Consider the following sequence of reactions and find B
Correct Answer :
H2N− (CH2)4 −NH2
Solution :
Correct Answer: H2N− (CH2)4 −NH2 (1,4-diaminobutane / putrescine)
To determine the product B, we can analyze the reaction sequence step-by-step from the provided images:
1. Analysis of the Image Data:
- The first image displays the reaction sequence:
- The second image shows the structure of the dication:
which corresponds to the protonated intermediate salt A (along with two chloride counter-ions, ).
2. Step-by-Step Reaction Mechanism:
Step 1: Nucleophilic Substitution with Excess Ammonia
The starting material is 1,4-dichlorobutane, . When it is treated with excess ammonia (), ammonia acts as a nucleophile and undergoes nucleophilic substitution ( mechanism) at both chlorine-bearing carbon atoms. Since ammonia is basic, the hydrochloric acid () produced during substitution protonates the newly formed amine groups. This yields the dihydrochloride salt of 1,4-diaminobutane, which is compound A:
Step 2: Deprotonation with Strong Base (NaOH)
When intermediate salt A is treated with sodium hydroxide (), a strong base, it undergoes an acid-base neutralization reaction. The hydroxide ions () deprotonate the ammonium groups (), converting them back to free neutral amine groups (). This releases the free diamine, 1,4-diaminobutane (compound B), alongside water and sodium chloride:
Thus, compound B is H2N− (CH2)4 −NH2.
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