When benzyl chloride is treated with sodium iodide in acetone it reacts much faster than 1 Chlorobutane?

When benzyl chloride is treated with sodium iodide in acetone it reacts much faster than 1 Chlorobutane?

Benzyl chloride reacts faster because its transition state is more stabilized due to the resonance. benzyl chloride and 1-chlorobutane are both primary alkyl chlorides, but in the sodium iodide test, benzyl chloride reacts much faster.

Why does benzyl chloride undergo SN1 and sn2?

Beacause their carbocations are stabilised by resonance . It’s easy for the nuclwophile to attack the carbocation and form products. Benzyl and allyl carbonations are stable due to resonance hence benzylic and allylic halides undergo SN1 reaction.

What does NaI do?

Sodium iodide activated with thallium, NaI(Tl), when subjected to ionizing radiation, emits photons (i.e., scintillate) and is used in scintillation detectors, traditionally in nuclear medicine, geophysics, nuclear physics, and environmental measurements. NaI(Tl) is the most widely used scintillation material.

What does NaI and acetone do?

NaI in acetone is the reagent used in Finkelstien reaction. Alkyl halides are treated with the reagent to give alkyl iodides. The important aspect of this reaction is that the reaction is driven forward because of the lower solubility of the products NaCl and NaBr in acetone even though I- is a weak nucleophile.

Why does benzyl bromide react under both SN1 and SN2?

Why does benzyl bromide react under both SN1 and SN2 conditions? bromine is a very good leaving group and so the type of rxn depends on the solvent used. If a more polar solvent with a Lewis acid is used, it will react SN1. If a less polar solvent with a nucleophile is used, it will react SN2.

Does benzyl chloride undergo SN1?

Benzyl chloride undergoes SN1 reaction faster than cyclohexyl methyl chloride because in case of benzyl chloride, the carbocation formed after the loss of Cl− is stabilised by resonance, whereas, no such stabilisation is possible in the carbocation obtained from cyclohexyl methyl chloride.

Does benzyl chloride undergo SN2 or SN1?

Can benzyl undergo SN2?

Allylic and benzylic halides tend to undergo both SN1 and SN2 substitution reactions at a faster rate than their alkyl counterparts. For example, both allyl chloride and benzyl chloride undergo SN2 reaction at a faster rate than propyl chloride.

What is NaI in chemistry?

Sodium iodide(NaI)

Why is NaI used in SN2?

For SN2 reactions, NaI in acetone is chosen as iodide ion is a good nucleophile and acetone is a polar aprotic solvent, favoring a SN2 mechanism. The NaBr and NaCl formed in this reaction are insoluble in acetone, so that the time to produce a cloudy solution can be compared as a measure of relative rates.

Why NaI is used in Finkelstein reaction?

The classic Finkelstein reaction involves the process of an alkyl bromide or an alkyl chloride into an alkyl iodide which is treated with a sodium iodide solution in acetone. As the sodium iodide is soluble in the acetone, but sodium bromide and sodium chloride are not soluble in the acetone.

Why does benzyl chloride show SN1 reaction?

Benzyl chloride on losing the chloride ions get a +ve charge on ring which can be easily stabilized by the resonance. And due to this, benzyl chloride is highly reactive towards SN1 reaction.

Why benzyl chloride is highly reactive towards SN2 reaction?

Benzyl chloride is highly reactive towards the SN1 reaction because the intermediate benzyl carbocation formed in the slowest step is stabilized through resonance.

Why benzyl chloride is highly reactive towards SN1 reaction?

What is the name of NaI?

Details of Product

Chemical Name Sodium iodide
Chemical Formula NaI
Molecular Weight 149.89
Property White granular
Specific Gravity 3.67

Is NaI a metal?

A binary ionic compound is composed of ions of two different elements – one of which is a metal, and the other a nonmetal. For example, sodium iodide, NaI, is composed of sodium ions, Na+ (elemental sodium is a metal), and iodide ions, I- (elemental iodine is a nonmetal).

Does NaI do SN1 or SN2?

For SN2 reactions, NaI in acetone is chosen as iodide ion is a good nucleophile and acetone is a polar aprotic solvent, favoring a SN2 mechanism.

What is the best solvent for SN2 reaction?

acetone
As a result, polar aprotic solvents, such as acetone and DMSO are the best choice for SN2 reactions. They are polar enough to dissolve the salt format nucleophiles and they also do not interact as strongly with anions to hinder their reactivities.

What is Finkelstein reaction equation?

The reaction between bromide, Nal, alkyl chloride, and dry acetone results in alkyl iodides. The chemical equation for this reaction is: CH3CH2-Br + NaI → CH3CH2-I + NaBr. Ethyl Bromide + Sodium Iodide (in presence of acetone) → Ethyl Iodide + Sodium Bromide. Acetone used as a catalyst in Finkelstein Reaction.

What is Finkelstein reaction?