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11. The common name of 2-Methyl–2–chloropropane is: 24. Which of the following is liquid at room
(a) Isobutyl chloride temperature?
(b) Secondary butyl chloride (a) CH3I (b) C2H5Cl
(c) Tertiary butyl chloride (c) CH3Br (d) CH3F
(d) n-butyl chloride 25. Which of the following is a primary alkyl
12. In primary alkyl halides the halogen atom halide?
attached to a carbon atom which is further (a) Isopropyl iodide
attached to how many carbon atoms? (b) Secondary butyl iodide
(a) Two (b) Three (c) Tertiary butyl bromide
(c) One (d) Four (d) Neo hexyl chloride
13. Ethyl magnesium bromide reacts with water 26. Wurtz reaction involves the interaction of alkyl
to form: halides in dry ether with:
(a) Ethane (b) Methane (a) Sodium (b) Copper
(c) Propane (d) n-butane (c) Zinc (d) Platinum
14. Reaction of following with Grignard's 27. Which of the following is an insecticide?
reagent can give primary alcohol: (a) DDT (b) CHI3
(a) Epoxide (b) Peroxide (c) CHCl3 (d) CF3 – CF3
(c) Super oxide (d) Hydrogen oxide 28. Which of the following is the best method to
15. The compound which are not found naturally? prepare alkyl halide from alcohol with?
(a) Alkanes (b) Fats (a) HX in the presence of ZnCl2 catalyst
(c) Carbohydrates (d) Alkyl halides (b) SOCl2 in the presence of pyridine solvent
16. A Grignard reagent is prepared by the action of (c) PCl3 or PCl5
magnesium in dry ether on: (d) Difficult to differentiate
(a) C2H5OH (b) C2H5SNa 29. Which of the following type of ether is used as
(c) C2H5Cl (d) All of the these solvent in Grignard reagent preparation?
17. Ethyl alcohol is obtained when ethyl chloride is (a) Dimethyl ether (b) Ethyl methyl ether
boiled with: (c) Diethyl ether (d) All of the above
(a) Water (b) Alcoholic KOH 30. The reaction C2H5Br+KCN(aq) ⎯⎯→
(c) Aqueous KOH (d) H2SO4 C2H5CN+KBr is an example of:
18. Decreasing order of reactivity of alkyl halide is: (a) Elimination
(a) RI > RCl > RBr (b) RI > RBr > RCl (b) Nucleophilic substitution
(c) RBr > RCl > RI (d) RCl >RBr > RI (c) Electrophilic substitution
19. Which reagent cannot be used to prepare an (d) Redox change
alkyl halide from an alcohol? 31. The reaction of ethyl alcohol and methyl
(a) NaCl (b) PCl5 magnesium bromide gives:
(c) SOCl2 (d) ZnCl2 + HCl (a) CH4 (b) C2H6
20. Ethyl bromide reacts with sodium-lead alloy to (c) C3H8 (d) C4H10
form: 32. The general formula of alkyl halides is:
(a) Tetraethyl lead (a) CnH2n+1X (b) CnH2n-1
(b) Tetraethyl lead bromide (c) CnH2n (d) C2nHn
(c) Ethyl sodium bromide 33. Which is not a nucleophile?
(d) Do not react (a) AlCl3 (b) H2S
21. How many structural isomers are possible for (c) H2O (d) NH3
C2H4Br2? 34. Nucleophile is usually:
(a) 1 (b) 2 (a) Basic in character
(c) 3 (d) 4 (b) Acidic in character
22. Which one of the following will produce a (c) Basic and positively charged
primary alcohol by reacting with CH3MgI? (d) Basic and negatively charged
(a) Acetone (b) Ethylene oxide 35. Poor leaving group is:
(c) Methyl cyanide (d) Ethyl acetate (a) Cl– (b) Br –
23. Tertiary alkyl halides are practically inert to (c) HSO4 – (d) NH2 –
substitution by SN2 mechanism because of: 36. Good leaving group is:
(a) Insolubility (b) Inductive effect (a) I– (b) NH2–
–
(c) Instability (d) Stearic hindrance (c) OH (d) OR–
37. When a Grignard reagent reacts with carbonyl 38. Whenever RMgX reacts with propanone it
compound it forms: forms:
(a) Formaldehyde (b) Aldehydes (a) Pri-alcohol (b) Ter-alcohol
(c) Alcohols (d) Carboxylic acids (c) Sec-alcohol (d) Alkane
SHORT QUESTIONS
1. Define alkyl halides. What are primary alkyl halides? Give one example.
2. Define secondary alkyl halide with an example.
3. Define tertiary alkyl halides, give on example.
4. What are primary, secondary and tertiary alkyl halides? Give one example in each case.
5. Write down the names of the following compounds according to IUPAC system:
(a) CH2Cl2 (b) (CH3 – CH2)3CBr
6. How will you prepare alkyl halide when alcohol reacts with thionyl chloride in pyridine? Why this method is regarded
as best method of preparation of alkyl halide?
7. Which method is the most useful for the preparation of alkyl chlorides and why?
8. Write down the best method for the preparation of alkyl halides.
9. Convert ethyl Alcohol into their respective halides by using PCl3 and PCl5 .
10. Give an excellent method for the preparation of simple alkyl iodide.
11. Why alkyl halides are more reactive than alkanes?
12. Justify the given order of reactivity on the basis of bond energy
R − I > R − Br > R − Cl > R − F OR
Which factor decides the reactivity of Alkyl Halides?
13. Define Nucleophile. Give two examples.
14. Define electrophile, give to examples.
15. How does Ethyl bromide react with: (i) Aqueous KOH (ii) Alcoholic KOH
16. Complete the following reactions: (i) CH3CH2 − Br + CH3O− ⎯→ (ii) CH3CH2 − Br + CH3COO−Na+ ⎯→
17. What is Wurtz synthesis? How will you convert C2H5Cl to n-Butane? OR
18. Explain Wurtz synthesis with one example.
19. How tetraethyl lead can be prepared from an alkyl halide? OR Convert C2H5Br to T.E.L.
20. How will you prepare tetramethyl lead? Give use of tetramethyl lead and tetraethyl lead.
21. What is Grignard reagent? How it is prepared.
22. What is Grignard reagent? What is the cause of its reactivity?
23. Write down a method for the preparation of ethyl magnesium bromide in the laboratory.
24. Why dry ether is necessary for preparation of Grignard Reagent?
25. Grignard reagents are so reactive organic compounds. Justify.
26. Write reactions of ethyl magnesium bromide with (a) Ammonia (b) Water
27. Give the mechanism for addition of Grignard’s reagent to CO2 giving carboxylic acids.
28. How will you get 2-Butanol from ethyl magnesium bromide?
29. Show the mechanism for the reaction of acetone with Grignard’s reagent.
30. Prepare each of the following compounds from ethyl magnesium bromide:
(a) Propanoic acid (b) 1-Propanol
31. How is a Grignard's Reagent converted into 1-propanol and 2-propanol?
32. Give the reaction of ethylene epoxide with ethyl-magnesium bromide.
33. What are monohaloalkane? Give example.
34. Under what conditions secondary alkyl halide undergoes SN1 reaction?
35. Prepare m-chloronitrobenzene from benzene in two steps.
PREVIOUS BOARDS LONG QUESTIONS
1. What are SN reactions? Explain SN1 and SN2 reactions in detail.
2. Differentiate between SN1 and SN2 reactions.
3. What is -Elimination? Explain briefly the two possible mechanism of -Elimination reactions.
4. Differentiate between E1 and E2 reactions.
5. What products are formed when the following compounds are treated with ethyl magnesium bromide, followed by
hydrolysis in the presences of an acid?
(i) Formaldehyde (ii) CO2 (iii) Acetaldehyde
(iv) Ethyl alcohol (v) epoxide (vi) ClCN
6. Define alkyl halides. How are they prepared from alcohols?