Organic Chemistry

posted by .

A sample of isoborneol prepared by reduction of camphor was analyzed by IR and showed a band at 1750 cm-1. This result was unexpected. Why?

  • Organic Chemistry -

    Doesn't the C=O group absorb about 1750 cm^-1 or so. And doesn't camphor have a C=O group? What surprises me is that it was unexpected. Surely we don't expect 100% yield.

  • Organic Chemistry -

    Camphor has a C=O group but isoborneol does not. Just an OH group. I was thinking that it was the C=O absorption that was a result of some camphor not reacting and being left with the product.

  • Organic Chemistry -

    Camphor has a carbonyl group which would produce an IR band at 1750 cm^-1. During the reduction, the C=O group would change to C-OH which absorbs IR at a much higher spatial frequency. The reduction might have been incomplete, with enough camphor present to produce the 1750 cm^-1 band.

Respond to this Question

First Name
School Subject
Your Answer

Similar Questions

  1. Biology

    DNA was collected from 100 people and subjected to a restriction digest with BamHI. These samples were then analyzed using Stouthern blots. Three different patterns of hybridization were seen on the blots: 56 samples showed a single …
  2. chemistry- absorbance & transmittance

    An unknown was prepared with the concentration of 0.000120 M. A Beer's Law plot was prepared using the absorbance values from standard solutions of ASA and a line drawn through all the points passed through the origin with a slope …
  3. chem

    I had to go and do a oxidation- reduction lab where: I went oxidized borneol with sodium chloride and added 0.360g racemic borneol, 1ml acetone, and .30ml glacial acetic acid. Then I heated and added through the condenser every 4 minutes …
  4. Organic Chemistry

    What is the oxidation state of the carbon atom bonded to the hydroxyl group in isoborneol?
  5. AP Chemistry

    An unknown compound contains only the three elements C,H, and O. A pure sample of the compound is analyzed and found to be 65.60 percent C and 9.44 percent H by mass. a.)Determine the empirical formula of the compound. b.)A solution …
  6. organic chemistry

    in figuring the percent yield of isoborneol reduced from camphor...is the ratio 1:1, i can do the calculations if i could determine this
  7. Organic Chemistry

    Hello there! I having trouble understanding the relationship between dipole moment and the heat of formation. How do these two relate; for instance, in the reduction of camphor to isoborneol and borneol?
  8. college chemistry

    a 20.3 sample of an organic compound was ground with 442 mg of camphor to form an intimate mixture melting at 170.3 degree C. What is the apparent formula weight of the organic compound ?
  9. Chemistry

    Camphor (C10H16O) has a heat of combustion of 5903.6 kJ/mol. When a sample of camphor with a mass of 0.124 g is burned in a bomb calorimeter, the temperature increases by 2.28 oC. Calculate the heat capacity of the calorimeter.
  10. Organic Chemistry

    Gas Chromatography: The internal standard technique is used. A volatile component which does not interfere with the GC analysis (i.e. it gives a separate peak) is added to the sample which is then analyzed. For example, 10.0 mg of …

More Similar Questions