Dehydration and Substitution with Hydrogen Halides (HSC SSCE Chemistry): Flashcards

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Dehydration and Substitution with Hydrogen Halides
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Dehydration of alcohols produces

Alkenes (water removed from alcohol)

Substitution of alcohols with HX produces

Alkyl halides (-OH\text{-OH} replaced by halogen)

Acids used for alcohol dehydration

Conc. H2SO4\text{H}_2\text{SO}_4 or H3PO4\text{H}_3\text{PO}_4

Alternative catalyst for ethanol dehydration

Heated Al2O3\text{Al}_2\text{O}_3 (aluminium oxide)

General equation: alcohol + HX

R-OH+HXR-X+H2O\text{R-OH} + \text{HX} \to \text{R-X} + \text{H}_2\text{O}

Primary alcohol: -OH\text{-OH} carbon attached to

One other carbon

Secondary alcohol: -OH\text{-OH} carbon attached to

Two other carbons

Tertiary alcohol: -OH\text{-OH} carbon attached to

Three other carbons

Alcohol reactivity order with HX

Tertiary > secondary > primary

Hydrogen halide reactivity order

HI>HBr>HCl>HF\text{HI} > \text{HBr} > \text{HCl} > \text{HF}

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