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H Harsh Kankaria
Following is the mechanism: 1. Protonation of methoxymethane 2. Nucleophilic attack of  3. If HI is in excess, then methanol formed in step 2 reacts with another HI molecule and gets converted to methyl iodide at a high temperature.

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H Harsh Kankaria
The above resonating structures shows that the electron density increases more at the ortho and para positions as compared to the meta positions. Hence, the alkoxy group directs the incoming substituents to ortho and para positions in the benzene ring.

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H Harsh Kankaria
Due to the +R effect of the alkoxy group, it increases the electron density of the benzene ring pushing electrons into the ring making the benzene ring activated towards electrophilic substitution reactions.

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H Harsh Kankaria
Benzyl ethyl ether reacts with HI to give benzyl iodide and ethanol.

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H Harsh Kankaria
Methoxybenzene reacts with HI to give phenol and iodomethane.

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H Harsh Kankaria
1-propoxypropane reacts with HI to give propan-1-ol and 1-iodopropane as the products.

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H Harsh Kankaria
The formation of ethers by dehydration of a primary alcohol is an SN2 reaction. In case of secondary or tertiary alcohols, the alkyl group is hindered and hence elimination dominates substitution. Therefore alkenes are formed in place of ethers.

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H Harsh Kankaria
Propan-1-ol on dehydration using protic acids such as sulphuric acid gives 1-propoxypropane. Mechanism of this reaction: Formation of protonated alcohol. Formation of carbocation: It is the slowest step and hence, the rate determining step of the reaction. Formation of ethene by the elimination of a proton.  

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H Harsh Kankaria
Williamson synthesis involves attack by alkoxide ion on a primary alkyl halide. But if secondary or tertiary alkyl halides are taken then alkenes would be produced because elimination would take place. This is because alkoxides are nucleophiles as well as strong bases. 

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H Harsh Kankaria
Names of reagents and equations for the preparation of the1-Methoxyethane ether by Williamson’s synthesis:-

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H Harsh Kankaria
Names of reagents and equations for the preparation of the2-Methoxy-2-methylpropane ether by Williamson’s synthesis:-

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H Harsh Kankaria
Names of reagents and equations for the preparation of the Ethoxybenzene ether by Williamson’s synthesis:-  with NaBr as side product.

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H Harsh Kankaria
Names of reagents and equations for the preparation of the 1-Propoxypropane ether by Williamson’s synthesis:-

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H Harsh Kankaria
IUPAC names of the given ether is Ethoxybenzene
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