Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 3, Problem 81P
Explain the following:
- a. 1-Hexanol has a higher boiling point than 3-hexanol.
- b. Diethyl ether has very limited solubility in water, but tetrahydrofuran is completely soluble.
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4. Draw structures for the following alcohols.
a.
butane-1,2-diol
2,4-dimethylcyclopentanol
C.
b.
d.
3-ethyl-4-methyloctan-1-ol
propane-1,2,3-triol
A primary alcohol has a hydroxyl group bonded to a(n)
a. aromatic carbon.
b. trisubstituted carbon.
c. disubstituted carbon.
d. singly substituted or unsubstituted carbon.
Please explain the chosen letter.
Which is NOT a physical property of alcohols or phenols?
a. Phenols are generally only slightly soluble in water.
b. The solubilities of normal primary alcohols in water decrease with increasing
molecular weight.
c. The hydroxyl group of an alcohol is nonpolar.
d. Due to hydrogen bonding, boiling points of alcohols are much higher than those
of corresponding alkanes.
Chapter 3 Solutions
Organic Chemistry
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 11PCh. 3.2 - Prob. 12PCh. 3.3 - Prob. 13PCh. 3.3 - Prob. 14P
Ch. 3.3 - Prob. 15PCh. 3.3 - Prob. 16PCh. 3.3 - What is each compounds systematic name?Ch. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 19PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Prob. 23PCh. 3.6 - Prob. 24PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 30PCh. 3.9 - Prob. 31PCh. 3.9 - Prob. 32PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.9 - Prob. 35PCh. 3.9 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - a. Draw all the staggered and eclipsed conformers...Ch. 3.10 - Prob. 38PCh. 3.10 - Using Newman projections, draw the most stable...Ch. 3.11 - The bond angles in a regular polygon with n sides...Ch. 3.11 - Prob. 41PCh. 3.11 - Prob. 42PCh. 3.12 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.13 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.13 - Using the data in Table 3.9, calculate the...Ch. 3.14 - Prob. 46PCh. 3.14 - Which has a higher percentage of the...Ch. 3.14 - For each of the following disubstituted...Ch. 3.14 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 53PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 63PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 66PCh. 3 - Prob. 67PCh. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 69PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Prob. 71PCh. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - Prob. 80PCh. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 85PCh. 3 - Using the data obtained in Problem 85, calculate...
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- For a simple distillation, explain: a) what is the observed effect that chain length has on their boiling points? Explain why this trend is observed. b) compare the boiling points of the branched alkanes to that of hexane. what is the observed effect of branching on boiling points? explain why this trend is observedarrow_forward1. How many total covalent bonds are present in the compound? (Please refer to the first image attached.) A. 8 B. 10 C. 12 D. 16 2. What is the correct IUPAC name for this compound? (Please refer to the second image attached.) A. 2,5,5-Trimethylhexane B. 2,2,5-Trimethylhexane C. 2,2,5-methylhexane D. 2,5,5-methylhexane 3. Which of the following is a tertiary alcohol? A. 2-Pentanol B. 2-Methyl-2-butanol C. 1-Butanol D. 2-Methyl-1-pentanolarrow_forward1. a. Draw the structures of the two isomers of dibromoethane. Name them by the IUPAC system. b. Draw out the structures of the two isomers of iodopropane. Name them by the IUPAC system. c. Draw the structures of the three isomers of dichloroethene. Name each one by the IUPAC system, indicating stereochemistry where relevant.arrow_forward
- 3. The reaction of water with alkene to produce an alcohol is a/an C. Combustion D. Addition reaction. A. Saponification B. Condensationarrow_forwardPart A: Write the structure for methyl propyl ether, an anesthetic known as Neothyl. Part B: Write the structure for dimethyl ether, used as a compressed gas to "freeze" warts from the skin. What alcohol is an isomer of dimethyl ether?arrow_forward2. Draw the correct structure for each: a. 4-ethyl-5-isopropyl-3-methyloctane b. 6,6-diethyl-3,5,5-trimethylnonanearrow_forward
- I need help, it is asking what alcohols can be used to produce the products.arrow_forwardWhat is the intermolecular force between carbon tetrachloride and water. What about carbon tetrachloride and cyclohexane? Is carbon tetrachloride more soluble in water or cyclohexane?arrow_forwardDraw a condensed structure and a skeletal structure for each of the following:a. sec-butyl tert-butyl ether e. 5-(1-methylethyl)nonane i. 3-ethoxy-2-methylhexaneb. isoheptyl alcohol f. triethylamine j. 5-(1,2-dimethylpropyl)nonanec. sec-butylamine g. 4-(1,1-dimethylethyl)heptane k. 3,4-dimethyloctaned. isopentyl bromide h. 5,5-dibromo-2-methyloctane l. 5-isopentyldecanearrow_forward
- Consider the following isomers of hexene: A. a disubstituted cis- alkene B. the geometric isomer of ISO C. a tri-substituted Z- alkene D. most stable alkene E. has the highest boiling point F.arrow_forward3. Dimethyl ether, H3C-O-CH3, is a gas at room temperature and insoluble in water. Draw a structural isomer of dimethyl ether that is much more soluble in water and explain the basis of its increased water solubility.arrow_forwardWhy are the boiling points of ethers similar to those of alkanes instead of alcohols? a) Both ether molecules and alkane molecules are polar, whereas alcohol molecules are nonpolar. b) Hydrogen bonding between ether molecules is strong and this property is similar to that of alkanes. However, hydrogen bonding is weaker in alcohols than it is in both ethers and alkanes. c) Although ether molecules are polar, they cannot form hydrogen bonds with other ether molecules. Similarly, alkane molecules do not form hydrogen bonds, whereas there is hydrogen bonding in alcohols. d) None of these are correct explanations.arrow_forward
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