IUPAC Nomenclature: 3-Chlorobutane-1,2-diol

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Discussion Overview

The discussion centers around the IUPAC nomenclature of a specific organic compound, 3-chlorobutane-1,2-diol. Participants explore the naming conventions and rules applied in this context, particularly focusing on the treatment of the letter 'e' in the name.

Discussion Character

  • Homework-related
  • Technical explanation
  • Conceptual clarification

Main Points Raised

  • One participant states that the compound is named 3-chlorobutane-1,2-diol and questions why the 'e' is dropped in this case, drawing a comparison to propan-2-ol.
  • Another participant corrects the first by noting that CH3CH2CH2OH is actually propan-1-ol and suggests that naming conventions may vary by language.
  • A participant explains that the dropping of the 'e' in propan-2-ol occurs because it precedes a vowel, while in 3-chlorobutane-1,2-diol, it does not precede a vowel, thus the 'e' is retained.
  • A later reply reiterates the previous point about the vowel-consonant rule and expresses curiosity about the underlying reasons for this convention.
  • Another participant suggests that the rationale may relate to ease of pronunciation, particularly regarding elided vowels.

Areas of Agreement / Disagreement

Participants do not reach a consensus on the naming conventions, as there are differing opinions about the application of the 'e' rule and its implications. Some participants provide explanations while others question or challenge these points.

Contextual Notes

The discussion reflects varying interpretations of IUPAC naming conventions and the influence of linguistic factors on nomenclature. Some assumptions about the rules may not be universally accepted or clearly defined.

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Homework Statement


Give the IUPAC name of the following compound

OH  Cl
|   |
C-C-C-C
  |
  OH
(Note:Hydrogen atoms are not drawn)


Homework Equations





The Attempt at a Solution


Model answer:3-chlorobutane-1,2-diol
Why it is called 3-chlorobutane-1,2-diol instead of 3-chlorobutan-1,2-diol?
Consider CH3CH2CH2OH,it is propan-2-ol,where "e" from "propane" is dropped.
So e from 3-chlorobutane-1,2-diol should also be deleted?
 
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Aside from the fact that CH3CH2CH2OH is propan-1-ol, I have seen both names with an e on the end and not. Sometimes it's a language thing - German for instance tends not to have them. Is this the case here?
 
It's a convention while naming the compounds. For instance, in propan-2-ol, the 'e' is dropped because there's a vowel next to 'e', that is 'o'. If it was a consonant, we would not have dropped the 'e' as it is the case with 3-chlorobutane-1,2-diol as 'd' isn't a vowel.
 
Pranav-Arora said:
It's a convention while naming the compounds. For instance, in propan-2-ol, the 'e' is dropped because there's a vowel next to 'e', that is 'o'. If it was a consonant, we would not have dropped the 'e' as it is the case with 3-chlorobutane-1,2-diol as 'd' isn't a vowel.

Thx a lot.But do you know the reasons of it?
 
Ahh, of course, thanks Pranav-Arora. As to why, it's probably along the lines of making things easier to say, with elided vowels etc
 

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