Show all organic products if two or more products form, indicate. Acidcatalyzed and base catalyzed epoxide ring opening. Like alcohols, ethers do not contain a good leaving group. Start studying chapter 9 chem 351 alcohols, ethers, and epoxides. Alcohol and thiol groups are important functional groups for applications ranging from enzyme reactions to making flexible contact lenses. Alcohols, ethers, and epoxides exhibit dipoledipole interactions because they have a bent structure with two. Alcohol reactions phenols, ethers, epoxides, preparation. Boiling points of ethers thus, hydrogen bonds cannot form between ether molecules. Lets consider a couple reactions that involve ethers and epoxides.
In the alcohol functional group, a carbon is singlebonded to an oh. Chapter 9 alcohols, ethers, and epoxides flashcards quizlet. Alcohols, ethers, epoxides, sulfides organic chemistry. These alcohols contain oh group bonded to a carboncarbon double bond i. Draw arrows showing the electron flow for this reaction on the structures provided below. Revision notes on alcohols, phenols and ether askiitians. The preparation of ethers by the method shown in the last two equations is called the williamson ether synthesis.
All chapter 11 alcohols, phenols and ethers exercises questions with solutions to help you to revise complete syllabus and boost your score more in examinations. The functional group of an ether is an oxygen atom bonded to two carbon atoms. Alcohols and ethers have a bent shape like that in h 2 o. Ppt ethers powerpoint presentation free to download. When h 2o has one or both of its hydrogens replaced by an r group we get alcohols and ethers. Given the structure of an alcohol, ether, thiol, sulfide, aldehyde, or ketone molecule, be able to give the systemic names and vice versa. Epoxides can be ring opened by alcohols with acidic catalysis to generate alkoxy alcohols with anti stereochemistry. The bond angle around the o atom in an alcohol or ether is similar to the tetrahedral bond angle of 109. You need to turn it into a good leaving group, and the only way to do it is with protonation. Provide both iupac and common when applicable names for alcohols and ethers.
Although ethers cannot form hydrogen bonds with one another, they do form hydrogen bonds with alcohols. Reactions of alcohols, amines, ethers, and epoxides learning objectives. View test prep multiple choice practice chapter 9 from ch 331 at portland state university. Chapter 11 lecture notes 1 chapter 11 lecture notes. Structure and bonding in ethers and epoxides the ether oxygen is sp3hybridized and tetrahedral. It contains plenty of examples and practice problems for you work on. The oxygen atom in alcohols, 3ethers and epoxides is sp hybridized. Introduction to alcohols, ethers and epoxides last updated. Naming alcohols 1number the parent chain so the oh group is the lowest number possible. Alcohols, ethers and epoxides complete the equations for the following reactions. Simple epoxides are named from the parent compound ethylene oxide or oxirane, such as in chloromethyloxirane. The first reaction, cleavage of ethers by hydrogen halides, is exemplified overall below for the case of ethoxypropane and hydrogen bromide. The strained ring makes epoxides more reactive than other ethers. Describe the physical properties of alcohols, amines and ethers.
Dimethyl ether and ethyl methyl ether is gas at ordinary temperature while the other lower homologues of ethers are colourless liquid with characteristic ether smell. Alcohols, ethers, aldehydes, and ketones educational goals 1. Part a the focus of this chapter can be thought of as the organic version of water. To verify that your answers are correct, look in your textbook at the end of chapter 14.
We have already seen the simplest possible example of an alcohol functional group in methanol. Because the o atom is much more electronegative than carbon or hydrogen, the co and oh bonds are all polar. Ethers common ethers anesthetics diethyl ether first to produce deep anesthesia in 1846 enflurane anesthetic in 1970s and 80s. This organic chemistry video tutorial focuses on alcohol reactions. Thf and dioxane as well as diethyl ether are popular solvents for organic reactions. Chapter 9 alcohols, ethers and epoxides chemistry 251. The chemistry of ethers, epoxides, glycols, and sulfides. Structure 3 name structure name 2give the iupac or common name for each compound. Alcohols and ethers have a bent shape like that in h 2o. In phenols, one hydrogen of water is replaced by an aromatic ring. Learn vocabulary, terms, and more with flashcards, games, and other study tools. Start studying organic chemistry chapter 9 alcohols, ethers, and epoxides.
Replacement of one hydrogen on water results in an alcohol, and replacement of both gives an ether. Ethers and epoxides diethyl ether in starting fluid. Alcohols contain a hydroxy group oh bonded to an sp3 hybridized carbon. Nomenclature of ethers, epoxides, and sulfides please read 16. Ethers as solvents ethers are relatively inert compounds. Chapter 17 ethers, epoxides, sulfides ethers are much less reactive than alcohols but epoxides threemembered ring ethers are very reactive as we saw in the last chapter. O r r ether molecules cannot form hydrogen bonds with other ether molecules. Janice gorzynski smith university of hawaii chapter 9.
Remember the approximate pka values for alcohols, water, and hydronium ion. Alcohols, ethers, and epoxides exhibit dipoledipole interactions because they have a bent structure with two polar bonds. Study flashcards on organic chemistry two chapter 9 alcohols, ethers and epoxides at. Because only two of the four groups around o are atoms, alcohols and ethers have a bent shape like h2o. Reactions of alcohols, ethers, epoxides, amines, and sulfurcontaining compounds 10 chemists search the world for plants and berries and the ocean for flora and fauna that might be used as the source of a lead compound for the development of a new drug. Reactions of ethers like the oh group of alcohols, or is a bad leaving group. A free powerpoint ppt presentation displayed as a flash slide show on id. Alcohols, ethers, and epoxides flashcards from garrett s. This terminology refers to alkyl substitution of the carbon atom bearing the hydroxyl group colored blue. This explains why ethers and alcohols are mutually soluble. Alcohols, ethers, and epoxides each contain an oxygen atom surrounded by two atoms and two nonbonded electron pairs, making the o atom tetrahedral and sp3 hybridized. Ncert solutions for class 12 chemistry chapter 11 alcohols. Preparation of ethers, epoxides, and thioethers 2014.
For the monofunctional alcohols, this common system consists of naming the alkyl group followed by the word alcohol. Class 12 chemistry revision notes for chapter 11 alcohols, phenols and ethers free pdf download. An epoxide is a cyclic ether with three ring atoms. Ethers, epoxides, and thioethers from alkynes ethers, epoxides, and thioethers from acid derivatives ethers. Alcohols are capable of intermolecular hydrogen bonding. The number of hydrogens on the carbon bearing the oh group does affect some chemical properties. Deprotonation of alcohols greatly increases their nucleophilicity and can be accomplished with. Thiols and sulfides o rh o rr o alcohols ethers epoxides ch 3ch 2och 2ch 3 och 3 o thiols sulfides episulfides mercaptans thioethers unstable s rh s s s ch 3ch 2c h 2sh cs sh sh h 2nchc ch 2 oh o sh h 2nchc ch 2 oh o ch 2 s ch 3 1 18.
In general, the co bonds of ethers have low reactivity. Organic chemistry two chapter 9 alcohols, ethers and. Chapter 11 the chemistry of ethers, epoxides, glycols, and sulfides solutions to intext problems 11. Thus, alcohols are more polar than ethers and epoxides. These rings approximately define an equilateral triangle, which makes it highly strained. Include cistrans or rs stereochemistry if necessary. Nomenclature in substitutive iupac nomenclature ethers are named as alkoxy derivative derivatives of alkanes.
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