Q.How does chlorobenzene react with sodium in the presence of ether? What is the name of the reaction?
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Two closely related metal-mediated coupling reactions build new C-C bonds from haloarenes using sodium metal in dry ether -- the aromatic-ring analogues of the classic Wurtz coupling of two alkyl halides. Wurtz-Fittig reaction: a haloarene AND a haloalkane heated together with sodium in dry ether couple to give an alkylbenzene, e.g. chlorobenzene + chloroethane + 2 Na gives ethylbenzene + 2 NaCl -- one aryl group joins to one alkyl group. Fittig reaction: TWO molecules of a haloarene (no haloalkane partner) heated with sodium in dry ether couple aryl-to-aryl to give a biaryl, e.g. 2 chlorobenzene + 2 Na gives biphenyl + 2 NaCl. The mnemonic split is simple: Wurtz-Fitt …
Two chlorobenzene molecules couple with sodium in dry ether to give biphenyl -- the Fittig reaction. …
Step 1. Chlorobenzene reacting with sodium metal in dry ether, with no second (alkyl halide) partner present, couples two aryl groups together.
Step 2. The mechanism removes both chlorines (each as NaCl) and joins the two phenyl rings directly by a new C-C bond, giving biphenyl.
Step 3. The overall equation is 2 C6H5Cl + 2 Na (dry ether) gives C6H5-C6H5 (biphenyl) + 2 NaCl. …
Recognise that a haloarene reacting with sodium ALONE (no haloalkane partner) is the Fittig reaction, giving a biaryl -- contrast with …
- Calling this the Wurtz-Fittig reaction -- that name specifically requires BOTH a haloarene and a haloalkane reacting together (giving an alkylbenzene); with only chlorob …
- CBSE 2026Set A1 markMCQQ.In Wurtz reaction, the reduction of alkyl halide is carried with(a) Zn/HCl(b) HI(c) Zn/Cu couple(d) Na in presence of dry ether
›Reveal solutionSolution
Wurtz reaction uses sodium metal in dry ether to couple alkyl halides into a higher alkane.
In the Wurtz reaction, two molecules of an alkyl halide react with sodium metal in dry ether to give a symmetrical alkane with twice the number of carbon atoms:
2 R-X + 2 Na --(dry ether)--> R-R + 2 NaX
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- CBSE 2026Set A1 markMCQQ.The reaction, C6H5X + 2 Na + RX --(Dry ether)--> C6H5R + 2NaX is called(a) Wurtz reaction(b) Wurtz-Fittig reaction(c) Fittig reaction(d) Frankland reaction
›Reveal solutionSolution
Aryl halide + alkyl halide + Na in dry ether = Wurtz-Fittig reaction, giving an alkyl arene.
When an aryl halide (C6H5X) and an alkyl halide (RX) are treated together with sodium in dry ether, the two are coupled to give an alkylbenzene:
C6H5-X + 2 Na + R-X --(dry ether)--> C6H5-R + 2 NaX
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- CBSE 2025Set ANNUAL1 markQ.How can the following conversion be carried out? (Give chemical equation only) — Chlorobenzene to Diphenyl
›Reveal solutionSolution
Wurtz–Fittig type coupling of two aryl halide molecules with sodium in dry ether gives biphenyl (diphenyl).
Chlorobenzene reacts with sodium metal in the presence of dry ether (the Fittig reaction, the aryl-aryl analogue of the Wurtz reaction):
2C6H5Cl+2Nadry etherC6H5−C6H5+2NaCl
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- CBSE 2025Set ANNUAL1 markQ.Write chemical equation of Fittig reaction.
›Reveal solutionSolution
The Fittig reaction couples two molecules of an aryl halide using sodium metal in dry ether, giving a diaryl compound - the aromatic analogue of the Wurtz reaction.
When an aryl halide (e.g. bromobenzene) is treated with sodium metal in dry ether, two aryl groups couple together to form a symmetrical biaryl compound, releasing sodium halide:
2 C6H5Br + 2 Na --(dry ether)--> C6H5-C6H5 (Biphenyl) + 2 NaBr
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- CBSE 2021Set A1 markMCQQ.The reaction between alkyl halide and sodium metal is called(a) Wurtz reaction(b) Kolbe's reaction(c) Clemmensen's reaction(d) None of these
›Reveal solutionSolution
Alkyl halide + sodium in dry ether couples two alkyl groups to give an alkane — the Wurtz reaction.
In the Wurtz reaction, two molecules of an alkyl halide react with sodium metal in dry ether to give a symmetrical alkane containing twice the number of carbon atoms:
2 R–X + 2Na ---> R–R + 2NaX
For example, 2CH3CH2Br + 2Na ---> CH3CH2CH2CH3 + 2NaBr.
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- CBSE 2021Set A1 markMCQQ.Reaction 2 (C6H5-X) + 2Na --ether--> (C6H5-C6H5) + 2NaX is known as(a) Fittig reaction(b) Wurtz reaction(c) Wurtz Fittig reaction(d) Kolbe's reaction
›Reveal solutionSolution
2 C6H5X + 2Na (ether) → C6H5-C6H5 (biphenyl) is the Fittig reaction — the aromatic version of the Wurtz coupling.
The reaction 2(C6H5-X) + 2Na --dry ether--> C6H5-C6H5 + 2NaX couples two aryl halide molecules using sodium metal to form a biaryl (biphenyl).
- Wurtz reaction: two alkyl halides + Na → higher alkane (alkyl-alkyl coupling).
- Fittig reaction: two aryl halides + Na → biaryl (aryl-aryl coupling) — exactly the reaction shown. …
- CBSE 2020Set ANNUAL1 markQ.Write chemical equation of Wurtz reaction.
›Reveal solutionSolution
The Wurtz reaction couples two alkyl halide molecules using sodium metal in dry ether to give a higher (symmetrical) alkane.
When an alkyl halide is treated with sodium metal in dry ether, the two alkyl groups couple together to form a higher alkane containing double the number of carbon atoms, with the elimination of sodium halide.
General equation:
2R–X + 2Na --(dry ether)--> R–R + 2NaX
Example: 2CH3Br + 2Na --(dry ether)--> CH3–CH3 (ethane) + 2NaBr
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- CBSE 2020Set ANNUAL1 markQ.Write only equation for Fittig reaction.
›Reveal solutionSolution
The Fittig reaction couples two molecules of an aryl halide using sodium metal in dry ether to give a symmetrical biaryl (an extension of the Wurtz reaction to aromatic halides).
The Fittig reaction is the aromatic analogue of the Wurtz reaction: when an aryl halide is treated with sodium metal in dry ether, two aryl groups couple together to form a symmetrical biaryl compound, with sodium halide as the by-product.
Mechanism outline: sodium generates aryl free radicals/aryl-sodium intermediates from the aryl halide, and two such aryl species couple to form the new C–C bond joining the two rings.
Equation (bromobenzene → biphenyl):
2C6H5Br+2Nadry etherC6H5−C6H5+2NaBr
Here two molecules of bromobenzene react with sodium in dry ether to give biphenyl and sodium bromide.
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- CBSE 2019Set ANNUAL1 markMCQQ.Haloalkanes can be converted to higher alkanes by(a) Kolbe's reaction(b) Wurtz reaction(c) coupling reaction(d) hydrolysis reaction
›Reveal solutionSolution
The Wurtz reaction (haloalkane + Na, dry ether) is the standard method for converting a haloalkane into a higher (doubled-carbon) alkane — option (b).
2R−X+2Nadry etherR−R+2NaX
Kolbe's reaction is the electrolysis of a sodium/potassium salt of a carboxylic acid to give an alkane (not from a haloalkane); coupling reaction usually refers to azo-coupling of diazonium salts; hydrolysis of a haloalkane gives an alcohol …
- CBSE 2018Set ANNUAL1 markQ.What is Wurtz reaction?
›Reveal solutionSolution
Wurtz reaction couples two molecules of an alkyl halide over sodium metal in dry ether, giving a symmetrical alkane with double the carbon count.
2R−X+2Nadry etherR−R+2NaX
For example, 2CH3CH2Br + 2Na → CH3CH2–CH2CH3 (n-butane) + 2NaBr. It is a useful method for preparing symmetrical higher alkanes containing an even number of carbon atoms, but gives a mixture of three products (not useful) if two different alkyl halide …
- CBSE 2017Set ANNUAL1 markMCQQ.Which of the following reactions is most suitable for the preparation of n-propylbenzene ?(a) Freidel– Crafts alkylation(b) Wurtz reaction(c) Wurtz-Fittig reaction(d) Grignard reaction.
›Reveal solutionSolution
The Wurtz-Fittig reaction couples an aryl halide with a primary alkyl halide using sodium, cleanly giving a straight-chain alkylbenzene without carbocation rearrangement.
n-Propylbenzene (C6H5−CH2CH2CH3) needs a straight n-propyl chain attached to benzene. Friedel–Crafts alkylation of benzene with 1-chloropropane is unsuitable because the intermediate primary carbocation readily rearranges (via a hydride shift) to the more stable secondary carbocation, giving mainly isopropylbenzene (cumene) instead. The Wurtz-Fittig reaction — treating chlorobenzene with 1-chloropropane and sodium metal in dry ether — proceeds via a different …
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