Introduction to General, Organic and Biochemistry
11th Edition
ISBN: 9781285869759
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 17, Problem 17.60P
17-60 1-Propanol can be prepared by the reduction of an
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Which of the isomeric C4H₁0O alcohols can be prepared by hydrogenation of aldehydes?
Which can be prepared by hydrogenation of ketones? Which cannot be prepared by
hydrogenation of a carbonyl compound?
Hydrolysis of an acetal in an acid solution would yield
O a) an aldehyde, a ketone, and one alcohol
b) an aldehyde, a ketone, and two alcohols
c) an aldehyde or a ketone and one alcohol
O d) an aldehyde or a ketone and two alcohols
When 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 cyclohexanoneWrite the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide Why doesn’t the cis isomer yield the oxide?Write the mechanism for each of the two reactions. .
Chapter 17 Solutions
Introduction to General, Organic and Biochemistry
Ch. 17.2 - Problem 17-1 Wrtie the IUPAC name for each...Ch. 17.2 - Prob. 17.2PCh. 17.2 - Prob. 17.3PCh. 17.4 - Prob. 17.4PCh. 17.4 - Prob. 17.5PCh. 17.4 - Problem 17-6 Show the reaction of benzaldehyde...Ch. 17.4 - Problem 17-7 Identify all hemiacetals and acetals...Ch. 17.5 - Prob. 17.8PCh. 17 - 17-9 Answer true or false. (a) The one aldehyde...Ch. 17 - Prob. 17.10P
Ch. 17 - 17-11 What is the difference in structure between...Ch. 17 - 17-12 Is it possible for the carbon atom of a...Ch. 17 - 17-13 Which compounds contain carbonyl groups?Ch. 17 - 17-14 Following are structural formulas for two...Ch. 17 - 17-15 Draw structural formulas for the four...Ch. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - 17-18 Draw structural formulas for these ketones....Ch. 17 - 17-19 Write the JUPAC names for these compounds.Ch. 17 - Prob. 17.20PCh. 17 - 17-2 1 Explain why each name is incorrect. Write...Ch. 17 - Prob. 17.22PCh. 17 - Prob. 17.23PCh. 17 - 17-24 In each pair of compounds, select the one...Ch. 17 - Prob. 17.25PCh. 17 - 17-26 Account for the fact that acetone has a...Ch. 17 - 17-27 Pentane, 1-butanol, and butanal all have...Ch. 17 - 17-28 Show how acetaldehyde can form hydrogen...Ch. 17 - 17-29 Why can’t two molecules of acetone form a...Ch. 17 - 17-30 Answer true or false. (a) The reduction of...Ch. 17 - 17-3 1 Draw a structural formula for the principal...Ch. 17 - Prob. 17.32PCh. 17 - 17-33 What simple chemical test could you use to...Ch. 17 - 17-34 Explain why liquid aldehydes are often...Ch. 17 - 17-35 Suppose that you take a bottle of...Ch. 17 - 17-36 Explain why the reduction of an aldehyde...Ch. 17 - Prob. 17.37PCh. 17 - Prob. 17.38PCh. 17 - Prob. 17.39PCh. 17 - Prob. 17.40PCh. 17 - Prob. 17.41PCh. 17 - Prob. 17.42PCh. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Prob. 17.46PCh. 17 - 17-47 What is the characteristic structural...Ch. 17 - Prob. 17.48PCh. 17 - Prob. 17.49PCh. 17 - Prob. 17.50PCh. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - Prob. 17.53PCh. 17 - 17-54 Following is the structure of...Ch. 17 - Prob. 17.55PCh. 17 - Prob. 17.56PCh. 17 - Prob. 17.57PCh. 17 - Prob. 17.58PCh. 17 - Prob. 17.59PCh. 17 - 17-60 1-Propanol can be prepared by the reduction...Ch. 17 - Prob. 17.61PCh. 17 - 17-62 Show how to bring about these conversions....Ch. 17 - Prob. 17.63PCh. 17 - Prob. 17.64PCh. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - 17-67 Draw structural formulas for these...Ch. 17 - Prob. 17.68PCh. 17 - 17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C)...Ch. 17 - 17-70 What simple chemical test could you use to...Ch. 17 - Prob. 17.71PCh. 17 - 17-72 The following molecule is an enediol; each...Ch. 17 - 17-73 Alcohols can be prepared by the...Ch. 17 - 17-74 Glucose, C6H12O6, contains an aldehyde group...Ch. 17 - Prob. 17.75PCh. 17 - Prob. 17.76PCh. 17 - Prob. 17.77PCh. 17 - 17-78 Complete the following equation for these...Ch. 17 - 17-79 Write an equation for each conversion. (a)...
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- Oxidation of an aldehyde into a carboxylic acid requires the addition of: * An oxidizing agent A reducing agent A strong base A strong acidarrow_forwardDraw the product of the reaction between a ketone and an alcohol. Include all hydrogen atoms in the product. རྐང་པའི H* +1 mole equiv. CH, HỌ CH, CH Select Draw Rings More G c Q2Q Erase How would you classify the product of the reaction? Note that a hemiacetal formed from a ketone is also called a hemiketal; an acetal formed from a ketone is also called a ketal. 00 The product is a ketone. The product is a hemiketal. The product is an alcohol. The product is a ketal.arrow_forward1-propanol + hydrobromic acid →arrow_forward
- When 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 i. Write the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide. ii. Why doesn’t the cis isomer yield the oxide?. iii. Write the mechanism for each of the two reactions.arrow_forwardDefine carboxylationarrow_forwardWhich substances can react with potassium borohydride, converting the product into alkene alcohol (assuming complete reaction)?arrow_forward
- Draw the structural formula for each of the following and give the classification 10, 20, 30. Draw any oxidation products resulting from a reaction with chromic acid. cyclopropanol 1-methylcyclobutanol 2-methyl-1-hexanol 1-methylcyclohexanol 3-methylcyclohexanol 2,2-dimethylcyclohexanolarrow_forwardHow may acids be obtained from alcohols and aldehydes?arrow_forwardDraw and name all phenols with the formula C7H8O.arrow_forward
- Dehydration chemical reaction of alcohols in the presence of dehydrating agent can produce alkene compounds. O True O Falsearrow_forward12) Which of the following compounds can react with ethanol to form an ester? benzoyl bromide benzamide 3,5-dinitroaniline benzaldehyde 4-ethoxybenzenearrow_forwardThe reduction of a carbonyl-containing compound with H2 in the presence of a catalyst produced the following compound. Write the new IUPAC name of the original carbonyl-containing compound. CH,CHCH,CH,OH CH,arrow_forward
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