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	<id>http://organicchem.sites.grinnell.edu/wiki/spring19/api.php?action=feedcontributions&amp;feedformat=atom&amp;user=Lieberma3</id>
	<title>Organic Chemistry Wiki Spring 2019 - User contributions [en]</title>
	<link rel="self" type="application/atom+xml" href="http://organicchem.sites.grinnell.edu/wiki/spring19/api.php?action=feedcontributions&amp;feedformat=atom&amp;user=Lieberma3"/>
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	<updated>2026-11-06T03:02:51Z</updated>
	<subtitle>User contributions</subtitle>
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	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alpha,_beta_unsaturated_ketone&amp;diff=1412</id>
		<title>Talk:Alpha, beta unsaturated ketone</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alpha,_beta_unsaturated_ketone&amp;diff=1412"/>
		<updated>2019-05-03T19:13:22Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: /* Condensation of Ketone to Alpha, Beta Unsaturated Carbonyl */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Condensation of Ketone to Alpha, Beta Unsaturated Carbonyl ==&lt;br /&gt;
&lt;br /&gt;
This mechanism forms an enol, which then attacks the carbonyl of another molecule. The molecule then undergoes E1cb to eliminate the hydroxy group and form a carbon-carbon double bond.&lt;br /&gt;
 [[File:Alpha-Beta_Unsaturated_Ketone_Formation.png|550px]]&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Alpha-Beta_Unsaturated_Ketone_Formation.png&amp;diff=1411</id>
		<title>File:Alpha-Beta Unsaturated Ketone Formation.png</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Alpha-Beta_Unsaturated_Ketone_Formation.png&amp;diff=1411"/>
		<updated>2019-05-03T19:08:24Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkyl_Halide&amp;diff=1345</id>
		<title>Talk:Alkyl Halide</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkyl_Halide&amp;diff=1345"/>
		<updated>2019-03-08T19:29:22Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: /* Alkyl Halide Formation */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Synthesis of bromopropane from propanol (Reese Zhu) ==&lt;br /&gt;
&lt;br /&gt;
The hydroxyl group attacks the proton on HBr and leaves as water, followed by bromide ion attacking the carbo cation. [[File:Alkyl_Halide.png]]&lt;br /&gt;
&lt;br /&gt;
== Synthesis of chlorobutane from butanol (Derrick Okine) ==&lt;br /&gt;
&lt;br /&gt;
The hydroxyl group attacks the proton on HCl and leaves as water, followed by chloride ion attacking the carbo cation. [[File:1.png]]&lt;br /&gt;
&lt;br /&gt;
== Alkyl Halide Formation ==&lt;br /&gt;
&lt;br /&gt;
In this procedure, convert carboxylic acid to acyl chloride with SOCl2. Then reduce the carbonyl carbon so as to remove the carbonyl from the compound with a combination of Sn and HCl.&lt;br /&gt;
 [[File:Alkyl Halide Formation.png|850px]]&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Alkyl_Halide_Formation.png&amp;diff=1344</id>
		<title>File:Alkyl Halide Formation.png</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Alkyl_Halide_Formation.png&amp;diff=1344"/>
		<updated>2019-03-08T19:25:29Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Nitrile&amp;diff=1292</id>
		<title>Talk:Nitrile</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Nitrile&amp;diff=1292"/>
		<updated>2019-02-15T20:16:02Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: /* Azo Compound Formation Via Aromatic Substitution (Matt Lieberman) */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Formation of a Nitrile from a Primary Amide Using Thionyl Chloride (Amelia Zoernig) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Nitrile from Amide .png|700px]]&lt;br /&gt;
&lt;br /&gt;
== Azo Compound Formation Via Aromatic Substitution (Matt Lieberman) ==&lt;br /&gt;
&lt;br /&gt;
In this reaction, benzamine&#039;s amine is converted into a diazonium ion after an O=N+ radical adds a nitrogen and removes the hydrogens from the original nitrogen, releasing water in the process and creating a cation. Then, another benzene molecule with an activating, para, ortho directing group such as this methyl group attacks the positively charged diazonium compound and forms a bond with the positive, outermost nitrogen. A proton is lost to reform the conjugation of the attacking benzene ring. This reaction will mainly happen at the para position because of steric hindrance. [[File:Azo_Compound_Formation.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Azo_Compound_Formation.png&amp;diff=1291</id>
		<title>File:Azo Compound Formation.png</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Azo_Compound_Formation.png&amp;diff=1291"/>
		<updated>2019-02-15T20:14:19Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Nitro_compound&amp;diff=1281</id>
		<title>Talk:Nitro compound</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Nitro_compound&amp;diff=1281"/>
		<updated>2019-02-11T03:56:14Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: /* NItro Compound Formation (Matt Lieberman) */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== NItro Compound Formation (Matt Lieberman) ==&lt;br /&gt;
&lt;br /&gt;
The sulfuric acid protonates the hydroxyl group on the nitric acid, which leaves as water. The remaining molecule is an unstable positively charged nitrogen double-bonded to two oxygens. One of the carbon atoms in the benzene ring attacks this compound at the nitrogen, giving both oxygens partial-negative charges and making the overall charge of the nitro group more stable. However, this leaves a positive charge in the pi system of the benzene ring which is compensated for by loss of a proton at the ipso carbon. [[File:Nitro Compound Formation.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Nitro_Compound_Formation.png&amp;diff=1280</id>
		<title>File:Nitro Compound Formation.png</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Nitro_Compound_Formation.png&amp;diff=1280"/>
		<updated>2019-02-11T03:48:49Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: &lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Ether&amp;diff=1220</id>
		<title>Talk:Ether</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Ether&amp;diff=1220"/>
		<updated>2019-01-24T01:17:31Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: /* Diethyl Ether (Matt Lieberman) */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Diethyl Ether (Matt Lieberman) ==&lt;br /&gt;
&lt;br /&gt;
Ethanol reacts with phosphorus tribromide to create ethyl bromide. Ethyl bromide can then react with more ethanol to create diethyl ether. Byproducts of the reaction are water and an increase of the acidity of the solution. [[File:Production of Ether.png|900px]]&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Production_of_Ether.png&amp;diff=1217</id>
		<title>File:Production of Ether.png</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=File:Production_of_Ether.png&amp;diff=1217"/>
		<updated>2019-01-23T20:19:06Z</updated>

		<summary type="html">&lt;p&gt;Lieberma3: Reaction of ethanol with phosphorus tribromide to form ethyl bromide and then with ethanol again to form diethyl ether.&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;Reaction of ethanol with phosphorus tribromide to form ethyl bromide and then with ethanol again to form diethyl ether.&lt;/div&gt;</summary>
		<author><name>Lieberma3</name></author>
	</entry>
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