EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 75P
Why are lower molecular weight alcohols more soluble in water than higher moleular weight alcohols?
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Which is NOT a physical property of alcohols or phenols?
O Phenols are generally only slightly soluble in water.
O The hydroxyl group of an alcohol is nonpolar.
The solubilities of normal primary alcohols in water
decrease with increasing molecular weight.
Boiling points of normal primary alcohols increase
with increasing molecular weight.
what is the trend in the oxidizability of alcohols?
How do the structure and number of carbons affect the solubility of alcohols in water?
Chapter 3 Solutions
EBK 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. 9PCh. 3.2 - Draw the structure for each of the following: a....Ch. 3.2 - Give each substituent on the nine-carbon chain a...Ch. 3.2 - Prob. 14P
Ch. 3.3 - What is each compounds systematic name?Ch. 3.3 - Prob. 16PCh. 3.3 - Prob. 17PCh. 3.3 - Prob. 18PCh. 3.3 - Prob. 19PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 21PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Prob. 25PCh. 3.6 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Draw condensed and skeletal structures for each of...Ch. 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. 32PCh. 3.9 - Prob. 33PCh. 3.9 - Prob. 34PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.10 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - Prob. 38PCh. 3.10 - Prob. 39PCh. 3.11 - a. Draw all the staggered and eclipsed conformers...Ch. 3.11 - Prob. 41PCh. 3.11 - Using Newman projections, draw the most stable...Ch. 3.12 - The bond angles in a regular polygon with n sides...Ch. 3.12 - Prob. 44PCh. 3.13 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.14 - Using the data in Table 3.9, calculate the...Ch. 3.14 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.15 - Prob. 48PCh. 3.15 - Which has a higher percentage of the...Ch. 3.15 - a. Draw the more stable chair conformer of...Ch. 3.15 - For each of the following disubstituted...Ch. 3.15 - a. Draw Newman projections of the two conformers...Ch. 3.15 - 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. 56PCh. 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. 66PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 69PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 72PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Draw the two chair conformers for each of the...Ch. 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 - What is each compound s systematic name?Ch. 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. 88PCh. 3 - Using the data obtained in Problem 85, calculate...Ch. 3 - Draw the conformers for the following...
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- Consider the following alcohol, rank them from the least soluble to the most soluble. Isobutyl alcohol 10.0% Sec-butyl alcohol 7.7% Tert-butyl alcohol N-butyl alcohol 9.1%arrow_forwardWhat is the importance of making sure that the correct process is done in the process of fermentation in making alcohols?arrow_forwardDrinking of too much alcohol cause liver cirrhosis because ethanol is converted to toxic * Acetone Ethanal Acetic acid Methyl ethanoate Ethers have lower boiling points compared to alcohols of comparable mass because they form dipole-dipole interaction among themselves. they cannot form hydrogen bond among themselves. they can form hydrogen bond with water. they are solvents in organic reactions. Dehydration of two molecules of methanol under acidic condition (H2SO4) at high temperature will produce * Acetone Ethanal Acetic acid Methoxymethanearrow_forward
- Describe chemical properties of alcohols (intermolecular dehydration, intramolecular dehydration).arrow_forwardwhy do some ethers with the same molecular formulas as their respective alcohols have a lower boiling point?arrow_forwardWhich of the following alcohols is least likely to be soluble in water? 3-pentanol 2-butanol 1,2-ethanediol 1,2,3-propanetriol Methanolarrow_forward
- Explain why many alcohols are soluble in water. What part of an alcohol will limit its solubility in water? What part of an alcohol may make it soluble in water?arrow_forwardTo escape taxes and duties commonly levied upon alcohol, the methanol content in methylated spirits used in solvents is usually up to 5%, and therefore mainly consist of ethyl alcohol (>90%).Name and describe the intermolecular forces that are responsible for methylated spirits to dissolve in a polar solvent such as water.arrow_forwardWhich of the following statements concerning the physicalproperties of alcohols is incorrect a. Alcohol solubility in water decreases as the carbon chain length increases b. Alcohol solubility in water decreases as the number of -OH groups present increases c. Alcohol boiling points increases as C chain length increases. d. C1 to C4 straight-chain alcohols are liquids at room temperaturearrow_forward
- Write equations showing the dehydration of an alcohol.arrow_forward7. Draw a circle around the compound in each horizontal row with the greatest water solubility and draw a rectangle around the compound with the lowest solubility in water. 1-pentanol 1-hexanol 1-octanol methanol OH Но OH Но НО 8. Classify the alcohols below as 1° or 2º or 3º. OH HO HO OHarrow_forwardDifferentiate the three types of alcohols. Give an example of eacharrow_forward
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