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Ch.14 Some Compounds with Oxygen, Sulfur, or a Halogen
McMurry - Fundamentals of General, Organic, and Biological Chemistry 8th Edition
McMurry8th EditionFundamentals of General, Organic, and Biological ChemistryISBN: 9780134015187당신이 사용하는 게 아니라요?교과서 변경
모든 교과서McMurry 8th EditionCh.14 Some Compounds with Oxygen, Sulfur, or a Halogen문제 51
14장, 문제 51

What is the structural relationship between a thiol and an alcohol?

검증된 단계별 안내
1
Understand the functional groups: An alcohol contains a hydroxyl group (-OH) attached to a carbon atom, while a thiol contains a sulfhydryl group (-SH) attached to a carbon atom.
Compare the elements involved: In an alcohol, the oxygen atom in the hydroxyl group is replaced by a sulfur atom in the sulfhydryl group of a thiol.
Recognize the structural similarity: Both alcohols and thiols have a single bond between the functional group and the carbon atom, making them structurally analogous.
Identify the key difference: The primary difference lies in the electronegativity and bonding properties of oxygen (in alcohols) versus sulfur (in thiols), which can affect their chemical behavior.
Conclude the relationship: Thiols and alcohols are functional group analogs, with sulfur in thiols replacing oxygen in alcohols, leading to similar but distinct chemical properties.

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주요 개념

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Thiol

A thiol is an organic compound that contains a sulfur atom bonded to a hydrogen atom (-SH group), making it a functional group similar to alcohols. Thiols are characterized by their strong odors and are often found in biological systems, where they play roles in enzyme function and protein structure.
추천 영상:
가이드 코스
0:53
Reactions of Thiols Example 1

Alcohol

An alcohol is an organic compound that features one or more hydroxyl groups (-OH) attached to a carbon atom. Alcohols are widely used in various applications, including as solvents, fuels, and in the production of beverages. The presence of the hydroxyl group is key to their chemical properties and reactivity.
추천 영상:
가이드 코스
1:10
Alcohol Classification Concept 2

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. The structural relationship between thiols and alcohols lies in their functional groups; both contain a heteroatom (sulfur in thiols and oxygen in alcohols) bonded to hydrogen, influencing their reactivity and properties in organic chemistry.
추천 영상:
가이드 코스
1:11
Functional Group Priorities Concept 1
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교과서 질문

The boiling point of propanol is 97 °C ,much higher than that of either ethanethiol (37 °C) or chloroethane (13 °C) , even though all three compounds have similar MWs. Explain.

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교과서 질문

Oxidation of a dithiol such as 2,5-hexanedithiol forms a six-membered ring containing a disulfide group as part of the ring. Draw the structure of this cyclic disulfide (Hint: Draw the starting compound in line structure format first).

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교과서 질문

Which of the following alcohols can undergo oxidation? Draw the line structure of the product expected for those that can. Assume an excess of oxidizing agent is present.

a.

b.

c.

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교과서 질문

Propanol is very soluble in water, but ethanethiol and chloroethane are only slightly soluble. Explain.

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교과서 질문

The following alkenes can be prepared by dehydration of an appropriate alcohol. Show the structure of the alcohol in each case that would provide the alkene shown as the major product.

e. 1,4-Pentadiene

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교과서 질문

What alcohols would you oxidize to obtain the following carbonyl compounds?

a.

b.

c.

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