Chap 7

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Chương 7: Alkan – hydrocarbon no

Bài 1. Gọi tên hợp chất sau theo danh pháp IUPAC

Bài 2. Gọi tên hợp chất sau theo danh pháp IUPAC
Bài 3. Vẽ cấu trúc cho các alkan có tên sau
(a) 3-Isopropyl-2,4-dimethylpentan (b) 4-Ethyl-2-methylhexan
(c) 1,1,2,2-Tetramethylcyclopropan

Bài 4. Vẽ tất cả các đồng phân của alkan có công thức phân tử C7H16.

Bài 5. Vẽ các cấu trạng của etan CH3-CH3? Xác định cấu trạng bền nhất?

Bài 6. Vẽ các cấu trạng của etan CH3-CH3? Xác định cấu trạng bền nhất?
Nội dung 2: Cơ chế phản ứng thế gốc tự do: Xác định được sản phẩm chính – sản phẩm
phụ
Bài 1. Predict the major product obtained upon radical bromination of 2,2,4-trimethylpentane:

Bài 2. Predict the major product obtained upon radical bromination of each of the following
compounds:

Bài 3. A synthesis of the antibiotic natural product γ-indomycinone involved the halogenation
reaction shown below.5 The major product of the reaction is a monobrominated compound, and
a significant amount of a minor, dibrominated compound is also formed. Draw both products,
and explain why the dibrominated product is readily formed.

Bài 4. Identify the major product(s) for each of the following reactions. If any of the reactions
do not yield a product, indicate “no reaction.”
Bài 5. When 2-methylpropane is treated with bromine in the presence of UV light, one product
predominates.
a) Identify the structure of the product.
b) Draw the structure of the expected minor product.
Bài 6. Predict the products that are obtained when methylenecyclohexane is treated with NBS
and
irradiated with UV light:

Bài 7. Predict the products when each of the following compounds is treated with NBS and
irradiated with UV light:

Bài 8. When 2-methyl-2-butene is treated with NBS and irradiated with UV light, five different
monobromination products are obtained, one of which is a racemic mixture ofvenantiomers.
Draw all five monobromination products and identify the product that isvobtained as a racemic
mixture.

Bài 9. Identify all products expected for each of the following reactions. Take stereochemistry
into account and draw expected stereoisomer(s), if any:

Nội dung 3: Cho các alkan, xác định cấu trạng bền

Bài 1. Draw a Newman projection of the following compound, as viewed from the angle
indicated:
Đáp án

Bài 2. In each case below, draw a Newman projection as viewed from the angle indicated:

Bài 3. Consider the following compound:


a) Rotating only the C3C4 bond, identify the lowest energy conformation.
b) Rotating only the C3C4 bond, identify the highest energy conformation.

Bài 4. In each case below, identify the highest and lowest energy conformations. In cases where
two or three conformations are degenerate, draw only one as your answer.

Bài 5. Compare the three staggered conformations of ethylene glycol. The anti conformation of
ethylene glycol is not the lowest energy conformation. The other two staggered conformations
are actually lower in energy than the anti conformation. Suggest an explanation.

Bài 6. What are the relative energy levels of the three staggered conformations of 2,3-
dimethylbutane when looking down the C2C3 bond?

Bài 7. Rank the following conformations in order of increasing energy:

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