Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 13, Problem 56P
14-66 1,4-Butanediol, hexane, and 1-pentanol have
similar molecular weights. Their boiling points, arranged from lowest to highest, are 69°C, 138°C, and 230°C. Which compound has which boiling point?
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Students have asked these similar questions
17-24 In each pair of compounds, select the one with the
higher boiling point.
(a) Acetaldehyde or ethanol
(b) Acetone or 3-pentanone
(c) Butanal or butane
(d) Butanone or 2-butanol
For the ketone displayed below, choose the name that follows IUPAC
guidelines.
CH,—CH,−C−CH,—CH,
(Hint: For this molecule, pay attention to the longest continuous carbon chain, which has 8
carbons. You may first want to redraw the formula to have the longest carbon chain on a
horizontal plane to facilitate naming.)
O 6-ethyl-6-methyl-3-hexanone
O 6-methyl-3-octanone
6-ethyl-3-heptanone
CH₂ CH3
|
CH-CH3
I
2-ethyl-5-heptanone
6,7-dimethyl-3-heptanone
Follow the instructions carefully. Complete the following reactions. Give the Iupac Name of the major organic products.
Chapter 13 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 13.1 - Prob. 13.1QCCh. 13.1 - Prob. 13.2QCCh. 13.2 - Problem 14-3 Draw structural formulas for the...Ch. 13.2 - Prob. 13.4QCCh. 13.2 - Prob. 13.5QCCh. 13.3 - Problem 14-6 Write the common name for each ether.Ch. 13.4 - Prob. 13.7QCCh. 13.4 - Prob. 13.8QCCh. 13 - 14-8 Answer true or false. The functional group of...Ch. 13 - 14-9 What is the difference in structure between a...
Ch. 13 - 14-10 Which of the following are secondary...Ch. 13 - 14-11 Which of the alcohols in Problem 14-10 are...Ch. 13 - 14-12 Write the 1UPAC name of each compound. (e)...Ch. 13 - Prob. 6PCh. 13 - Prob. 7PCh. 13 - 14-15 Both alcohols and phenols contain an —OH...Ch. 13 - Prob. 9PCh. 13 - 14-17 Explain in terms of noncovalent interactions...Ch. 13 - Prob. 11PCh. 13 - Prob. 12PCh. 13 - 14-20 Show hydrogen bonding between methanol and...Ch. 13 - 14-21 Show hydrogen bonding between the oxygen of...Ch. 13 - 14-22 Arrange these compounds in order of...Ch. 13 - 14-23 Arrange these compounds in order of...Ch. 13 - 14-24 2-Propanol (isopropyl alcohol) is commonly...Ch. 13 - Prob. 18PCh. 13 - Prob. 19PCh. 13 - Prob. 20PCh. 13 - 14-28 Give the structural formula of an alkene or...Ch. 13 - Prob. 22PCh. 13 - 14-30 Show how to distinguish between cyclohexanol...Ch. 13 - 14-31 Compare the acidity of alcohols and phenols,...Ch. 13 - 14-32 Both 2,6-diisopropylcyclohexanol and the...Ch. 13 - 14-33 Write equations for the reaction of...Ch. 13 - 14-34 Write equations for the reaction of...Ch. 13 - 14-35 Write equations for the reaction of each of...Ch. 13 - 14-36 Show how to convert cyclohexanol to these...Ch. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - 14-39 Name two important alcohols derived from...Ch. 13 - 14-40 Name two important alcohols derived from...Ch. 13 - Prob. 34PCh. 13 - 14-42 Write the common name for each ether. ch3...Ch. 13 - Prob. 36PCh. 13 - 14-44 Answer true or false. (a) The functional...Ch. 13 - Prob. 38PCh. 13 - Write the common name for each thiol in Problem 38...Ch. 13 - 14-47 Following are structural formulas for...Ch. 13 - 14-48 Explain why methanethiol, CH3SH, has a lower...Ch. 13 - 14-49 Answer true or false. Today, the major...Ch. 13 - (Chemical Connections 13A ) As stated in the...Ch. 13 - Prob. 44PCh. 13 - Prob. 45PCh. 13 - Prob. 46PCh. 13 - Prob. 47PCh. 13 - (Chemical Connections 13D ) Show that enflurane...Ch. 13 - Prob. 49PCh. 13 - 14-60 Write a balanced equation for the complete...Ch. 13 - 14-61 Knowing what you do about electronegativity,...Ch. 13 - 14-62 Draw structural formulas and write IUPAC...Ch. 13 - Prob. 53PCh. 13 - 14-64 Explain why the boiling point of ethylene...Ch. 13 - Prob. 55PCh. 13 - 14-66 1,4-Butanediol, hexane, and 1-pentanol have...Ch. 13 - 14-67 Of the three compounds given in Problem...Ch. 13 - Prob. 58PCh. 13 - 14-69 Show how to prepare each compound from...Ch. 13 - 14-70 Show how to prepare each compound from...Ch. 13 - 14-71 The mechanism of the acid-catalyzed...Ch. 13 - Prob. 62PCh. 13 - 14-73 Lipoic acid is a growth factor for many...Ch. 13 - 14-74 Following is a structural formula for the...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Prob. 67PCh. 13 - 14-78 Consider alkenes A, B, and C. each of which...Ch. 13 - Prob. 69P
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- The heat of combustion of methane, a component of natural gas, is 212 kcal/mol. That of propane, a component of LP gas, is 530 kcal/mol. On a gram- for-gram basis, which hydrocarbon is the better source of heat energy?arrow_forward14-28 Give the structural formula of an alkene or alkenes from which each alcohol can be prepared. 2-Butanol 1-Methylcyclohexanol 3-Hexanol 2-Methyl-2-pentanol Cyclopentanolarrow_forwardAs stated in Section 11-9, the wax found in apple skins is an unbranched alkane with the molecular formula C^H^. Explain how the presence of this alkane in apple skins prevents the loss of moisture from within the apple.arrow_forward
- 13-3 What is the difference in structure between a saturated and an unsaturated hydrocarbon?arrow_forward13-53 Write the structural formula for the product of each reaction.arrow_forward13-51 Draw structural formulas for these compounds, (a) 1-Phenylcyclopropanol (b) Styrene (c) m-Bromophenol (d)4-Nitrobenzoic acid (e) Isobutylbenzene (Dm-Xylenearrow_forward
- 13-39 (Chemical Connections 13B) What is a carcinogen What kind of carcinogen is found in cigarette smoke?arrow_forwardAmong the ingredients listed in one commercial foam shaving gel are isobutane and isopentane. Write the 1UPAC name of each hydrocarbon. Why are these two hydrocarbons added to the formulation of the shaving gel?arrow_forward14-47 Following are structural formulas for 1-butanol and 1-butanethiol. One of these compounds has a boiling point of 98°C and the other has a boiling point of 117°C. Which compound has which boiling point? ch3ch2ch2ch,oh ch3ch2ch2ch2sh 1-Butanol 1-Butanethiolarrow_forward
- Assign each of the compounds in Problem 13-107 an IUPAC name in which the substituents on the benzene ring are located using the ortho-, meta-, para-prefix system.arrow_forward11-48 How are the boiling points of hydrocarbons during petroleum refining related to their molecular weight?arrow_forward14-31 Compare the acidity of alcohols and phenols, which are both classes of organic compounds that contain an —OH group.arrow_forward
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