
(a)
Interpretation: For the given molecular formulae the structure should be predicted.
Concept Introduction:
1H NMR: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.
HDI (Index of hydrogen deficiency): HDI values gives information on the level of unsaturation (means a double bond or a ring) on the structure of the compound.
(a)

Answer to Problem 32PP
Answer
Explanation of Solution
To predict: the structure for the given molecular formula.
Calculate HDI Value for the given molecular formula and draw the structure.
HDI = 1, compound has either 1 ring or one
Therefore, the compound predicted is the cyclopentane.
(b)
Interpretation: For the given molecular formulae the structure should be predicted.
Concept Introduction:
1H NMR: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.
HDI (Index of hydrogen deficiency): HDI values gives information on the level of unsaturation (means a double bond or a ring) on the structure of the compound.
(b)

Answer to Problem 32PP
Answer
Explanation of Solution
The structure of given molecular formula.(
Calculate HDI value for the given molecular formula and draw the structure:
HDI = 0 , tells the compound is fully saturated (no double bond, triple bond or rings) and the compound is acyclic. Only one proton signal indicates all 4-
Therefore the predicted compound is 1, 3-dichoro-2, 2-dimethylchloropropane.
(c)
Interpretation: For the given molecular formulae the structure should be predicted.
Concept Introduction:
1H NMR: A technique gives information to predict the Carbon and Hydrogen connectivity in the organic compounds.
HDI (Index of hydrogen deficiency): HDI values gives information on the level of unsaturation (means a double bond or a ring) on the structure of the compound.
(c)

Answer to Problem 32PP
Answer
Explanation of Solution
To find: the structure of given molecular formula.
Calculate HDI value for the given molecular formula and draw the structure:
HDI = 4, shows the compound is
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Chapter 15 Solutions
ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
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