Naming Organic Compounds - 2,3-chloro-methyl-4-bromo pentene - Homework Help

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Discussion Overview

The discussion revolves around the naming of an organic compound, specifically focusing on the correct nomenclature for a compound identified as 2,3-chloro-methyl-4-bromo pentene. Participants explore the structural aspects and naming conventions in organic chemistry.

Discussion Character

  • Homework-related, Technical explanation, Conceptual clarification

Main Points Raised

  • One participant presents their initial attempt at naming the compound as 2,3-chloro-methyl-4-bromo pentene but expresses uncertainty about its correctness.
  • The same participant later considers an alternative name, 2,2-chloro-methyl-4-bromo pentene, questioning the appropriateness of using "bromo" for the Br that is bonded with CH.
  • Another participant challenges the existence of a double bond in the compound, suggesting that if there were one, it would imply pentavalent carbons and would require specifying Z or E configurations.
  • This participant also points out that the numbering for substituents should be done alphabetically, indicating that it should be 2-chloro-3-methyl instead of 2,3-chloro-methyl.
  • A later reply confirms the absence of double bonds and affirms the use of "bromo" for Br.

Areas of Agreement / Disagreement

Participants generally agree on the use of "bromo" for Br and the absence of double bonds, but there is disagreement regarding the correct naming order and the initial proposed names. The discussion remains unresolved regarding the final correct nomenclature.

Contextual Notes

There are limitations regarding the assumptions made about the compound's structure based on the image, and the discussion does not resolve the correct naming conventions fully.

Ziro
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Homework Statement



Name the following Compound


Homework Equations



I attached an image of the compound

The Attempt at a Solution



This is my attempt, although I don't know if it's correct or not, because I don't have an answer key.

2,3-chloro-methyl-4-bromo pentene

but after taking a second look, I would think it would be

2,2-chloro-methyl-4-bromo pentene

I don't think it's right though, I don't think i should be using bromo for the Br that is bonded with CH.

Any help?
 

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I don't see a double bond here. That is, on the picture it may look like there is one, but it would mean two pentavalent carbons, not to mention fact that if so, you will need to tell if it is Z or E.

Number is given just before the substituent name, so not 2,3-chloro-methyl... but 2-chloro-3-methyl... But sort them alphabetically first.
 
Ah, you're right, there are no double bonds. Thanks for the reply, I have a better understanding now. Am I correct in assuming that bromo is used for Br though? Thanks.
 
yes, you are correct!
 

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