Home
Class 12
CHEMISTRY
Benzene, touene, xylene (o,m,p) and mesi...

Benzene, touene, xylene `(o,m,p)` and mesitylene dissolve in `HBF_(4)` to from salts. Expalin the order of basicity:
Mesitylene `gt m- "Xylene" gt o-` and `p-` Xylenen gt Toulene gt Benzene

Doubtnut Promotions Banner Mobile Dark

Text Solution

Verified by Experts


The reaction is reversible, the more stable the `sigam-` complex is, the more will be the equilibrium on the right , i.e., the more basic is the arene. More the number of `EDGH` [(Me)` group], more is the stability of the complex, and more basic is the compound.

Because of `+I` effect of `(Me)` the positive charge is partically neutralised and `(Me)` group acquires `+dela` charge. i.e., there is charge spreading which increases the stability of the `sigma-` complex and thus increases the basic character of toluene w.r.t benzene.
Mesitylene thas three `(Me)` groups so it must be the strongest base accordingly. Resonating structures of `m-o-` an d`p-` xylenes are:


In `o-` p-` xylenes the resonace-contributing stuctes (VII) and (X) are slightly less stable than other resonaitng sturctures. So one can conclue that resonating structers of `m-` xylene are more stable than `o-` and `p-` xylenes which increases the basic character of `m-` xylene than `sigma-` and `p-` xylenes.
SO the order of basic character is:
|

Topper's Solved these Questions

  • AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES

    CENGAGE CHEMISTRY|Exercise Solved Problems|37 Videos

  • AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES

    CENGAGE CHEMISTRY|Exercise Exercises Subjective Type|4 Videos

  • AROMATIC COMPOUNDS AND ALKYL AND ARYL HALIDES

    CENGAGE CHEMISTRY|Exercise Archives Subjective|18 Videos

  • APPENDIX INORGANIC VOLUME 2

    CENGAGE CHEMISTRY|Exercise Short Answer Type|179 Videos

  • BIOMOLECULES

    CENGAGE CHEMISTRY|Exercise Exercises Archives (Analytical And Descriptive)|8 Videos

Similar Questions

Explore conceptually related problems

Give the products of reductive and oxidative ozonolysis of toluene and o-, m-, and p- xylenes.

Number of secondary carbon atoms present in benzene, o-xylene, touene and mesitylene are respectively:

How many of the following on reductive ozonolysis will give only glyoxal? Ethylene, acetylene, 1,3-butadiene, benzene, o-xylene, m-xylene, p-xylene, cyclobutadiene, cyclooctatetrene.

Expalin the following observations:
a. Benzene is soluble in water whiel both `1,3-` and `1,4-` cyclohexadiene are insouble.
b. Melting point of benzene `(32K)` is much higher than both `1,3-` and `1,4-` cyhexadiences.
c. `P-` Xylene has higher metling point than `o-` and `m-` xylenes.

How many of the following on reductive ozonolysis will give only glyoxal ? 1,3-butadiene, ethylene, acetylene, o-xylene, m-xylene, p-xylene, benzene, cyclobutadiene, cyclooctateraene

निम्नलिखित अम्लीयता क्रम का कारण स्पष्ट कीजिए - ऐसीटिलीन gt बेन्जीन gt हेक्सेन

Explain the order of strength of the following acids.
p-nitrophenol `gt` m-nitrophenol `gt` phenol `gt` cresol

तत्वों `F ,Cl, O ,` और N का ऑक्सीकरण गुणधर्मो के आधार पर उनकी रासायनिक अभिक्रियाशीलता ऑक्सीकरण का क्रम है -
(i) `F gt Cl gt O gt N` (ii) `F gt O gt Cl gt N` (iii) `Cl gt F gt O gt N` (iv) `O gt F gt N gt Cl`

Draw the structures of (i) o-xylene (ii) m-xylene (iii) p-xylene

Account for the order of acidity:
`"Acetylene" gt "Benzene" gt "Hexane"`

Identify the correct set from the following for fundamental particles {:(,"List-A",,"List-B",),((I),"Decreasing order of masses",(a),e^(-) gt p gt n,),((II),"Decreasing order of e/m values",(b),p gt e^(-) gt n,),((III),"Decreasing order of de-Broglie",(c),n gt p gt e^(-),),(,"wavelength with same velocities",,,),((IV),"Decreasing order of uncertainity",(d),n gt e^(-) gt p,),(,"in velocity when " Deltax " is same",,,):} The correct match is

Which of the following orders for electron affinity is/are correct? (a) S gt O lt Se ,(b) Cl gt F , (c) S gt O , (d) O gt S , (e) N gt P , (f) C gt N

The number of compounds which are more reactive towards electrophilic substitution than p-xylene? Benzene, Toluene, Mesitylene, o-xylene, m-xylene.

o-xylene, m-xylene and p-xylene are isomers of each other. What type of isomerism they possess ?

Home
Profile