Home
Class 12
CHEMISTRY
Vinyl chloride does not give S(N) reacti...

Vinyl chloride does not give `S_(N)` reaction but allyl chloride gives. Explain.

Text Solution

Verified by Experts

In vinyl chloride C-Cl bond is stable due to resonance (as in chlorobenzene).

Hence, `S_(N)` reaction in which Cl is replaced by nucleophile is not possible, In addition to this, `sp^(2)` hybridized carbon in more than `sp^(3)` carbon, hence removal of proton `(H*)` is easier than removal of halide (Cl). In allyl chloridn, S mactn is canier sinco allyl carbonium ion formed after removal of `Cl^(-)` is stabilized by resonance.
`CH_(2)=CH-CH_(2)Cl""to""underset("altyl carbonium ion")(CH_(2)=CH-CH_(2)+Cl)`
`CH_(2)=CH-overset(o+)CH_(2)iffoverset(o+)CH_(2)-CH=CH_(2)`
Promotional Banner

Similar Questions

Explore conceptually related problems

Aniline on reaction with acetyl chloride gives

Conversion of Propane to allyl chloride

Allyl iodide can be obtained from allyl chloride. Explain.

Assertion:- Ethyl chloride is more reactive than vinyl chloride. Reason:- Vinyl is electron repelling group showing +I.

Benzal chloride on hydrolysis gives

Assertion ( A) Phosphorus chlorides ( tri and penta) are preferred over thionyl chloride for the preparation of alkyl chlorides from alcohols. Reason (R) Phosphorus chlorides give pure alkyl halides.

Assertion : Stannous chloride gives grey precipitate with mercuric chloride , but stannic chloride does not do so. Reason : Stannous chloride is a powerful oxidising agent which oxidises mercuric chloride to metallic mercury .

Give the structure of (A) (explanations are not required). A (C_3H_9N) reacts with bezenesulphonyl chloride to give a solid insoluble in alkali'.

Primary amines react with benzoyl chloride to give

Rationalise the given statements and give chemical reactions. a. Lead(II) chloride does not react with Cl_(2) to give PbCl_(4) . b. Lead(IV) chloride is highly unstable towards heat. c. Lead is known not to form an iodide, Pbl_(4) .