Question:

Explain Wurtz-fittig reaction.

Updated On: Apr 15, 2025
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Solution and Explanation

Wurtz-Fittig Reaction

The Wurtz-Fittig reaction is a cross-coupling reaction that involves the coupling of two alkyl halides to form a carbon-carbon bond. It is typically used to synthesize symmetrical alkanes by using two alkyl halides with the same alkyl group. The reaction requires a metal catalyst such as sodium (Na) or potassium (K).

General Reaction:

2 R-X + 2 R'-X' → R-R' + 2 X''

In this reaction, R and R' represent alkyl groups, X and X' represent halogen atoms (e.g., chlorine or bromine), and R-R' is the desired symmetrical alkane product.

Mechanism:

The alkyl halides react in the presence of sodium (Na) or potassium (K), forming free radicals or carbanions, which then couple to form a new carbon-carbon bond.

Example:

2 C2H5Cl → C4H10 + 2 NaCl

Here, ethyl chloride reacts to form butane.

Limitations:

  • Works only for symmetrical alkane synthesis.
  • Not effective with tertiary alkyl halides due to instability of tertiary radicals.

Applications:

The Wurtz-Fittig reaction is used in organic synthesis for the production of alkanes, especially in the preparation of hydrocarbons and long-chain alkanes for industrial use.

Conclusion:

The Wurtz-Fittig reaction is a useful method for synthesizing symmetrical alkanes but has limitations when it comes to tertiary alkyl halides and asymmetric alkane production.

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Concepts Used:

Haloalkanes and Haloarenes - Chemical Reactions

Chemical Reactions go with the breaking and bonding of covalent bonds which involve of exchange of electrons. The functional groups of Organic compounds play a consequential role in the process. Based on the above theory, reactions can be classified into five main groups:

Rearrangement Reactions are the type of reactions in which products get formed simply by the rearrangement of atoms and electrons in the reactant molecules.

O

||

NH4CNO → NH2 –C – NH2

Substitution Reactions are the reactions in which an atom or group of atoms is replaced by some other atom or group of atoms without any change in the structure of the remaining part of the molecule.

CH3Br + KOH (aqueous) → CH3OH + KBr

Addition Reactions are the reactions in which products get formed by the addition of some reagent to an unsaturated compound.

CH2 = CH2 + HCl → CH5Cl

  • Electrophilic Addition Reactions
  • Nucleophilic Addition Reactions
  • Free Radical Addition Reactions

Elimination Reactions are the reactions in which the products get formed by the loss of simple molecules like HX from the reactant molecules.

C2H5OH → C2H4

  • EN1 (Nucleophilic Elimination Unimolecular)
  • EN2 (Nucleophilic Elimination Bimolecular)

A polymerization Reaction is the union of two or more molecules of a substance that form a single molecule with higher molecular weight.

n (CH = CH2) → (-CH2 – CH2 -) n