Preparation of Alkyl Halide from Alcohol

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SUMMARY

The discussion centers on the rapid aqueous washing of alkyl halide products, specifically t-butyl chloride, derived from the reaction of t-butyl alcohol with concentrated HCl. It is established that quick washing is essential to minimize co-precipitation and prevent the reformation of t-butanol, which can occur if water is allowed to stand with the alkyl halide. The use of aqueous NaOH is recommended for neutralizing residual acid, ensuring product purity and yield.

PREREQUISITES
  • Understanding of alkyl halide synthesis
  • Knowledge of acid-base reactions
  • Familiarity with t-butyl alcohol and t-butyl chloride
  • Basic principles of co-precipitation
NEXT STEPS
  • Research the mechanism of alkyl halide formation from alcohols
  • Learn about the effects of co-precipitation in organic reactions
  • Study the role of aqueous NaOH in neutralization processes
  • Explore methods for optimizing yields in alkyl halide synthesis
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Chemistry students, organic chemists, and laboratory technicians involved in alkyl halide synthesis and purification processes.

Soaring Crane
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Explain why the aqueous washing of your alkyl halide product from the reaction of t-butyl alcohol with concentrated HCL must be carried out quickly.


Washing the product with aqueous NaOH would get rid of any traces of acid left by neutralizing it, but I don't understand what time has to do with the washings. Can anyone explain this to me?

Thanks.
 
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Probably to reduce co-precipitation.
 
water can act as an acid or a base. If water is left to stand with your t-butyl chloride you can eliminate a small amount, get back your t-butanol and lose some product.
 

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