Organic Chemistry, Books a la Carte Edition (8th Edition)
Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
Question
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Chapter 3.10, Problem 38P

(a)

Interpretation Introduction

Interpretation:

Given set of compounds has to be ranked from most soluble to least soluble in water.

Concept introduction:

Solubility:

The general rule that in solubility is like dissolve like, in other words, polar compounds dissolve in polar solvents, and non-polar compounds dissolve in non-polar solvents.

Polarity:

The polar solvent such as a water has partial charges that can interact with the partial charges on a polar compound.  The negative poles of the solvent molecule surround the positive pole of the polar compound and the positive pole of polar compound.  The clustering of the solvent molecules around the polar molecules separates them from each other, which is make them dissolve.

Non-polarity:

The non-polar compounds have no charge; polar solvents are not attached to them.  For a non-polar molecule to dissolve in polar solvent, the non-polar molecule would have to push the water molecules apart, disrupting their hydrogen bonding.

(b)

Interpretation Introduction

Interpretation:

Given set of compounds has to be ranked from most soluble to least soluble in water.

Concept introduction:

Solubility:

The general rule that in solubility is like dissolve like, in other words, polar compounds dissolve in polar solvents, and non-polar compounds dissolve in non-polar solvents.

Polarity:

The polar solvent such as a water has partial charges that can interact with the partial charges on a polar compound.  The negative poles of the solvent molecule surround the positive pole of the polar compound and the positive pole of polar compound.  The clustering of the solvent molecules around the polar molecules separates them from each other, which is make them dissolve.

Non-polarity:

The non-polar compounds have no charge; polar solvents are not attached to them.  For a non-polar molecule to dissolve in polar solvent, the non-polar molecule would have to push the water molecules apart, disrupting their hydrogen bonding.

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1: Select any compounds that fits the CnH2n rule:   2: Rank the following compounds from lowest (1) to highest (4) water solubility.
Which of the following molecules would exhibit the property listed: A. CH3CH2CH2CH2CH3 B. CH3CH2CCH2CH3 C. CH,CH,&COCH.CH, CH3CH2COCH2CH3 D. CH,CH,CH,CH,CH₂OH 1. Compound D Lowest melting point 2. Compound A 3. Compound B Highest water solubility 4. Compound C
Which of the following is the most soluble in water? CH3CH2CH2CH2CH;OH CH3CH2CH2CH2CH2CH3 CH3OH

Chapter 3 Solutions

Organic Chemistry, Books a la Carte Edition (8th Edition)

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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