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CBSE Class 11-science Answered

A hydrocarbon containing two double bonds gave on reductive ozonolysis ethanal, glyoxal and prapanone. Predict the structure of the hydrocarbon and give its IUPAC name.
Asked by Topperlearning User | 24 Jul, 2014, 07:25: AM
answered-by-expert Expert Answer

Answered by | 24 Jul, 2014, 09:25: AM

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CBSE 11-science - Chemistry
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CBSE 11-science - Chemistry
A hydrocarbon containing two double bonds gave on reductive ozonolysis ethanal, glyoxal and prapanone. Predict the structure of the hydrocarbon and give its IUPAC name.
Asked by Topperlearning User | 24 Jul, 2014, 07:25: AM
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One mole of a hydrocarbon (A) reacts with one mole of bromine giving a dibromo compound, C5H10Br2. Substance (A) on treatment with cold dilute alkaline KMnO4 solution forms a compound C5H12O2. On ozonolysis (A) gives equimolar quantities of propanone and ethanal. Deduce the structural formula of (A).
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The hydrocarbon 'A' adds on mole of hydrogen in the presence of  platinum to form n-hexane. When 'A' is oxidized vigorously with KMnO4, a single carboxylic acid containing three carbon atoms is isolated. Give the structure of 'A' and explain.
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A hydrocarbon 'X' takes up two molecules of hydrogen and is converted into a saturated hydrocarbon. On ozonolysis, 'X' gives a mixture of three carbonyl compounds namely, acetaldehyde, acetone and propan-1, 3-dial. Assign structure to compounds X.
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