- 9.9.1: Draw all constitutional isomers having molecular formula C4H10O. Cl...
- 9.9.2: Classify each OH group in cortisol as 1, 2, or 3. Cortisol is a hor...
- 9.9.3: Give the IUPAC name for each compound. a. OH b. CH3 OH c. OH
- 9.9.4: Give the structure corresponding to each name. a. 7,7-dimethyl-4-oc...
- 9.9.5: Name each of the following ethers. a. CH3 O CH2CH2CH2CH3 b. OCH3 c....
- 9.9.6: Name each simple ether as an alkoxy alkane: (a) (CH3CH2)2O, an anes...
- 9.9.7: Name each epoxide. a. CH3 O (two ways) b. CH3 O c. H H (two ways) O
- 9.9.8: Rank the following compounds in order of increasing boiling point. ...
- 9.9.9: Explain why dimethyl ether (CH3)2O and ethanol (CH3CH2OH) are both ...
- 9.9.11: Predict the solubility of eplerenone and tiotropium bromide in wate...
- 9.9.12: Draw the organic product of each reaction and classify the product ...
- 9.9.13: Draw two different routes to each ether and state which route, if a...
- 9.9.14: Draw the products of each reaction. a. CH3CH2CH2 OH + NaH c. OH [2]...
- 9.9.15: Draw the products formed when each alcohol undergoes dehydration wi...
- 9.9.16: Rank the alcohols in each group in order of increasing reactivity w...
- 9.9.17: Draw the structure of each transition state in the three-step mecha...
- 9.9.18: Draw the structure of each transition state in the two-step mechani...
- 9.9.19: What other alkene is also formed along with Y in Sample 9.3? What a...
- 9.9.21: Explain how the reaction of (CH3)2CHCH(Cl)CH3 with H2O yields two s...
- 9.9.22: Draw the products of each reaction. a. CH3 C CH3 OH CH2CH3 HCl b. O...
- 9.9.23: Draw the products of each reaction, indicating the stereochemistry ...
- 9.9.24: What is the major product formed when each alcohol is treated with ...
- 9.9.25: If the reaction of an alcohol with SOCl2 and pyridine follows an SN...
- 9.9.26: If the reaction of an alcohol with PBr3 follows an SN2 mechanism, w...
- 9.9.27: Draw the organic products formed in each reaction, and indicate the...
- 9.9.28: Draw two steps to convert (CH3)2CHOH into each of the following com...
- 9.9.29: Draw the products of each reaction, and indicate the stereochemistr...
- 9.9.31: Draw the products formed when (2S)-2-butanol is treated with TsCl a...
- 9.9.32: Draw the product formed when (CH3)2CHOH is treated with each reagen...
- 9.9.33: What alkyl halides are formed when each ether is treated with HBr? ...
- 9.9.34: Explain why the treatment of anisole with HBr yields phenol and CH3...
- 9.9.35: Explain why cyclopropane, which has a strained three-membered ring ...
- 9.9.36: Draw the product of each reaction, indicating the stereochemistry a...
- 9.9.37: The cis and trans isomers of 2,3-dimethyloxirane both react with OH...
- 9.9.38: Draw the product of each reaction. a. O CH3 HBr c. O CH3CH2 H CH3CH...
- 9.9.39: a. Draw the structure of a 1, 2, and 3 alcohol with molecular formu...
- 9.9.41: Name each ether and epoxide. a. O c. O e. O CH2CH3 b. OCH2CH2CH3 d....
- 9.9.42: Give the structure corresponding to each name. a. 4-ethyl-3-heptano...
- 9.9.43: Draw the eight constitutional isomers with molecular formula C5H12O...
- 9.9.44: Rank each group of compounds in order of: a. increasing boiling poi...
- 9.9.45: Explain the observed trend in the melting points of the following t...
- 9.9.46: Why is the boiling point of 1,3-propanediol (HOCH2CH2CH2OH) higher ...
- 9.9.47: Draw the organic product(s) formed when CH3CH2CH2OH is treated with...
- 9.9.48: Draw the organic product(s) formed when 1-methylcyclohexanol is tre...
- 9.9.49: What alkenes are formed when each alcohol is dehydrated with TsOH? ...
- 9.9.51: Draw the products formed when CH3CH2CH2CH2OTs is treated with each ...
- 9.9.52: Draw the products of each reaction and indicate stereochemistry aro...
- 9.9.53: Draw the substitution product formed (including stereochemistry) wh...
- 9.9.54: Draw a stepwise mechanism for each reaction. a. H2SO4 OH CH3 CH3 CH...
- 9.9.55: Consider the four compounds A, B, C, and D. (a) Draw all possible a...
- 9.9.56: Although alcohol V gives a single alkene W when treated with POCl3 ...
- 9.9.57: Sometimes carbocation rearrangements can change the size of a ring....
- 9.9.58: Indicate the stereochemistry of the alkyl halide formed when (3S)-3...
- 9.9.59: Explain the following observation. When 3-methyl-2-butanol is treat...
- 9.9.61: An allylic alcohol contains an OH group on a carbon atom adjacent t...
- 9.9.62: When CH3CH2CH2CH2OH is treated with H2SO4 + NaBr, CH3CH2CH2CH2Br is...
- 9.9.63: Draw a stepwise, detailed mechanism for the following reaction. O O...
- 9.9.64: Draw a stepwise, detailed mechanism for the following intramolecula...
- 9.9.65: Draw two different routes to each of the following ethers using a W...
- 9.9.66: Explain why it is not possible to prepare the following ether using...
- 9.9.67: Draw the products formed when each ether is treated with two equiva...
- 9.9.68: Draw a stepwise mechanism for each reaction. a. O (2 equiv) HI I + ...
- 9.9.69: Draw a stepwise, detailed mechanism for the following reaction.OC(C...
- 9.9.71: Draw the products of each reaction. a. O CH3 H CH3 H CH3CH2OH H2SO4...
- 9.9.72: When each halohydrin is treated with NaH, a product of molecular fo...
- 9.9.73: Devise a stepwise mechanism for the following reaction. O O CI + CH...
- 9.9.74: Answer the following questions about alcohol A. HO A a. Give the IU...
- 9.9.75: Draw the products of each reaction, and indicate the stereochemistr...
- 9.9.76: Prepare each compound from CH3CH2CH2CH2OH. More than one step may b...
- 9.9.77: Prepare each compound from cyclopentanol. More than one step may be...
- 9.9.78: Identify the reagents (ah) needed to carry out each reaction. OH Br...
- 9.9.79: Propranolol, an antihypertensive agent used in the treatment of hig...
- 9.9.81: Epoxides are converted to allylic alcohols with nonnucleophilic bas...
- 9.9.82: Rearrangements can occur during the dehydration of 1 alcohols even ...
- 9.9.83: 1,2-Diols are converted to carbonyl compounds when treated with str...
- 9.9.84: Draw a stepwise mechanism for the following reaction. O O OH I NaOH...
Solutions for Chapter 9: Alcohols, Ethers, and Epoxides
Full solutions for Organic Chemistry | 3rd Edition
ISBN: 9780077354725
This textbook survival guide was created for the textbook: Organic Chemistry, edition: 3. Since 76 problems in chapter 9: Alcohols, Ethers, and Epoxides have been answered, more than 220551 students have viewed full step-by-step solutions from this chapter. Organic Chemistry was written by and is associated to the ISBN: 9780077354725. This expansive textbook survival guide covers the following chapters and their solutions. Chapter 9: Alcohols, Ethers, and Epoxides includes 76 full step-by-step solutions.
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alkynes
Compounds containing a carbon-carbon triple bond.
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alkynide ion
The conjugate base of a terminal alkyne.
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alpha (a) helix
For proteins, a feature of secondary structure that forms when a portion of the protein twists into a spiral.
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Androgen
A steroid hormone, such as testosterone, that mediates the development of sexual characteristics of males.
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Antiaromatic compound
A monocyclic compound that is planar or nearly so, has one 2p orbital on each atom of the ring, and has 4n p electrons in the cyclic arrangement of overlapping 2p orbitals, where n is an integer. Antiaromatic compounds are especially unstable
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Avogadro’s number (NA)
The number of 12C atoms in exactly 12 g of 12C; it equals 6.022 * 1023 mol-1. (Section 3.4)
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bimolecular
For mechanisms, a step that involves two chemical entities.
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bridgeheads
In a bicyclic system, the carbon atoms where the rings are fused together.
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chemical energy.
Energy stored within the structural units of chemical substances. (6.1)
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Cis
A prefi x meaning on the same side
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Deactivating group
Any substituent on a benzene ring that causes the rate of electrophilic aromatic substitution to be lower than that for benzene.
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E
For alkenes, a stereodescriptorthat indicates that the two priority groups are on opposite sides of the p bond.
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elimination
A reaction involving the loss of a leaving group and formation of a p bond.
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ether
A compound in which two hydrocarbon groups are bonded to one oxygen. (Section 24.4)
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Fischer esterification
A process in which a carboxylic acid is converted into an ester when treated with an alcohol in the presence of an acid catalyst.
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Friedel-Crafts reaction
An electrophilic aromatic substitution in which a hydrogen of an aromatic ring is replaced by an alkyl or acyl group.
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glass
An amorphous solid formed by fusion of SiO2, CaO, and Na2O. Other oxides may also be used to form glasses with differing characteristics. (Section 22.10)
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mass spectrometry
The study ofthe interaction between matter and an energysource other than electromagnetic radiation. Massspectrometry is used primarily to determine the molecular weight and molecular formula of a compound.
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secondary structure
The threedimensional conformations of localized regions of a protein, including helices and b-pleated sheets.
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solid
Matter that has both a definite shape and a definite volume. (Section 1.2)