Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 3.6, Problem 22P
Give each of the following a systematic name and indicate whether each is a primary, secondary, or tertiary alcohol:
a. CH3CH2CH2CH2CH3OH
b.
c.
d.
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i. Why is the boiling point of the aldehyde greater than that of the alkane? ii. Why is the boiling point of alcohol the highest? iii. Explain why the solubility of aldehydes and alcohols falls as the molecules get bigger.
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 observed
a) Write the name
b) draw the structure
product formed from the reaction of 3-methylpent-2-ene
1) H2O in the presence of H2SO4
2)ethanol in the presence of H2SO4
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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- For each of the following alcohols, give the systematic name and specify whether the alcohol is primary, secondary, or tertiary. a. b. c.arrow_forward. Give the systematic name for each of the following alcohols. Indicate whether the alcohol is primary, secondary, or tertiary. a. b. c. d.arrow_forwardWhy do alcohols have boiling points much higher than hydrocarbons of similar molecular weight? a. Alcohols have greater van der Waals attraction forces.b. Alcohol molecules have greater molecular symmetry.c. Hydrogen bonds must be broken in the process of volatilization.d. Alcohols must overcome greater ionic forces in the process of volatilization.arrow_forward
- Classify the following alcohols as primary, secondary, or tertiary: a. b. CH3CH2CH2CH2OH c.arrow_forward37) Which of the ff statement/s is/are true about the properties of alkanes?a. Alkanes are generally unreactive.b. The boiling point of alkanes is not affected by its structure.c. Both A & B are true.d. The products of combustion of an alkane are carbon monoxide and water.e. All of the abovearrow_forwardClassify the alcohol below as primary, secondary, or tertiary.arrow_forward
- Molecule Type Boiling point (°C) CH3CH2CH3 Alkane -42 CH3CHO Aldehyde +21 CH3CH2OH Alcohol +78 i. Why is the boiling point of the aldehyde greater than that of the alkane?ii. Why is the boiling point of alcohol the highest?iii. Explain why the solubility of aldehydes and alcohols falls as the molecules get bigger.arrow_forward(a) Write a chemical equation involving structural formulas for the catalytic cracking of decane into an alkaneand an alkene that contain equal numbers of carbonatoms. Assume that both products have straight chainsof carbon atoms.(b) Draw and name one other isomer of the alkene.arrow_forwardFor the compound linked (in the image) a.) identify the class of the organic compound b.) draw the condensed structural formula and write down the chemical formula c.) draw one structural isomer of this compound d.) draw the 2 products as a result of step-wise oxidation of the compound abovearrow_forward
- Please help me with this List practical and industrial uses of both alcohols and ethers in organic chemistry (Make a charge) also list out environment impacts for both alcarrow_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_forwarda. Name each of the following alcohols. b. Name each of the following alcohols, including the stereochemistry if cis-trans isomers are possible.arrow_forward
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