| Revision as of 17:10, 8 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to watched fields - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk← Previous edit |
Latest revision as of 22:15, 29 November 2024 edit undoSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,350 edits →Production: fmt and butyraldehyde vs butanal |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| Watchedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 444236229 |
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| verifiedrevid = 449165023 |
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| ImageFile = 1,1,1-Tris(hydroxymethyl)propane.svg |
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| ImageFile = Trimethylolpropane-2D-skeletal.svg |
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| ImageFile2 = |
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| ImageFile2 = Trimethylolpropane-from-xtal-Mercury-3D-bs.png |
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| ImageFile3 = Trimethylolpropane-from-xtal-Mercury-3D-sf.png |
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| IUPACName = 2-(hydroxymethyl)-2-ethylpropane-1,3-diol |
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| PIN = 2-Ethyl-2-(hydroxymethyl)propane-1,3-diol |
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| OtherNames = TMP, 2-ethyl-2-hydroxymethyl-1,3-propanediol |
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| OtherNames = TMP, 2-ethyl-2-hydroxymethyl-1,3-propanediol |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| UNII = 090GDF4HBD |
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| UNII = 090GDF4HBD |
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| SMILES = CCC(CO)(CO)CO |
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| SMILES = CCC(CO)(CO)CO |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 77-99-6 |
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| CASNo = 77-99-6 |
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| PubChem = 6510 |
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| CASNo_Ref = {{cascite}} |
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| ChemSpiderID = 6264 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| EINECS = 201-074-9 |
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| MeSHName = C018163 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C6H14O3/c1-2-6(3-7,4-8)5-9/h7-9H,2-5H2,1H3 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = ZJCCRDAZUWHFQH-UHFFFAOYSA-N |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| Formula = C<sub>6</sub>H<sub>14</sub>O<sub>3</sub> |
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| Formula = C<sub>6</sub>H<sub>14</sub>O<sub>3</sub> |
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| MolarMass = 134.17 g/mol |
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| MolarMass = 134.17 g/mol |
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| Appearance = White solid |
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| Odor = Faint odor |
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| Density = 1.084 g/mL |
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| Density = 1.084 g/mL |
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| MeltingPtC = 58 |
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| MeltingPtC = 58 |
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| Section7 = {{Chembox Hazards |
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| Section7 = {{Chembox Hazards |
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| FlashPt = 172 °C |
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| FlashPtC = 172 |
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| EUClass = Flammable ('''F''') |
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| NFPA-F = 3 |
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| NFPA-F = 3 |
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| Section8 = {{Chembox Related |
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| Section8 = {{Chembox Related |
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}}<!--bp > 300 C--> |
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}}<!--bp > 300 C--> |
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'''Trimethylolpropane''' (TMP) is the ] with the formula CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>3</sub>. This colorless solid is a ]. Containing three hydroxy ]s, TMP is a widely used building block in the polymer industry. |
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'''Trimethylolpropane''' (TMP) is the ] with the formula CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>3</sub>. This colourless to white solid with a faint odor is a ]. Containing three hydroxy ]s, TMP is a widely used building block in the polymer industry. |
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==Production== |
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==Production== |
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TMP is produced via a two step process, starting with the ] of ] with ]: |
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TMP is produced via a two step process, starting with the ] of ] with ]: |
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:{{chem2|CH3CH2CH2CHO + 2 CH2O → CH3CH2C(CH2OH)2CHO}} |
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:CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CHO + 2 CH<sub>2</sub>O → CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>2</sub>CHO |
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The second step entails a ]: |
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The second step entails a ]: |
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:CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>2</sub>CHO + CH<sub>2</sub>O + NaOH → CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>3</sub> + ] |
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:CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>2</sub>CHO + CH<sub>2</sub>O + NaOH → CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OH)<sub>3</sub> + ] |
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==Applications== |
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==Applications== |
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TMP is mainly consumed as a precursor to ] ]s. Otherwise, acrylated and alkoxylated TMP's are used as multifunctional monomers to produce various coatings, Ethoxylated and propoxylated TMP, derived condensation of from TMP and the ]s, are used for production of flexible ]s. Allyl ether derivatives of TMP, with the formula CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OCH<sub>2</sub>CH=CH<sub>2</sub>)<sub>3-x</sub>(CH<sub>2</sub>OH)<sub>x</sub> are precursors to high-gloss coatings and ]s. The ] "TMPO" is a photoinduceable polymerization initiator.<ref name=Ullmann/> |
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TMP is mainly consumed as a precursor to ] ]s. Otherwise, ] and alkoxylated TMP's are used as multifunctional monomers to produce various coatings, ] and propoxylated TMP, derived condensation of from TMP and the ]s, are used for production of flexible ]s. Allyl ether derivatives of TMP, with the formula CH<sub>3</sub>CH<sub>2</sub>C(CH<sub>2</sub>OCH<sub>2</sub>CH=CH<sub>2</sub>)<sub>3-x</sub>(CH<sub>2</sub>OH)<sub>x</sub> are precursors to high-gloss coatings and ]s. The ] "TMPO" is a photoinduceable polymerisation initiator.<ref name=Ullmann/> It is may also be reacted with ] to produce the triglycidyl ether.<ref>{{Cite patent|country=US|number=5162547|title=Process for the preparation of glycidyl ethers|pubdate=1992-11-10|inventor1-last=Roth|inventor1-first=Martin|inventor2-last=Wolleb|inventor2-first=Heinz|inventor3-last=Truffer|inventor3-first=Marc-Andre|assign1=]}}</ref> |
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==See also== |
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==References== |
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==References== |
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