Synthesizing alkyne from alcohol

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SUMMARY

The synthesis of an alkyne from an alcohol involves a multi-step reaction pathway. Initially, concentrated sulfuric acid is used to dehydrate the alcohol to form an alkene, contingent on the stability of the carbon chain. Following this, elemental bromine (Br2) is added to the alkene to create a dibromo compound. Finally, an eliminating agent such as sodium hydroxide (NaOH) in glycerol or potassium hydroxide (KOH) in ethanol is employed for double dehydrohalogenation, resulting in the formation of a triple bond.

PREREQUISITES
  • Understanding of organic chemistry reaction mechanisms
  • Familiarity with dehydration reactions
  • Knowledge of halogenation processes
  • Experience with elimination reactions and reagents
NEXT STEPS
  • Research the mechanism of dehydration reactions using concentrated sulfuric acid
  • Study the halogenation of alkenes with elemental bromine (Br2)
  • Learn about elimination reactions using NaOH in glycerol
  • Explore alternative methods for synthesizing alkynes from alcohols
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Chemistry students, organic chemists, and researchers involved in synthetic organic chemistry will benefit from this discussion.

ecnerwalc3321
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If I have a end alcohol attached to a carbon chain, what would be a reaction or synthetic pathway that can be done to transform the alcohol to an alkyne? Thanks for your input.
 
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hi,
well it generally depends on the chain. If there are some super sensitive functional groups you don't have much options, you have to do some protections and such stuff. As an example , you can use conc. sulfuric acid and heat to make an alkene (depends on the carbon chain if you can use such a strong dehydrating agent) than you can add elemental bromine, Br2 to the double bond to make a dibromo compound and then you use an eliminating agent such as NaOH in glycerol (or a more standard KOH/ethanol) to do a double dehydrohalogenation to form a tripple bond ... if this doesn't help I'm very sorry but you'll have to provide more info on the substance you mean to use.
 

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