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	<id>http://organicchem.sites.grinnell.edu/wiki/spring19/api.php?action=feedcontributions&amp;feedformat=atom&amp;user=Lixinmin</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=Lixinmin"/>
	<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/Special:Contributions/Lixinmin"/>
	<updated>2026-11-06T04:14:25Z</updated>
	<subtitle>User contributions</subtitle>
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	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkane&amp;diff=1130</id>
		<title>Talk:Alkane</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkane&amp;diff=1130"/>
		<updated>2018-05-10T22:20:22Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Xinming Li */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Butane (Prof. Swartz) ==&lt;br /&gt;
A reaction of butyl bromide with lithium and then ethanol to form butane.&lt;br /&gt;
&lt;br /&gt;
[[File:Alkane_synthesis.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Ethane (Madison Wardlaw) ==&lt;br /&gt;
&lt;br /&gt;
The hydrogenation of ethene using a nickel catalyst to form ethane. [[File:WIKI_Assignment_2_PNG.png]]&lt;br /&gt;
&lt;br /&gt;
== Quiz Problem from 4/2 (Gretchen Schreiner) ==&lt;br /&gt;
&lt;br /&gt;
1-(cyclohex-3-en-1-yl)ethan-1-one is first deprotonated by LDA and then reacts with propyl bromide via Sn2 to produce a new C-C bond with bromide ion as a leaving group. [[File:Chem_222_Wiki_4_Sn2_C-C_bond_made.png|800px]]&lt;br /&gt;
&lt;br /&gt;
== Pentane (Imany Noel) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Pentane.jpeg]]&lt;br /&gt;
&lt;br /&gt;
The reaction of 2-pentene with hydrogen gas and palladium to form pentane.&lt;br /&gt;
&lt;br /&gt;
== Reduction of Butan-2-ol to Butane (Yeaseul Kim) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Reduction_of_Butan-2-ol_to_Butane.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Synthesis of 4-methyl-pentan-2-one (Ed Lopatto) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Alkane_lopatto_wiki.png|500px]]&lt;br /&gt;
&lt;br /&gt;
== Birch Reduction Bretta McCall[[File:Birch.png]] ==&lt;br /&gt;
&lt;br /&gt;
Birch Reduction&lt;br /&gt;
&lt;br /&gt;
== Raney Nickel (Xinming Li) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Raney nickel.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Ether&amp;diff=1129</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=1129"/>
		<updated>2018-05-10T22:19:44Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Diels-Alder (Xinming Li) */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Trityl ether (Grace Park) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Ether_copy.png|700px]]&lt;br /&gt;
&lt;br /&gt;
== 2-methoxybutane (Bretta McCall) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Ether.png]]&lt;br /&gt;
&lt;br /&gt;
== Alkene to Ether: Formation of 2-methoxy-2-methylbutane (Yuwei Pan) ==&lt;br /&gt;
&lt;br /&gt;
[[File:2-methoxy-2-methylbutane.png|1000px]]&lt;br /&gt;
&lt;br /&gt;
== 1-methoxy-1-methylcyclohexane by oxymercuration (Kelsey Zhang) ==&lt;br /&gt;
&lt;br /&gt;
[[File: Alcohol_by_Hg_ring.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
The formation of 1-methoxy-1-methylcyclohexane first by oxymercuration, then the alcohol attack and break the three-membered ring on the more saturated C, and finally the borohydride substitute the mercury.&lt;br /&gt;
&lt;br /&gt;
== Synthesis of Chromenone from Chalcone(Nannan Ji) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Chromenone_synthesis.png]]&lt;br /&gt;
&lt;br /&gt;
== Diels-Alder (Xinming Li) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Diels-Alder.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkane&amp;diff=1127</id>
		<title>Talk:Alkane</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkane&amp;diff=1127"/>
		<updated>2018-05-10T22:06:50Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Xinming Li */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Butane (Prof. Swartz) ==&lt;br /&gt;
A reaction of butyl bromide with lithium and then ethanol to form butane.&lt;br /&gt;
&lt;br /&gt;
[[File:Alkane_synthesis.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Ethane (Madison Wardlaw) ==&lt;br /&gt;
&lt;br /&gt;
The hydrogenation of ethene using a nickel catalyst to form ethane. [[File:WIKI_Assignment_2_PNG.png]]&lt;br /&gt;
&lt;br /&gt;
== Quiz Problem from 4/2 (Gretchen Schreiner) ==&lt;br /&gt;
&lt;br /&gt;
1-(cyclohex-3-en-1-yl)ethan-1-one is first deprotonated by LDA and then reacts with propyl bromide via Sn2 to produce a new C-C bond with bromide ion as a leaving group. [[File:Chem_222_Wiki_4_Sn2_C-C_bond_made.png|800px]]&lt;br /&gt;
&lt;br /&gt;
== Pentane (Imany Noel) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Pentane.jpeg]]&lt;br /&gt;
&lt;br /&gt;
The reaction of 2-pentene with hydrogen gas and palladium to form pentane.&lt;br /&gt;
&lt;br /&gt;
== Reduction of Butan-2-ol to Butane (Yeaseul Kim) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Reduction_of_Butan-2-ol_to_Butane.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Synthesis of 4-methyl-pentan-2-one (Ed Lopatto) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Alkane_lopatto_wiki.png|500px]]&lt;br /&gt;
&lt;br /&gt;
== Birch Reduction Bretta McCall[[File:Birch.png]] ==&lt;br /&gt;
&lt;br /&gt;
Birch Reduction&lt;br /&gt;
&lt;br /&gt;
== Xinming Li ==&lt;br /&gt;
&lt;br /&gt;
[[File:Raney nickel.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkane&amp;diff=1126</id>
		<title>Talk:Alkane</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Alkane&amp;diff=1126"/>
		<updated>2018-05-10T22:04:15Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Xinming Li */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== Butane (Prof. Swartz) ==&lt;br /&gt;
A reaction of butyl bromide with lithium and then ethanol to form butane.&lt;br /&gt;
&lt;br /&gt;
[[File:Alkane_synthesis.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Ethane (Madison Wardlaw) ==&lt;br /&gt;
&lt;br /&gt;
The hydrogenation of ethene using a nickel catalyst to form ethane. [[File:WIKI_Assignment_2_PNG.png]]&lt;br /&gt;
&lt;br /&gt;
== Quiz Problem from 4/2 (Gretchen Schreiner) ==&lt;br /&gt;
&lt;br /&gt;
1-(cyclohex-3-en-1-yl)ethan-1-one is first deprotonated by LDA and then reacts with propyl bromide via Sn2 to produce a new C-C bond with bromide ion as a leaving group. [[File:Chem_222_Wiki_4_Sn2_C-C_bond_made.png|800px]]&lt;br /&gt;
&lt;br /&gt;
== Pentane (Imany Noel) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Pentane.jpeg]]&lt;br /&gt;
&lt;br /&gt;
The reaction of 2-pentene with hydrogen gas and palladium to form pentane.&lt;br /&gt;
&lt;br /&gt;
== Reduction of Butan-2-ol to Butane (Yeaseul Kim) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Reduction_of_Butan-2-ol_to_Butane.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Synthesis of 4-methyl-pentan-2-one (Ed Lopatto) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Alkane_lopatto_wiki.png|500px]]&lt;br /&gt;
&lt;br /&gt;
== Birch Reduction Bretta McCall[[File:Birch.png]] ==&lt;br /&gt;
&lt;br /&gt;
Birch Reduction&lt;br /&gt;
&lt;br /&gt;
== Xinming Li ==&lt;br /&gt;
&lt;br /&gt;
[[File:Raney Nickel.png]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Carboxylic_Acid&amp;diff=1049</id>
		<title>Talk:Carboxylic Acid</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Carboxylic_Acid&amp;diff=1049"/>
		<updated>2018-02-09T04:24:57Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Benzoic Acid (Xinming Li) */&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== 3-chlorobenzoic acid (Gretchen Schreiner) ==&lt;br /&gt;
&lt;br /&gt;
A reaction of 1-bromo-3-chlorobenzene with butyl lithium, then carbon dioxide, and then protonated to form 3-chlorobenzoic acid.&lt;br /&gt;
[[File:Chem_222_Wiki_1_Carboxylic_Acid_Gretchen.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
----&lt;br /&gt;
&lt;br /&gt;
== Acetic Acid (Raghu Inturi) ==&lt;br /&gt;
&lt;br /&gt;
Acetyl Chloride reacts with water to produce Acetic Acid&lt;br /&gt;
&lt;br /&gt;
[[File:Acetic Acid.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Pentanoic Acid (Xinming Li) ==&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
A Grignard reagent reacts with carbon dioxide and acid to form a carboxylic acid[[File:Untitledzwei.png|1000px|600px]]&lt;br /&gt;
&lt;br /&gt;
== Butanoic Acid (Caleb Lee) ==&lt;br /&gt;
&lt;br /&gt;
Formation of Butanoic Acid via hydrolysis of nitrile &lt;br /&gt;
&lt;br /&gt;
[[File:Preparation_of_Butanoic_Acid.png|1000px]]&lt;br /&gt;
&lt;br /&gt;
== Propanoic Acid (James Mersch) ==&lt;br /&gt;
&lt;br /&gt;
[[File:(James Mersch) Carboxylic acid1.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Base Promoted Halogenation (Matthew Record) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Base_promoted_halogenation.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Benzoic Acid (Xinming Li) 2 ==&lt;br /&gt;
&lt;br /&gt;
[[File:Untitleddrei.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Carboxylic_Acid&amp;diff=1048</id>
		<title>Talk:Carboxylic Acid</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Carboxylic_Acid&amp;diff=1048"/>
		<updated>2018-02-09T04:24:39Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Benzoic Acid (Xinming Li) */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== 3-chlorobenzoic acid (Gretchen Schreiner) ==&lt;br /&gt;
&lt;br /&gt;
A reaction of 1-bromo-3-chlorobenzene with butyl lithium, then carbon dioxide, and then protonated to form 3-chlorobenzoic acid.&lt;br /&gt;
[[File:Chem_222_Wiki_1_Carboxylic_Acid_Gretchen.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
----&lt;br /&gt;
&lt;br /&gt;
== Acetic Acid (Raghu Inturi) ==&lt;br /&gt;
&lt;br /&gt;
Acetyl Chloride reacts with water to produce Acetic Acid&lt;br /&gt;
&lt;br /&gt;
[[File:Acetic Acid.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Pentanoic Acid (Xinming Li) ==&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
A Grignard reagent reacts with carbon dioxide and acid to form a carboxylic acid[[File:Untitledzwei.png|1000px|600px]]&lt;br /&gt;
&lt;br /&gt;
== Butanoic Acid (Caleb Lee) ==&lt;br /&gt;
&lt;br /&gt;
Formation of Butanoic Acid via hydrolysis of nitrile &lt;br /&gt;
&lt;br /&gt;
[[File:Preparation_of_Butanoic_Acid.png|1000px]]&lt;br /&gt;
&lt;br /&gt;
== Propanoic Acid (James Mersch) ==&lt;br /&gt;
&lt;br /&gt;
[[File:(James Mersch) Carboxylic acid1.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Base Promoted Halogenation (Matthew Record) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Base_promoted_halogenation.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Benzoic Acid (Xinming Li) ==&lt;br /&gt;
&lt;br /&gt;
[[File:Untitleddrei.png|800px]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
	<entry>
		<id>http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Carboxylic_Acid&amp;diff=939</id>
		<title>Talk:Carboxylic Acid</title>
		<link rel="alternate" type="text/html" href="http://organicchem.sites.grinnell.edu/wiki/spring19/index.php?title=Talk:Carboxylic_Acid&amp;diff=939"/>
		<updated>2018-01-24T23:48:27Z</updated>

		<summary type="html">&lt;p&gt;Lixinmin: /* Pentanoic Acid (Xinming Li) */ new section&lt;/p&gt;
&lt;hr /&gt;
&lt;div&gt;[[Main_Page]]&lt;br /&gt;
__TOC__&lt;br /&gt;
&lt;br /&gt;
== 3-chlorobenzoic acid (Gretchen Schreiner) ==&lt;br /&gt;
&lt;br /&gt;
A reaction of 1-bromo-3-chlorobenzene with butyl lithium, then carbon dioxide, and then protonated to form 3-chlorobenzoic acid.&lt;br /&gt;
[[File:Chem_222_Wiki_1_Carboxylic_Acid_Gretchen.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
----&lt;br /&gt;
&lt;br /&gt;
== Acetic Acid (Raghu Inturi) ==&lt;br /&gt;
&lt;br /&gt;
Acetyl Chloride reacts with water to produce Acetic Acid&lt;br /&gt;
&lt;br /&gt;
[[File:Acetic Acid.png|1100px]]&lt;br /&gt;
&lt;br /&gt;
== Pentanoic Acid (Xinming Li) ==&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
A Grignard reagent reacts with carbon dioxide and acid to form a carboxylic acid[[File:Untitledzwei.png|1000px|600px]]&lt;/div&gt;</summary>
		<author><name>Lixinmin</name></author>
	</entry>
</feed>