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The decreasing order of the rate of brom...

The decreasing order of the rate of bromination of the following compounds is:
I. `PhN^(o+)Me_(3)`, II. `PhCH_(2) NMe_(3)`
III. `PhMe`, IV. `PhNMe_(2)`

A

`(I) gt (II) gt (III) gt (IV)`

B

`(IV) gt (III) gt (II) gt (I)`

C

`(III) gt (IV) gt (I) gt (II)`

D

`(III) gt (IV) gt (II) gt (I)`

Text Solution

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The correct Answer is:
To determine the decreasing order of the rate of bromination of the given compounds, we need to analyze the electronic effects of the substituents on the benzene ring in each compound. Bromination is an electrophilic substitution reaction that is influenced by the electron density on the aromatic ring. Electron-donating groups increase the rate of bromination, while electron-withdrawing groups decrease it. ### Step-by-Step Solution: 1. **Identify the Compounds:** - I. `PhN^(o+)Me_(3)` (Ph = phenyl, N^(o+) = positively charged nitrogen with three methyl groups) - II. `PhCH_(2)NMe_(3)` (Ph = phenyl, CH2 = benzylic carbon, NMe3 = nitrogen with three methyl groups) - III. `PhMe` (Ph = phenyl, Me = methyl group) - IV. `PhNMe_(2)` (Ph = phenyl, NMe2 = nitrogen with two methyl groups) 2. **Analyze Compound I: `PhN^(o+)Me_(3)`** - The nitrogen is positively charged and has no lone pairs to donate. It acts as an electron-withdrawing group, decreasing the electron density on the benzene ring. - **Effect on Bromination:** Decreases the rate. 3. **Analyze Compound II: `PhCH_(2)NMe_(3)`** - The nitrogen is also positively charged and is attached to a benzylic carbon. Similar to compound I, it acts as an electron-withdrawing group. - **Effect on Bromination:** Decreases the rate, but slightly less than compound I due to the benzylic position. 4. **Analyze Compound III: `PhMe`** - The methyl group (Me) is an electron-donating group. It increases the electron density on the benzene ring. - **Effect on Bromination:** Increases the rate. 5. **Analyze Compound IV: `PhNMe_(2)`** - The nitrogen has two methyl groups and retains a lone pair, making it a strong electron-donating group. - **Effect on Bromination:** Significantly increases the rate. 6. **Order the Compounds Based on Their Effects:** - Compound IV (`PhNMe_(2)`) has the highest rate due to strong electron donation. - Compound III (`PhMe`) has a moderate rate due to the electron-donating effect of the methyl group. - Compound II (`PhCH_(2)NMe_(3)`) has a lower rate than III but higher than I due to the benzylic position. - Compound I (`PhN^(o+)Me_(3)`) has the lowest rate due to the strong electron-withdrawing effect of the positively charged nitrogen. ### Final Order: The decreasing order of the rate of bromination is: **IV > III > II > I** ### Answer: **Option B: IV > III > II > I** ---

To determine the decreasing order of the rate of bromination of the given compounds, we need to analyze the electronic effects of the substituents on the benzene ring in each compound. Bromination is an electrophilic substitution reaction that is influenced by the electron density on the aromatic ring. Electron-donating groups increase the rate of bromination, while electron-withdrawing groups decrease it. ### Step-by-Step Solution: 1. **Identify the Compounds:** - I. `PhN^(o+)Me_(3)` (Ph = phenyl, N^(o+) = positively charged nitrogen with three methyl groups) - II. `PhCH_(2)NMe_(3)` (Ph = phenyl, CH2 = benzylic carbon, NMe3 = nitrogen with three methyl groups) - III. `PhMe` (Ph = phenyl, Me = methyl group) ...
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CENGAGE CHEMISTRY ENGLISH-AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES -Exercises Single Correct
  1. The decreaing order of the rate of niration of the following compounds...

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  2. The decreasing order of the rate of bromination of the following compo...

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  3. The decreasing order of aromaticity fo the following is I. Benzene, ...

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  4. In the following reaction, which of the folliwing steps is wrong?

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  5. In the following reaction, which of the folliwing steps is wrong?

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  6. Nitration of xylene gives only one mono-nitro derivaties. Which xylene...

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  7. The final product (X) in the following reactionis: NHCOCH(3)

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  8. Which of the following halides will be most reactive in SN^(2) reactio...

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  9. Compounds (B) and (C) respectively are:

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  10. Give the major product of the folliwng reaction.

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  11. Compound (D) is:

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  12. The above conversion can be carried out by which process.

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  13. Product (C) is:

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  14. In the follwing reactionsL the rate of reaction (I) and (II) are...

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  15. In which case will SE not be in m- position?

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  16. Which of the folliwng has the highest dipole moment?

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  17. Which of the following is the most stable carbonium or benzenium ion?

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  18. Which of the following ketonic compound is the least stable?

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  19. Which of the following compounds will give curdy precipate with AgNO(3...

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  20. Which of the folliwng compounds is the most reactive towards electroph...

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