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Topic: Simple Organic Chemistry  (Read 6343 times)

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Offline RHSLilSweetie07

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Simple Organic Chemistry
« on: February 11, 2007, 05:44:23 PM »
1. Consider the compounds:
I. CH3COOH
II. CH3(CH2)4COOH
III. CH3(CH2)4COONa
IV. CH3(CH2)4OH

Which of the following sequences indicates the correct order of increasing solubility in water?
A. III<I<II<IV
B. II<I<IV<III
C. I<IV<II<III
D. IV<II<III<I

I know that like dissolves like, and water is polar, but I really have no clue about how to work this problem. Please help.

2. Also, can acetic acid (ethanoic acid) undergo condensation polymerization?

I'd really appreciate any help.

Thanks,
Samantha
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Offline Bakegaku

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Re: Simple Organic Chemistry
« Reply #1 on: February 11, 2007, 07:51:13 PM »
In this case that ability to dissociate will determine which ones are more soluble.  Keep the size of the molecule and subsequent ions in mind, too (a large nonpolar structure will overshadow a small polar one)
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Offline Mitch

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Re: Simple Organic Chemistry
« Reply #2 on: February 11, 2007, 07:52:41 PM »
Which one looks to be the most soluble?
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Offline RHSLilSweetie07

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Re: Simple Organic Chemistry
« Reply #3 on: February 11, 2007, 08:17:17 PM »
I have a feeling that III is the most soluble because it has a metal cation (Na).  Am I right?
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Offline Yggdrasil

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Re: Simple Organic Chemistry
« Reply #4 on: February 12, 2007, 02:22:29 AM »
Yup.  Substances which ionize in water will generally be more soluble in water than compounds which don't ionize in water.  Now what about the others?
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Offline Mitch

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Re: Simple Organic Chemistry
« Reply #5 on: February 12, 2007, 02:23:12 AM »
That leaves only B and C now.
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Offline Yggdrasil

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Re: Simple Organic Chemistry
« Reply #6 on: February 12, 2007, 02:30:44 AM »
Hmm... actually looking at the answer choices again, I don't think the correct answer is to rank III as the most soluble.  RHS's reasoning was good about III, but one of the compounds is miscible in water in all proportions.
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Offline english

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Re: Simple Organic Chemistry
« Reply #7 on: February 12, 2007, 02:42:41 AM »
Think about those bulky carbon groups.
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Offline Mitch

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Re: Simple Organic Chemistry
« Reply #8 on: February 12, 2007, 03:28:58 AM »
methanol will of course be most soluble. ;)
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Offline swati

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Re: Simple Organic Chemistry
« Reply #9 on: February 12, 2007, 03:56:17 AM »
But methnol is not in the option, pentan-1-ol is there in the option
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Offline english

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Re: Simple Organic Chemistry
« Reply #10 on: February 12, 2007, 04:03:43 AM »
Quote from: swati on February 12, 2007, 03:56:17 AM
But methnol is not in the option, pentan-1-ol is there in the option

So...combine his statement with mine.  What do you think his methanol example is for?
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