Advertisements
Advertisements
प्रश्न
Give reasons for the following:
(CH3)3C–O–CH3 on reaction with HI gives (CH3)3C–I and CH3–OH as the main products and not (CH3)3C–OH and CH3–I.
Advertisements
उत्तर १
Usually, iodide, being a big nucleophile, attacks on the group with low steric hindrance and the reaction proceeds by SN2 mechanism.
However, in this case, methanol, on leaving generates a tertiary carbocation, which is more stable. Hence, this reaction proceeds by SN1 mechanism and therefore, we get (CH3)3C-I and CH3-OH as the major products.
उत्तर २
CH3)3-C–O–CH3 is an ether with two different alkyl groups, of which (CH3)3-C-, a tertiary alkyl group, on reaction with hydrogen halide (HI) forms a tertiary halide. This occurs as the reaction is an SN1 reaction. The reaction involves the formation of a stable carbocation. If the ether has a primary alkyl group, then the reaction follows the SN2 mechanism.
APPEARS IN
संबंधित प्रश्न
Write the structures of A, B and C in the following:
Which one is most reactive towards SN1 reaction?
Among the following, the dissociation constant is highest for:
Identify X and Y in the following sequence:
\[\ce{C2H5Br ->[X] Product ->[Y] C3H7NH2}\]
A primary alkyl halide would prefer to undergo ______.
Elimination reactions (especially β-elimination) are as common as the nucleophilic substitution reaction in case of alkyl halides. Specify the reagents used in both cases.
Which one of the following compounds is more reactive towards SN1 reaction?
The number of chiral carbons present in the molecule given below is ______.
Inversion of configuration occurs in ______.
An organic compound A with the molecular formula (+) C4H9Br undergoes hydrolysis to form (+) C4H9OH. Give the structure of A and write the mechanism of the reaction.
