Compound A, , gives a tetraacetate with and oxidation of A with gives an acid, . Reduction of A with HI gives isopentane. The possible structure of A is:

Question

Compound A, , gives a tetraacetate with  and oxidation of A with  gives an acid, . Reduction of A with HI gives isopentane. The possible structure of A is:

Canvas Classes · Accepted Answer

Analysis of compound A ():

Clue 1: Tetraacetate with Ac₂O
A has 4 –OH groups (tetraacetate = 4 acetyl groups added). With formula , having 4 –OH groups and 5 oxygens → one oxygen must be in a C=O (aldehyde or ketone).

Clue 2: Oxidation with Br₂-H₂O gives 
Br₂ water oxidizes –CHO to –COOH (adds one O). This confirms A has an aldehyde group (–CHO).

Clue 3: Reduction with HI gives isopentane ()
Isopentane = 2-methylbutane = . This is a branched C5 hydrocarbon. This means A has a branched carbon

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