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문제 1b(i)
(i) Using bond dissociation energies, calculate ∆H° for the following reactions. [BDE for O―H = 110 kcal /mol.]
(b)
문제 2
(a) Rank the following carbocations from least stable to most stable. (b) Which would you expect to form first? (c) Which would you expect to react most quickly with a bromide ion (Br⁻) ? [Carbocations, like radicals, are electron deficient.]
문제 3
Given that A is more stable than B, draw a reaction coordinate diagram that rationalizes the fact that A forms more quickly than B in the following reaction.
문제 4
Rationalize the fact that reaction A results in an unequal mixture of products, but reaction B yields an equal mixture of two products.
문제 5a
Predict the product that results from the following 'pushed electrons.'
(a)
문제 5c
Predict the product that results from the following 'pushed electrons.'
(c)
문제 5f
Predict the product that results from the following 'pushed electrons.'
(f)
문제 5i
Predict the product that results from the following 'pushed electrons.'
(i)
문제 6a
Given the structure, calculate the index of hydrogen deficiency (degrees of unsaturation) of the following molecules.
(a)
문제 7a
What is the index of hydrogen deficiency for each of the following molecular formulas?
(a) C6H12O6
문제 7b
What is the index of hydrogen deficiency for each of the following molecular formulas?
(b) C12H11NO3
문제 7c
What is the index of hydrogen deficiency for each of the following molecular formulas?
(c) C8H14Cl2
문제 7d
What is the index of hydrogen deficiency for each of the following molecular formulas?
(d) C9H12N2O2
문제 7e
What is the index of hydrogen deficiency for each of the following molecular formulas?
(e) C6H12O2
문제 8
Draw the molecular orbital picture of trans-but-2-ene.
문제 8.55b
Suggest an alkene to undergo hydroboration–oxidation (1. BH3 2. NaOH, H2O2) to give exclusively the alcohols shown. Pay close attention to the relative (but not absolute) stereochemical outcome.
(b)
문제 8.39d
Provide the expected product for the reaction of each of the following alkenes with H₂SO₄ and H₂O.
(d)
문제 9a
Provide the IUPAC names for the following alkenes.
(a)
문제 10a
Given the following IUPAC names, draw the corresponding structures.
(a) (R)-3-isopropyl-6-methylnon-1-ene
문제 10c
Given the following IUPAC names, draw the corresponding structures.
(c) (S)-3-fluoropent-1-ene
문제 11a
Name the following alkenes, being sure to specify whether they are cis or trans.
(a)
문제 11c
Name the following alkenes, being sure to specify whether they are cis or trans.
(c)
문제 12a
Which of the following alkenes are E and which are Z?
(a)
문제 12b
Which of the following alkenes are E and which are Z?
(b)
문제 12c
Which of the following alkenes are E and which are Z?
(c)
문제 13a
Given the name, draw the structure of the following alkenes.
(a) (E)-4-ethyl-5-methyloct-3-ene
문제 13b
Given the name, draw the structure of the following alkenes.
(b) ((Z)-1-cyclohexyl-2-methylhept-2-ene
문제 13c
Given the name, draw the structure of the following alkenes.
(c) (Z)-3-isopropylhept-3-ene
문제 15b
Name the following alkenes.
(b)
문제 16
How many stereoisomers are possible (a) for 4-methylnona-2,7-diene? (b) For 6-chloronona-2,4,7-triene?
