SURE SHOT 2M, HALO ALKANES AND ARENES

Class 12 - Chemistry

1. Draw the structure of major monohalo product in the following reaction:

2. How the following conversions can be carried out?

i. tert-Butyl bromide to isobutyl bromide
ii. Aniline to phenylisocyanide
3. Write the structure of the major organic product of the reaction:
P eroxide

CH3CH2CH = CH2 + HBr −−−−−→

4. Write the IUPAC names of the following compounds:

i. CH2 = CHCH2Br
ii. (CCl3)3CCI

5. Draw the structure of the major monohalo product in the following reaction :
a
bh
Su

6. Why can aryl halides not be prepared by reaction of phenol with HCl in the presence of ZnCl2?

7. Identify the compounds A, B, C and D in the following sequence of reaction

C onc.H2 SO4 H Br KOH (aq)

C2 H5 OH −−−−−−−→ A −−→B −−−−−→ C → D

G

yellow ppt.
443K I2 ,NaOH

8. Write the structure of the major organic product of the reaction:

C6H5ONa + C2H5Cl →

9. Which of the following compounds (a) and (b) will not react with a mixture of NaBr and H2SO4. Explain why?

a. CH3CH2CH2OH

b.

10. How will you bring the conversion?

Benzene to biphenyl.
11. Convert methyl bromide to acetic acid.
12. Name the alkene which will yield 1-chloro-1-methylcyclohexane by its reaction with HCl. Write the reactions involved.
13. The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic
KOH, alkenes are major products. Explain.
14. Draw other resonance structures related to the following structure and find out whether the functional group present in
the molecule is ortho, para directing or meta directing.

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15. Write the structure of the major organic product of the reaction:
CH3CH = C(CH3)2 + HBr ⟶

16. Give one example of each of the following reactions:

i. Wurtz reaction
ii. Wurtz - Fittig reaction
17. Draw the structures of all the eight structural isomers that have the molecular formula C5H11Br. Name each isomer

according to the IUPAC system and classify them as primary, secondary, or tertiary bromide.
18. Which would undergo SN1 reaction faster in the following pair? CH3-CH2-CH2-Br and C H 3 − C H − C H3 .
|
Br

19. How will you bring the conversion?

But-1-ene to but-2-ene
20. How will you obtain monobromobenzene from aniline?
21. The electrophilic substitution of arenes with iodine require the presence of an oxidising agent. Explain.

a
22. In the following pairs of halogen compounds, which compound undergoes faster SN1 reaction?
bh
i. and
Su

ii. and

23. Convert 1 - butene to 1 — chlorobutane.

24. Write the structure of the major organic product in the following reaction:
G

peroxide

H3 C − C = C H − C H2 − C H3 + HBr −−−−−→
|

C H3

25. Allyl chloride is hydrolyzed more readily than n-propyl chloride. Why?

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