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Mullins 1st EditionCh. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination문제 73c
Identify the alkene and alcohol partners that could be used to make the following ethers.
(c)
문제 74a
Predict the products of the following reactions.
(a)
문제 74b
Predict the products of the following reactions.
(b)
문제 74c
Predict the products of the following reactions.
(c)
문제 75
Show an arrow-pushing mechanism that rationalizes formation of the two products. Which C―O bond will break first? Why?
문제 76
Predict the alcohol and haloalkane that will form upon reaction of the ether shown with one equivalent of HBr. [Hint: Think carefully about which side will become the halide.]
문제 77
Methyl t-butyl ether (MTBE) is used preferentially over diethyl ether because it is less prone to form peroxides. Explain this observation in terms of the two structures.
문제 78a
Predict the product of the following reactions.
(a)
문제 80a
Predict the product of the following epoxide addition reactions.
(a)
문제 80b
Predict the product of the following epoxide addition reactions.
(b)
문제 81b
A variety of organometallics, which as strong nucleophiles can react with epoxides, are introduced in Chapter 16. Predict the product of these reactions. [Hint: Assume the carbon–metal bond in each is ionic, with the carbon possessing the negative charge.]
(b)
문제 81c
A variety of organometallics, which as strong nucleophiles can react with epoxides, are introduced in Chapter 16. Predict the product of these reactions. [Hint: Assume the carbon–metal bond in each is ionic, with the carbon possessing the negative charge.]
(c)
문제 83
Reaction of the acetylide with the epoxide shown will not form the desired product. What side reaction occurs instead? Why?
문제 84a
Show how a protecting group might be used to make these reactions successful.
(a)
문제 84b
Show how a protecting group might be used to make these reactions successful.
(b)
문제 86b
Using IUPAC rules, name the following molecules.
(b)
문제 86d
Using IUPAC rules, name the following molecules.
(d)
문제 86e
Using IUPAC rules, name the following molecules.
(e)
문제 87a
Draw the correct structure from the following IUPAC names:
(a) (4R,2Z)-4-methylhex-2-en-1-ol
문제 87b
Draw the correct structure from the following IUPAC names:
(b) 4-methoxybut-1-yne
문제 87c
Draw the correct structure from the following IUPAC names:
(c) (1S,4R)-4-bromocyclohex-2-en-1-ol
문제 87d
Draw the correct structure from the following IUPAC names:
(d) (2R,3S)-methoxy-3-methylpentane
문제 87e
Draw the correct structure from the following IUPAC names:
(e) (R)-2,2-dimethyl-1-phenylpropane-1-thiol
문제 87f
Draw the correct structure from the following IUPAC names:
(f) (S)-4-isopropoxypent-2-yne.
문제 88a(ii)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (ii) 1. Hg(OAc)2 2. NaBH4.If there is no reaction, write 'no reaction.'
(a)
문제 88a(i)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (i) 1. BH3 2. NaOH, H2O2. If there is no reaction, write 'no reaction.'
(a)
문제 88a(v)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (v) H2O. If there is no reaction, write 'no reaction.'
(a)
문제 88a(iv)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (iv) 1. OsO4 2. NaHSO3. If there is no reaction, write 'no reaction.'
(a)
문제 88a(vi)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (vi) NaOH, H2O . If there is no reaction, write 'no reaction.'
(a)
문제 88a(iii)
Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (iii) H2SO4 , H2O . If there is no reaction, write 'no reaction.'
(a)
