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Core - Organic Chemistry

    Chapter 11

    Ethers, Epoxides, Sulfides

    11.1 : Structure and Nomenclature of Ethers02:28

    11.1 : Structure and Nomenclature of Ethers

    Structure and Bonding Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — ...

    11.2K views
    11.2 : Physical Properties of Ethers02:17

    11.2 : Physical Properties of Ethers

    Overview An ether molecule has a net dipole moment due to the polarity of C–O bonds. Subsequently, boiling points of ethers are lower than those of ...

    6.9K views
    11.3 : Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis02:29

    11.3 : Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis

    Overview Ethers can be prepared from organic compounds by various methods. Some of them are discussed below, Preparation of Ethers by Alcohol Dehydration ...

    10.2K views
    11.4 : Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration02:35

    11.4 : Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration

    Overview Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration. Preparation of ...

    7.7K views
    11.5 : Ethers to Alkyl Halides: Acidic Cleavage02:18

    11.5 : Ethers to Alkyl Halides: Acidic Cleavage

    Ethers are generally unreactive and unsuitable for direct nucleophilic substitution reactions since the alkoxy groups are strong bases and, therefore, ...

    5.7K views
    11.6 : Autoxidation of Ethers to Peroxides and Hydroperoxides02:23

    11.6 : Autoxidation of Ethers to Peroxides and Hydroperoxides

    Ethers represent a class of chemical compounds that become more dangerous with prolonged storage because they tend to form explosive peroxides when ...

    7.4K views
    11.7 : Crown Ethers02:36

    11.7 : Crown Ethers

    Crown ethers are cyclic polyethers that contain multiple oxygen atoms, usually arranged in a regular pattern. The first crown ether was synthesized by ...

    5.1K views
    11.8 : Structure and Nomenclature of Epoxides02:38

    11.8 : Structure and Nomenclature of Epoxides

    Cyclic ethers are heterocyclic compounds with an oxygen atom in the ring along with carbon atoms. They are named depending on the number of carbon atoms ...

    6.3K views
    11.9 : Preparation of Epoxides03:00

    11.9 : Preparation of Epoxides

    Overview Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin ...

    7.5K views
    11.10 : Sharpless Epoxidation02:57

    11.10 : Sharpless Epoxidation

    The conversion of allylic alcohols into epoxides using the chiral catalyst was discovered by K. Barry Sharpless and is known as Sharpless epoxidation. The ...

    3.8K views
    11.11 : Acid-Catalyzed Ring-Opening of Epoxides02:24

    11.11 : Acid-Catalyzed Ring-Opening of Epoxides

    Epoxides that are three-membered ring systems are more reactive than other cyclic and acyclic ethers. The high reactivity of epoxides originates from the ...

    7.1K views
    11.12 : Base-Catalyzed Ring-Opening of Epoxides02:26

    11.12 : Base-Catalyzed Ring-Opening of Epoxides

    Due to their highly strained structures, epoxides can readily undergo ring-opening reactions through nucleophilic substitution, either in the presence of ...

    8.3K views
    11.13 : Structure and Nomenclature of Thiols and Sulfides02:17

    11.13 : Structure and Nomenclature of Thiols and Sulfides

    Thiols and sulfides are sulfur analogs of alcohols and ethers, respectively, where the sulfur atom takes the place of the oxygen atom. Thus, thiols are ...

    4.6K views
    11.14 : Preparation and Reactions of Thiols02:33

    11.14 : Preparation and Reactions of Thiols

    Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane ...

    6.0K views
    11.15 : Preparation and Reactions of Sulfides02:26

    11.15 : Preparation and Reactions of Sulfides

    Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups ...

    4.7K views
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