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Important chemical reaction of Alkyl halides

Updated: Apr 17

  • Alkyl halides are versatile compounds in organic chemistry, participating in a variety of reactions that form the backbone of synthetic strategies.

  • Here's an organized summary of the important reactions involving alkyl halides, including their chemical equations:

Important chemical reaction of Alkyl halides

1) Nucleophilic Substitution Reactions

SN2 Mechanism

  • Involves a backside attack by the nucleophile and is a one-step process where bond formation and bond breaking occur simultaneously.

  • Example: Reaction of 2-bromopropane with hydroxide ion

    • Equation: CH3CHBrCH3 + OH− → CH3CHOHCH3 + Br−

SN1 Mechanism

  • Involves the formation of a carbocation intermediate and is a two-step process. It's more common with tertiary alkyl halides.

  • Example: Not explicitly provided, but a general equation could be:

    • Equation: R-CH2X → R-CH2+ + X− → R-CH2OH + X−

2) Elimination Reactions

E2 Mechanism

  • A single-step mechanism where the base abstracts a proton, leading to the formation of a double bond as the leaving group departs.

  • Example: Reaction of 2-bromopropane with ethoxide ion

    • Equation: CH3CHBrCH3 + C2H5O− → CH3CH=CH2 + Br− + C2H5OH

E1 Mechanism

  • Involves the formation of a carbocation intermediate followed by the elimination of a proton to form a double bond.

  • Example: Not explicitly provided, but a general equation could be:

    • Equation: R-CH2X → R-CH2+ + X− → R-CH=CH2

3) Grignard Reagent Formation

Reaction

  • Alkyl halides react with magnesium in dry ether.

  • Example: Formation of methyl magnesium bromide

    • Equation: CH3Br + Mg → CH3MgBr

4) Wurtz Reaction

Reaction

  • Alkyl halides react with sodium metal in dry ether to form higher alkanes.

  • Example: Reaction of ethyl bromide

    • Equation: 2CH3CH2Br + 2Na → CH3CH2CH2CH3 + 2NaBr

5.Sandmeyer Reaction

Reaction:

  • Aryl diazonium salts react with copper(I) halides to form aryl halides.

  • Example: Reaction of benzenediazonium chloride with copper(I) bromide

    • Equation: C6H5N2 + Cl−+ CuBr → C6H5Br + N2 + CuCl

6.Finkelstein Reaction

Reaction:

  • Alkyl halides undergo halogen exchange with sodium or potassium halide salts in a polar aprotic solvent.

  • Example: Reaction of bromoethane with sodium iodide

    • Equation: CH3CH2Br + NaI → CH3CH2I + NaBr

These reactions illustrate the fundamental processes by which alkyl halides can be transformed into a variety of functional groups, serving as key intermediates in the synthesis of complex organic molecules.


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