Animated Solution for Chemistry - s and p-Block Elements: The reaction of H3N3B3Cl3 (A) with LiBH4 in tetrahydrofuran gives inorganic benzene (B). Further, the reaction of (A) with (C) leads to H3N3B3(Me)3. Compounds (B) and (C) respectively, are
Select Answer:
Visualized Solution
B3N3H3Cl3 (B-trichloroborazine)
Compound (A) is B3N3H3Cl3, also known as B-trichloroborazine.
It consists of a six-membered ring of alternating Boron and Nitrogen atoms, with Chlorine atoms attached to the Boron atoms.
Reaction with LiBH4
Reaction 1: Reduction of B3N3H3Cl3 with LiBH4 in THF.
Compound (B) is B3N3H6, which is Borazine (Inorganic Benzene).
Reaction with Compound (C)
Reaction 2: Substitution of Cl atoms with −CH3 groups to form B3N3H3(CH3)3.
Identifying Compound (C)
B3N3H3Cl3+3CH3MgBr→B3N3H3(CH3)3+3MgBrCl
To introduce methyl groups, a nucleophilic methyl source like Grignard reagent (CH3MgBr) is required.
Compound (C) is CH3MgBr (Methyl magnesium bromide).
Final Conclusion
Result:
(B) = Borazine
(C) = MeMgBr
Correct Option is (d).
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The Sigma Insight: Group 13 Elements
Solution Diagram
Unveiling the Secrets of Inorganic Benzene
A Borazine Reaction Sequence
Imagine a molecule that looks exactly like benzene, behaves somewhat like benzene, but isn't benzene at all. Welcome to the fascinating world of borazine (B3N3H6), often dubbed "inorganic benzene." In this problem, we embark on a chemical journey starting from a substituted borazine derivative and explore two distinct reaction pathways that reveal the beautiful reactivity of this inorganic ring.
Analyzing the Setup
The Starting Material
Our starting material, Compound (A), is given as H3N3B3Cl3. If we draw its structure, we see a six-membered ring consisting of alternating boron and nitrogen atoms. Because nitrogen is more electronegative than boron, the B-N bonds are polar.
Furthermore, nitrogen has a lone pair of electrons, while boron has an empty p-orbital. This allows for pπ−pπ back-bonding, creating a delocalized electron cloud similar to the π-system in benzene. In Compound (A), the three hydrogen atoms are attached to the nitrogen atoms, and the three chlorine atoms are attached to the boron atoms. This specific arrangement makes the boron atoms highly susceptible to nucleophilic attack.
The First Pathway
Reduction to Borazine
The first reaction treats Compound (A) with lithium borohydride (LiBH4) in tetrahydrofuran (THF).
Lithium borohydride is a potent source of nucleophilic hydride ions (H−). When it encounters the electron-deficient boron atoms in our ring, it readily substitutes the electronegative chlorine atoms. The result? All three chlorines are replaced by hydrogens, yielding B3N3H6. This molecule is borazine, the famous inorganic analog of benzene. Thus, we have successfully identified Compound (B).
The Second Pathway
Alkylation via Grignard
Now, let's shift our focus to the second reaction. Compound (A) reacts with an unknown Compound (C) to produce H3N3B3(Me)3.
Looking at the product, we can see that the three chlorine atoms on the boron have been replaced by methyl (−CH3) groups. To achieve this transformation, we need a reagent that can deliver a nucleophilic methyl group (a methyl carbanion, CH3−).
B3N3H3Cl3+3CH3MgBr→B3N3H3(CH3)3+3MgBrCl
Among the standard organometallic reagents, Grignard reagents are the classic choice for this job. Methyl magnesium bromide (CH3MgBr, or MeMgBr) perfectly fits the bill. The nucleophilic methyl group attacks the electrophilic boron, displacing the chloride ion. Therefore, Compound (C) must be MeMgBr.
Final Conclusion
By carefully analyzing the substitution patterns on the borazine ring, we deduced that Compound (B) is borazine and Compound (C) is MeMgBr. This logical deduction leads us straight to the correct option. It is a brilliant reminder of how inorganic rings mimic organic chemistry while maintaining their unique polar characteristics!