https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&feed=atom&action=history
Ethyl iodide - Revision history
2024-03-29T10:41:21Z
Revision history for this page on the wiki
MediaWiki 1.25.1
https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&diff=13564&oldid=prev
Mabus at 21:30, 25 October 2020
2020-10-25T21:30:12Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 21:30, 25 October 2020</td>
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<td colspan="2" class="diff-lineno">Line 64:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| pKa =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| pKa =  </div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| pKb =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| pKb =  </div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>| Solubility = 4 g/<del class="diffchange diffchange-inline">L </del>(at 20 °C)</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>| Solubility = <ins class="diffchange diffchange-inline">0.</ins>4 g/<ins class="diffchange diffchange-inline">100 ml </ins>(at 20 °C)</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| SolubleOther = Miscible with alcohol, [[diethyl ether]]</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| SolubleOther = Miscible with alcohol, [[diethyl ether]]</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| Solvent =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| Solvent =  </div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&diff=12614&oldid=prev
Mabus at 18:08, 15 February 2020
2020-02-15T18:08:08Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 18:08, 15 February 2020</td>
</tr><tr><td colspan="2" class="diff-lineno" id="L106" >Line 106:</td>
<td colspan="2" class="diff-lineno">Line 106:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| OtherFunction =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| OtherFunction =  </div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| OtherFunction_label =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| OtherFunction_label =  </div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>| OtherCompounds = [[Methyl iodide]]</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>| OtherCompounds = [[Methyl <ins class="diffchange diffchange-inline">iodide]]<br>[[Propyl </ins>iodide]]</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>   }}</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>   }}</div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&diff=12543&oldid=prev
Mabus at 20:54, 2 February 2020
2020-02-02T20:54:04Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 20:54, 2 February 2020</td>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>[[Category:Organoiodine compounds]]</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>[[Category:Organoiodine compounds]]</div></td></tr>
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<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>[[Category:Liquids]]</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>[[Category:Liquids]]</div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&diff=7949&oldid=prev
Mabus at 16:02, 20 November 2017
2017-11-20T16:02:21Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">← Older revision</td>
<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 16:02, 20 November 2017</td>
</tr><tr><td colspan="2" class="diff-lineno" id="L93" >Line 93:</td>
<td colspan="2" class="diff-lineno">Line 93:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| ExternalMSDS = [http://www.sciencelab.com/msds.php?msdsId=9923988 ScienceLab]</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| ExternalMSDS = [http://www.sciencelab.com/msds.php?msdsId=9923988 ScienceLab]</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| FlashPt =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| FlashPt =  </div></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>| LD50 =  </div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>| LD50 = <ins class="diffchange diffchange-inline">330 mg/kg (rat, oral)</ins></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| LC50 =  </div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| LC50 =  </div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| MainHazards = Carcinogenic</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>| MainHazards = Carcinogenic</div></td></tr>
<tr><td colspan="2" class="diff-lineno" id="L125" >Line 125:</td>
<td colspan="2" class="diff-lineno">Line 125:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Ethyl iodide can be prepared by distilling off a mixture of anhydrous [[ethanol]] with [[hydroiodic acid]] or [[hydrogen iodide]].</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>Ethyl iodide can be prepared by distilling off a mixture of anhydrous [[ethanol]] with [[hydroiodic acid]] or [[hydrogen iodide]].</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>A more direct route involves anhydrous ethanol, red [[phosphorus]] and [[iodine]]. <del class="diffchange diffchange-inline">This reaction forms </del>the unstable [[phosphorus triiodide]], which reacts with ethanol to yield iodoethane:</div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>A more direct route involves anhydrous ethanol, red [[phosphorus]] and [[iodine]]. <ins class="diffchange diffchange-inline">Phosphorus and iodine react forming </ins>the unstable [[phosphorus triiodide]], which reacts with ethanol to yield iodoethane:</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>: 3 CH<sub>3</sub>CH<sub>2</sub>OH + PI<sub>3</sub> → 3 CH<sub>3</sub>CH<sub>2</sub>I + H<sub>3</sub>PO<sub>3</sub></div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>: 3 CH<sub>3</sub>CH<sub>2</sub>OH + PI<sub>3</sub> → 3 CH<sub>3</sub>CH<sub>2</sub>I + H<sub>3</sub>PO<sub>3</sub></div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&diff=5642&oldid=prev
Mabus: /* Preparation */
2016-10-15T16:57:55Z
<p><span dir="auto"><span class="autocomment">Preparation</span></span></p>
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<td colspan='2' style="background-color: white; color:black; text-align: center;">← Older revision</td>
<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 16:57, 15 October 2016</td>
</tr><tr><td colspan="2" class="diff-lineno" id="L127" >Line 127:</td>
<td colspan="2" class="diff-lineno">Line 127:</td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>A more direct route involves anhydrous ethanol, red [[phosphorus]] and [[iodine]]. This reaction forms the unstable [[phosphorus triiodide]], which reacts with ethanol to yield iodoethane:</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>A more direct route involves anhydrous ethanol, red [[phosphorus]] and [[iodine]]. This reaction forms the unstable [[phosphorus triiodide]], which reacts with ethanol to yield iodoethane:</div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'>−</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>: 3 CH<sub>3</sub>CH<sub>2</sub>OH + PI<sub>3</sub> → CH<sub>3</sub>CH<sub>2</sub>I H<sub>3</sub>PO<sub><del class="diffchange diffchange-inline">4</del></sub></div></td><td class='diff-marker'>+</td><td style="color:black; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>: 3 CH<sub>3</sub>CH<sub>2</sub>OH + PI<sub>3</sub> → <ins class="diffchange diffchange-inline">3 </ins>CH<sub>3</sub>CH<sub>2</sub>I <ins class="diffchange diffchange-inline">+ </ins>H<sub>3</sub>PO<sub><ins class="diffchange diffchange-inline">3</ins></sub></div></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"></td></tr>
<tr><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Projects==</div></td><td class='diff-marker'> </td><td style="background-color: #f9f9f9; color: #333333; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #e6e6e6; vertical-align: top; white-space: pre-wrap;"><div>==Projects==</div></td></tr>
</table>
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https://www.sciencemadness.org/smwiki/index.php?title=Ethyl_iodide&diff=4596&oldid=prev
Mabus: Created page with "{{Chembox | Name = Ethyl iodide | Reference = | IUPACName = Iodoethane | PIN = | SystematicName = | OtherNames = 1-Ethyl iodide<br>Ethyl iodine<br>Iodo-ethane<br>Monoiodoethan..."
2016-04-25T15:16:35Z
<p>Created page with "{{Chembox | Name = Ethyl iodide | Reference = | IUPACName = Iodoethane | PIN = | SystematicName = | OtherNames = 1-Ethyl iodide<br>Ethyl iodine<br>Iodo-ethane<br>Monoiodoethan..."</p>
<p><b>New page</b></p><div>{{Chembox<br />
| Name = Ethyl iodide<br />
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| IUPACName = Iodoethane<br />
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| OtherNames = 1-Ethyl iodide<br>Ethyl iodine<br>Iodo-ethane<br>Monoiodoethane<br />
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| Section2 = {{Chembox Properties<br />
| AtmosphericOHRateConstant = <br />
| Appearance = Colorless liquid<br>Brownish liquid (old sample)<br />
| BoilingPt = <br />
| BoilingPtC = 71.5 to 73.3<br />
| BoilingPt_ref = <br />
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| Density = 1.9308 g/cm<sup>3</sup> (at 20 °C)<ref>Kibardin, A.M.; Gryaznov, P.I.; Gazizov, T.Kh.; Pudovik, A.N.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 33; nb. 10; (1984); p. 2166 - 2168</ref><br />
| Formula = CH<sub>3</sub>CH<sub>2</sub>I<br />
| HenryConstant = 1.8 μmol Pa<sup>−1</sup>kg<sup>−1</sup><br />
| LogP = 2.119<br />
| MolarMass = 155.97 g/mol<br />
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| Odor = Pungent, ether-like<br />
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| Solubility = 4 g/L (at 20 °C)<br />
| SolubleOther = Miscible with alcohol, [[diethyl ether]]<br />
| Solvent = <br />
| VaporPressure = 17.7 kPa<br />
| Viscosity = 5.925 mPa s (at 20 °C)<br />
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| Section7 = {{Chembox Related<br />
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| OtherCompounds = [[Methyl iodide]]<br />
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'''Ethyl iodide''' or '''iodoethane''' is an organic chemical compound of iodine, which appears as a colorless dense liquid (older samples have a brownish or yellowish color), insoluble in water but miscible with other solvents. It has the chemical formula '''CH<sub>3</sub>CH<sub>2</sub>I''', sometimes written as '''EtI'''.<br />
<br />
==Properties==<br />
===Chemical===<br />
Like most alkyl iodides, ethyl iodide hydrolyzes in the presence of an alkali:<br />
:CH<sub>3</sub>CH<sub>2</sub>I + MOH → CH<sub>3</sub>CH<sub>2</sub>OH + MI<br />
<br />
===Physical===<br />
Ethyl iodide is a dense, colorless (though old samples have a brownish color) liquid, immiscible in water, but miscible with many solvents such as [[diethyl ether]], [[ethanol]], [[methanol]]. Ethyl iodide is toxic and has a strong ether-like odor. It has a density of 1.9308 g/cm<sup>3</sup> at 20 °C.<br />
<br />
==Availability==<br />
Ethyl iodide is sold by various chemical suppliers, though it's difficult to acquire by the amateur chemist.<br />
<br />
==Preparation==<br />
Ethyl iodide can be prepared by distilling off a mixture of anhydrous [[ethanol]] with [[hydroiodic acid]] or [[hydrogen iodide]].<br />
<br />
A more direct route involves anhydrous ethanol, red [[phosphorus]] and [[iodine]]. This reaction forms the unstable [[phosphorus triiodide]], which reacts with ethanol to yield iodoethane:<br />
<br />
: 3 CH<sub>3</sub>CH<sub>2</sub>OH + PI<sub>3</sub> → CH<sub>3</sub>CH<sub>2</sub>I H<sub>3</sub>PO<sub>4</sub><br />
<br />
==Projects==<br />
*Make esters<br />
*Diethyl zinc synthesis<br />
<br />
==Handling==<br />
===Safety===<br />
Ethyl iodide is toxic and carcinogenic.<br />
<br />
Iodoethane MUST be kept away from heavy metals as it reacts to form extremely toxic heavy ethyl iodides, which are more toxic than their corresponding metals. AVOID contact with their amalgam, as this yields their volatile, extremely toxic and quite deadly organometallic derivatives.<br />
<br />
===Storage===<br />
Ethyl iodide must be stored in amber bottles, in dark well ventilated places, away from light. Copper or silver wire can be added as a stabilizer.<br />
<br />
===Disposal===<br />
Ethyl iodide can be hydrolyzed to ethanol with [[sodium hydroxide]], which can be either burned or recycled if necessary.<br />
<br />
==References==<br />
<references/><br />
===Relevant Sciencemadness threads===<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=2727 Ethyl Iodide]<br />
<br />
[[Category:Chemical compounds]]<br />
[[Category:Organic compounds]]<br />
[[Category:Organoiodine compounds]]<br />
[[Category:Haloalkanes]]<br />
[[Category:Solvents]]<br />
[[Category:Volatile chemicals]]<br />
[[Category:Carcinogenic]]<br />
[[Category:Liquids]]</div>
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