Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 10, Problem 10.74P
Lactones, cyclic esters such as compound A, are prepared by halolactonization, an addition reaction to an
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Chapter 10 Solutions
Organic Chemistry
Ch. 10 - Prob. 10.1PCh. 10 - Problem 10.2 How many degrees of unsaturation are...Ch. 10 - Give an example of a compound with molecular...Ch. 10 - Give the IUPAC name for each alkene.Ch. 10 - Give the IUPAC name for each polyfunctional...Ch. 10 - Prob. 10.6PCh. 10 - Prob. 10.7PCh. 10 - Prob. 10.8PCh. 10 - Prob. 10.9PCh. 10 - Problem 10.10 Rank the following isomers in order...
Ch. 10 - Linolenic acidTable 10.2 and stearidonic acid are...Ch. 10 - Prob. 10.12PCh. 10 - Prob. 10.13PCh. 10 - Prob. 10.14PCh. 10 - Prob. 10.15PCh. 10 - Prob. 10.16PCh. 10 - Prob. 10.17PCh. 10 - Prob. 10.18PCh. 10 - Prob. 10.19PCh. 10 - Which compounds A-D in Figure 10.12 are formed by...Ch. 10 - What two alkenes give rise to each alcohol as the...Ch. 10 - Prob. 10.22PCh. 10 - Problem 10.23 Draw the products of each reaction,...Ch. 10 - Problem 10.24 Draw all stereoisomers formed in...Ch. 10 - Prob. 10.25PCh. 10 - Prob. 10.26PCh. 10 - Borane is sold for laboratory use as a complex...Ch. 10 - What alkylborane is formed from hydroboration of...Ch. 10 - Draw the products formed when each alkene is...Ch. 10 - What alkene can be used to prepare each alcohol as...Ch. 10 - Prob. 10.31PCh. 10 - Draw the products of each reaction using the two...Ch. 10 - Problem 10.31 Devise a synthesis of each compound...Ch. 10 - Give the IUPAC name for each compound. a.b.Ch. 10 - a Label the carbon-carbon double bond in A as E or...Ch. 10 - Prob. 10.36PCh. 10 - Calculate the number of degrees of unsaturation f...Ch. 10 - Prob. 10.38PCh. 10 - The fertility drug clomiphene trade name Clomid is...Ch. 10 - Give the IUPAC name for each compound. a....Ch. 10 - Give the structure corresponding to each name. a....Ch. 10 - 10.40 (a) Draw all possible stereoisomers of, and...Ch. 10 - Prob. 10.43PCh. 10 - 10.42 Now that you have learned how to name...Ch. 10 - Prob. 10.45PCh. 10 - Prob. 10.46PCh. 10 - Prob. 10.47PCh. 10 - Prob. 10.48PCh. 10 - By using the bond dissociation energies in...Ch. 10 - Prob. 10.50PCh. 10 - Repeat Problem 10.50 with CH32C=CH2 as the...Ch. 10 - What alkene can be used to prepare each alkyl...Ch. 10 - Prob. 10.53PCh. 10 - Draw the constitutional isomer formed in each...Ch. 10 - Prob. 10.55PCh. 10 - Draw all stereoisomers formed in each reaction....Ch. 10 - Prob. 10.57PCh. 10 - Prob. 10.58PCh. 10 - Prob. 10.59PCh. 10 - Draw a stepwise mechanism for the following...Ch. 10 - Draw a stepwise mechanism for each reaction. a.b.Ch. 10 - Draw a stepwise mechanism that shows how all three...Ch. 10 - Less stable alkenes can be isomerized to more...Ch. 10 - Prob. 10.64PCh. 10 - Prob. 10.65PCh. 10 - Bromoetherification, the addition of the elements...Ch. 10 - Devise a synthesis of each product from the given...Ch. 10 - Prob. 10.68PCh. 10 - Prob. 10.69PCh. 10 - Prob. 10.70PCh. 10 - 10.66 Explain why A is a stable compound but B is...Ch. 10 - Prob. 10.72PCh. 10 - Prob. 10.73PCh. 10 - 10.69 Lactones, cyclic esters such as compound A,...Ch. 10 - 10.70 Draw a stepwise mechanism for the following...Ch. 10 - 10.71 Like other electrophiles, carbocations add...Ch. 10 - 10.72 Draw a stepwise mechanism for the...
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- The foul odor of rancid butter is caused by butyric acid, CH3CH2CH2CO2H. (a) Draw the Lewis structure and determine the oxidation number and hybridization for each carbon atom in the molecule. (b) The esters formed from butyric acid are pleasant-smelling compounds found in fruits and used in perfumes. Draw the Lewis structure for the ester formed from the reaction of butyric acid with 2-propanol.arrow_forwardName and draw a structural formula for the product of each alkene addition reaction. (a) (b)arrow_forward1. Esters can be formed by the condensation of a carboxylic acid with the hydroxyl group of an alcohol or phenol. a) Use structures to show the condensation of acetic acid (IUPAC: ethanoic acid) with the hydroxyl of cyclohexanol. b) Explain why 'condensation' is an appropriate name for this reaction. c) You'll synthesize the ester in aspirin by condensing the phenol group of salicylic acid not with acetic acid, but with acetic anhydride. Explain why the experiment calls for the use of an anhydride, rather than an acid.arrow_forward
- II- Chemical Reactions of Aldehydes and Ketones. 1. Draw the structural formula of the organic product when each of the following aldehydes is oxidized to carboxylic acid. a) Ethanal b) Pentanal c) Formaldehydes d) 3,4-dichlorohexanal 2. What are the characteristics of a positive Tollens test for aldehydes? 3. What is the oxidizing agent in Tollens solution? 4. What are the characteristics of a positive Benedict's test for aldehydes? 5. What is the oxidizing agent in benedict's solution?arrow_forwardCompound W has a molecular weight of 201g/mol.arrow_forwardWhen trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone A.Write the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide B.Why doesn’t the cis isomer yield the oxide? C.Write the mechanism for each of the two reactions.arrow_forward
- Alcohols undergo dehydration reactions in the presence of an acid catalyst. Which of the following compounds yields only a single alkene product upon dehydration?arrow_forwardWhat reactions are needed to convert alcohol A to either alkyne B oralkyne C?arrow_forwardDuring the purification of banana oil, Isoamyl acetate, pentane is separated from the desired product by distillation. How is this possible?arrow_forward
- True or falsearrow_forwardPart A: Draw the line-angle formula for methyl propanoate Part B: Draw the product of the reaction of ethylmethylamine with water Part C: Draw the product of the neutralization of ethylmethylamine with HBrarrow_forwardCan acetone react with sodium bicarbonate (NaHCO3)? Why or why not?arrow_forward
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