or the website correct?

http://www.ausetute.com.au/namisene.html
 
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1-methyl-propene is equivalent of either 1-butene or 2-butene. I am not sure of which, as it is not clear to me where do you want to put the methyl.
 
Putting the methyl on the #1 carbon of the propene makes the carbon skeleton 4 carbons long and linear - the same as 2-butene.
 
Borek said:
1-methyl-propene is equivalent of either 1-butene or 2-butene. I am not sure of which, as it is not clear to me where do you want to put the methyl.

here's is it. I'm not sure whether the name is correct or not.
 

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And how the structure in your image is different from butene-1?
 
The names seems to be confused about exactly which carbon on the propene skeleton is the #1 carbon.
By convention, the #1 carbon in propene is the one on the end that has the double bond to its neighbor.
That said, you have attached a substituent group (methyl) to the #3 carbon, not the #1 carbon.
If the substituent were anything that did not have a carbon attaching to the propene, then the nomenclature should be somethhing like 3-[substituent]propene.
For example 3-bromopropene or 3-ethoxypropene.
Since you have attached another carbon to the 3-carbon chain of the propene, your carbon skeleton is now longer, and the name propene no longer applies.
 

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