Compound A (C8H16) decolorized a bromine–methylene chloride solution. Ozonolysis produced two compounds, B and C, which could be separated easily by gas chromatography. Both B and C gave a positive 2,4 dinitrophenylhydrazine test. Carbon–hydrogen analysis and molecular weight determination of B gave a molecular formula of C5H10O.The 1 H NMR spectrum revealed the following information for B:
0.92 ppm 3H, triplet 2.17 ppm 3H, singlet
1.6 ppm 2H, pentet 2.45 ppm 2H, triplet
Compound C was a low-boiling liquid (bp 56°C) The 1 H NMR of this material showed only one singlet. Identify compounds A, B, and C.