https://www.sciencemadness.org/smwiki/index.php?title=Butylated_hydroxytoluene&feed=atom&action=history
Butylated hydroxytoluene - Revision history
2024-03-28T18:51:18Z
Revision history for this page on the wiki
MediaWiki 1.25.1
https://www.sciencemadness.org/smwiki/index.php?title=Butylated_hydroxytoluene&diff=14809&oldid=prev
Mabus at 17:13, 30 November 2022
2022-11-30T17:13:18Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 17:13, 30 November 2022</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>| Solubility = 1.1 mg/L (20 °C)</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>| Solubility = 1.1 mg/L (20 °C)</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>| SolubleOther = Soluble in [[acetone]], [[benzene<del class="diffchange diffchange-inline">]], [[cellosolve</del>]], [[cyclohexane]], [[ethanol]], [[heptane]], [[hexane]],[[isopropanol]], [[methanol]], [[methyl ethyl ketone]], [[petroleum ether]], [[toluene]], vegetable oil<br>Insoluble in [[propylene glycol]]</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>| SolubleOther = Soluble in [[acetone]], [[benzene]], [[cyclohexane]], [[ethanol]], [[heptane]], [[hexane]],[[isopropanol]], [[methanol<ins class="diffchange diffchange-inline">]], [[methyl cellosolve</ins>]], [[methyl ethyl ketone]], [[petroleum ether]], [[toluene]], vegetable oil<br>Insoluble in [[propylene glycol]]</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>
<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>| VaporPressure = 0.01 mmHg (20°C)</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>| VaporPressure = 0.01 mmHg (20°C)</div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Butylated_hydroxytoluene&diff=14494&oldid=prev
Mabus at 22:31, 15 August 2022
2022-08-15T22:31:36Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 22:31, 15 August 2022</td>
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<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>| ImageCaption1 = Chemical <del class="diffchange diffchange-inline">tructure </del>of BHT</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>| ImageCaption1 = Chemical <ins class="diffchange diffchange-inline">structure </ins>of BHT</div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Butylated_hydroxytoluene&diff=13065&oldid=prev
Mabus at 17:04, 30 June 2020
2020-06-30T17:04:18Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 17:04, 30 June 2020</td>
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<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>| ImageFile1 =  </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>| ImageFile1 = <ins class="diffchange diffchange-inline">Butylated hydroxytoluene BHT structure.png</ins></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>| ImageSize1 =  </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>| ImageSize1 = <ins class="diffchange diffchange-inline">280</ins></div></td></tr>
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<tr><td colspan="2"> </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><ins style="font-weight: bold; text-decoration: none;">| ImageCaption1 = Chemical tructure of BHT</ins></div></td></tr>
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Mabus
https://www.sciencemadness.org/smwiki/index.php?title=Butylated_hydroxytoluene&diff=11379&oldid=prev
Mabus at 20:18, 11 June 2019
2019-06-11T20:18:27Z
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<td colspan='2' style="background-color: white; color:black; text-align: center;">Revision as of 20:18, 11 June 2019</td>
</tr><tr><td colspan="2" class="diff-lineno" id="L108" >Line 108:</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>   }}</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>
<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>
<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>'''Butylated hydroxytoluene''' ('''BHT'''), also known as '''dibutylhydroxytoluene''', is an organic compound, chemically a derivative of phenol, widely for its antioxidant properties, such as [[reagent preservation|preservative for many reagents]] and other products.</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>'''Butylated hydroxytoluene''' ('''BHT'''), also known as '''dibutylhydroxytoluene''', is an organic compound, chemically a derivative of <ins class="diffchange diffchange-inline">[[</ins>phenol<ins class="diffchange diffchange-inline">]]</ins>, widely for its antioxidant properties, such as [[reagent preservation|preservative for many reagents]] and other products.</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>==Properties==</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>==Properties==</div></td></tr>
<tr><td colspan="2" class="diff-lineno" id="L134" >Line 134:</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>==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>
<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>*Antioxidant</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>*Antioxidant</div></td></tr>
<tr><td colspan="2"> </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><ins style="font-weight: bold; text-decoration: none;">*Reagent preservative</ins></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;"></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>===Storage===</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>===Storage===</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><del class="diffchange diffchange-inline">In </del>air-tight containers.</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><ins class="diffchange diffchange-inline">BHT should be kept in </ins>air-tight containers.</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>===Disposal===</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>===Disposal===</div></td></tr>
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https://www.sciencemadness.org/smwiki/index.php?title=Butylated_hydroxytoluene&diff=11195&oldid=prev
Mabus: Created page with "{{Chembox | Name = Butylated hydroxytoluene | Reference = | IUPACName = 2,6-Di-tert-butyl-4-methylphenol | PIN = | SystematicName = | OtherNames = 2,6-Di-tert-butyl-p-cresol<..."
2019-05-14T18:31:06Z
<p>Created page with "{{Chembox | Name = Butylated hydroxytoluene | Reference = | IUPACName = 2,6-Di-tert-butyl-4-methylphenol | PIN = | SystematicName = | OtherNames = 2,6-Di-tert-butyl-p-cresol<..."</p>
<p><b>New page</b></p><div>{{Chembox<br />
| Name = Butylated hydroxytoluene<br />
| Reference = <br />
| IUPACName = 2,6-Di-tert-butyl-4-methylphenol<br />
| PIN =<br />
| SystematicName =<br />
| OtherNames = 2,6-Di-tert-butyl-p-cresol<br>3,5-(Dimethylethyl)-4-hydroxytoluene<br>3,5-Di-tert-butyl-4-hydroxytoluene<br>4-Methyl-2,6-di-tert-butyl phenol<br>Additin RC 7110<br>AO-29<br>Avox BHT<br>BHT<br>DBPC<br>Dibutylated hydroxytoluene<br>E321<br />
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| Section2 = {{Chembox Properties<br />
| AtmosphericOHRateConstant = <br />
| Appearance = White to yellow powder <br />
| BoilingPt = <br />
| BoilingPtC = 265<br />
| BoilingPt_ref = <br />
| BoilingPt_notes = <br />
| Density = 1.048 g/cm<sup>3</sup><br />
| Formula = C<sub>15</sub>H<sub>24</sub>O<br />
| HenryConstant = <br />
| LogP = 5.32<br />
| MolarMass = 220.356 g/mol<br />
| MeltingPt = <br />
| MeltingPtC = 70<br />
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| Odor = Phenolic, aromatic<br />
| pKa = <br />
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| Solubility = 1.1 mg/L (20 °C)<br />
| SolubleOther = Soluble in [[acetone]], [[benzene]], [[cellosolve]], [[cyclohexane]], [[ethanol]], [[heptane]], [[hexane]],[[isopropanol]], [[methanol]], [[methyl ethyl ketone]], [[petroleum ether]], [[toluene]], vegetable oil<br>Insoluble in [[propylene glycol]]<br />
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| VaporPressure = 0.01 mmHg (20°C)<br />
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| OtherCompounds = [[Phenol]]<br>[[Butylated hydroxyanisole]]<br />
}}<br />
}}<br />
'''Butylated hydroxytoluene''' ('''BHT'''), also known as '''dibutylhydroxytoluene''', is an organic compound, chemically a derivative of phenol, widely for its antioxidant properties, such as [[reagent preservation|preservative for many reagents]] and other products.<br />
<br />
==Properties==<br />
===Chemical===<br />
BHT acts as a synthetic structural analog of [[vitamin E]], primarily acting as a terminating agent that suppresses autoxidation, a process whereby unsaturated (usually) organic compounds are attacked by atmospheric oxygen. BHT stops this autocatalytic reaction by converting peroxy radicals to hydroperoxides. It effects this function by donating a hydrogen atom:<br />
<br />
:RO<sub>2</sub>• + ArOH → ROOH + ArO•<br />
:RO<sub>2</sub>• + ArO• → nonradical products<br />
<br />
where R is [[alkyl]] or [[aryl]], and where ArOH is BHT or related phenolic antioxidants. Each BHT consumes two peroxy radicals.<ref>https://pubs.acs.org/doi/10.1021/ja00411a035</ref><br />
<br />
===Physical===<br />
BHT is a white to yellowish crystalline solid insoluble in water, with a phenolic odor.<br />
<br />
==Availability==<br />
BHT is sold by chemical suppliers.<br />
<br />
Phytoplankton, including the green algae Botryococcus braunii, as well as three different cyanobacteria (Cylindrospermopsis raciborskii, Microcystis aeruginosa and Oscillatoria sp.) are capable of producing minute amounts of BHT.<br />
<br />
==Preparation==<br />
Industrially, BHT is prepared by the reaction of ''p''-cresol (4-methylphenol) with isobutylene (2-methylpropene), catalyzed by conc. [[sulfuric acid]]:<br />
<br />
:CH<sub>3</sub>(C<sub>6</sub>H<sub>4</sub>)OH + 2 CH<sub>2</sub>=C(CH<sub>3</sub>)<sub>2</sub> → ((CH<sub>3</sub>)<sub>3</sub>C)<sub>2</sub>CH<sub>3</sub>C<sub>6</sub>H<sub>2</sub>OH<br />
<br />
==Projects==<br />
*Antioxidant<br />
<br />
==Handling==<br />
===Safety===<br />
BHT is considered to posses low toxicity.<br />
<br />
===Storage===<br />
In air-tight containers.<br />
<br />
===Disposal===<br />
No special disposal is required. Should be strongly diluted and poured down the drain.<br />
<br />
==References==<br />
<references/><br />
===Relevant Sciencemadness threads===<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=5120 Nitration of BHT]<br />
*[http://www.sciencemadness.org/talk/viewthread.php?tid=19812 Adding and stabilisers to/from ethers and halohydrocarbons]<br />
<br />
[[Category:Chemical compounds]]<br />
[[Category:Organic compounds]]<br />
[[Category:Aromatic compounds]]<br />
[[Category:Phenols]]<br />
[[Category:Weak acids]]<br />
[[Category:Solids]]</div>
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