Reference Table 6.4: Nucleophilic Substitution of Alkyl Halides

General reaction: R–X + Nu → R–Nu + X
Reagent Nucleophile (Nu) Substitution Product (R–Nu) Class of Main Product
NaOH (KOH) HO ROH Alcohol
H2O H2O ROH Alcohol
NaOR′ R′O ROR′ Ether
NaI I R–I Alkyl iodide
NH3 NH3 RNH2 Primary amine
R′NH2 R′NH2 RNHR′ Secondary amine
R′R″NH R′R″NH RNR′R″ Tertiary amine
KCN C≡N: RCN Nitrile (cyanide)
AgCN Ag–CN: RNC Isocyanide
KNO2 O–N=O R–O–N=O Alkyl nitrite
AgNO2 Ag–O–N=O R–NO2 Nitroalkane
R′COOAg R′COO R′COOR Ester
LiAlH4 H RH Hydrocarbon
R′–M+ R′ RR′ Alkane

Target Practice: 10 Questions

Total Questions: 10
Marks per Question: 2
Total Marks: 20
Start Time:
Q1. What is the general reaction represented in nucleophilic substitution of alkyl halides?
2 Marks
Key: R–X + Nu → R–Nu + X. In this reaction, the nucleophile replaces the halogen atom attached to carbon.
Q2. What product is formed when an alkyl halide reacts with aqueous NaOH or KOH?
2 Marks
Key: Alcohol (ROH) is formed. The nucleophile is OH.
Q3. Name the product obtained when alkyl halide reacts with NaOR′.
2 Marks
Key: Ether (ROR′) is formed. The nucleophile is alkoxide ion, R′O.
Q4. Why does NaI convert an alkyl halide into alkyl iodide?
2 Marks
Key: Iodide ion (I) acts as the nucleophile and substitutes the halogen atom in R–X to form R–I.
Q5. What is the difference in products formed with KCN and AgCN?
2 Marks
Key: KCN gives nitrile (RCN), while AgCN gives isocyanide (RNC). This is due to the different attacking sites of the cyanide group.
Q6. What product is formed when alkyl halide reacts with NH3?
2 Marks
Key: Primary amine (RNH2) is formed.
Q7. How can a tertiary amine be prepared from an alkyl halide according to the table?
2 Marks
Key: React the alkyl halide with a secondary amine, R′R″NH. The product formed is tertiary amine, RNR′R″.
Q8. What is formed when alkyl halide reacts with AgNO2, and how is it different from KNO2?
2 Marks
Key: AgNO2 gives nitroalkane (R–NO2), while KNO2 gives alkyl nitrite (R–O–N=O).
Q9. What is the product when an alkyl halide reacts with LiAlH4?
2 Marks
Key: Hydrocarbon (RH) is formed because hydride ion replaces the halogen atom.
Q10. What type of compound is formed when an alkyl halide reacts with R′COOAg?
2 Marks
Key: Ester is formed. The product is R′COOR.