| Revision as of 16:53, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 472544727 of page 2,2,2-Trichloroethanol for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 18:56, 4 March 2024 edit Marbletan (talk | contribs)Extended confirmed users5,457 edits no longer a stub |
| Line 1: |
Line 1: |
|
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
|
|
{{chembox |
|
{{chembox |
|
⚫ |
| verifiedrevid = 477209540 |
|
| Verifiedfields = changed |
|
| ⚫ |
| verifiedrevid = 457310910 |
|
|
| Name = 2,2,2-Trichloroethanol |
|
| Name = 2,2,2-Trichloroethanol |
|
| ImageFileL1 = 2,2,2-trichloroethanol.svg |
|
| ImageFileL1 = 2,2,2-trichloroethanol.svg |
|
| ImageSizeL1 = 120px |
|
|
| ImageNameL1 = 2,2,2-Trichloroethanol |
|
| ImageNameL1 = 2,2,2-Trichloroethanol |
|
| ImageFileR1 = 2,2,2-trichloroethanol-3D-vdW.png |
|
| ImageFileR1 = 2,2,2-trichloroethanol-3D-vdW.png |
|
| ImageSizeR1 = 120px |
|
|
| ImageNameR1 = 2,2,2-Trichloroethanol |
|
| ImageNameR1 = 2,2,2-Trichloroethanol |
|
| IUPACName = 2,2,2-Trichloroethanol |
|
| PIN = 2,2,2-Trichloroethan-1-ol |
|
| Section1 = {{Chembox Identifiers |
|
| Section1 = {{Chembox Identifiers |
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
⚫ |
| CASNo = 115-20-8 |
| ⚫ |
| ChEBI_Ref = {{ebicite|changed|EBI}} |
|
|
|
| IUPHAR_ligand = 2293 |
|
|
| Beilstein = 1697495 |
|
⚫ |
| ChEBI_Ref = {{ebicite|correct|EBI}} |
|
| ChEBI = 28094 |
|
| ChEBI = 28094 |
|
⚫ |
| ChEMBL_Ref = {{ebicite|correct|EBI}} |
|
⚫ |
| ChEMBL = 1171 |
|
|
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 7961 |
|
| ChemSpiderID = 7961 |
|
|
| EC_number = 204-071-0 |
|
|
| Gmelin = 2407 |
|
| UNII_Ref = {{fdacite|correct|FDA}} |
|
| UNII_Ref = {{fdacite|correct|FDA}} |
|
| UNII = AW835AJ62N |
|
| UNII = AW835AJ62N |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG = C07490 |
|
| KEGG = C07490 |
|
|
| PubChem = 8259 |
|
| InChI = 1/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 |
|
| InChI = 1/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 |
|
| InChIKey = KPWDGTGXUYRARH-UHFFFAOYAW |
|
| InChIKey = KPWDGTGXUYRARH-UHFFFAOYAW |
|
| ChEMBL_Ref = {{ebicite|changed|EBI}} |
|
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| ⚫ |
| ChEMBL = 1171 |
|
|
| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
|
|
| StdInChI = 1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 |
|
| StdInChI = 1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 |
|
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
|
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
|
| StdInChIKey = KPWDGTGXUYRARH-UHFFFAOYSA-N |
|
| StdInChIKey = KPWDGTGXUYRARH-UHFFFAOYSA-N |
| ⚫ |
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| ⚫ |
| CASNo = 115-20-8 |
|
|
| SMILES = ClC(Cl)(Cl)CO |
|
| SMILES = ClC(Cl)(Cl)CO |
|
}} |
|
}} |
| Line 36: |
Line 37: |
|
| MolarMass = 149.40 g/mol |
|
| MolarMass = 149.40 g/mol |
|
| Density = 1.55 g/cm<sup>3</sup> |
|
| Density = 1.55 g/cm<sup>3</sup> |
|
| MeltingPtC = 17.8 |
|
| MeltingPtC = 17.8<ref name=parmer/> |
|
| BoilingPtC = 151 |
|
| BoilingPtC = 151<ref name=parmer/> |
|
}} |
|
}} |
|
|
| Section3={{Chembox Hazards |
|
|
| ExternalSDS = <ref name=parmer>"" Online document at the Cole-Parmer website. Accessed on 2020-07-11.</ref> |
|
|
| FlashPtC = 88 |
|
|
| FlashPt_ref = <ref name=parmer/> |
|
|
| GHSPictograms = {{GHS05}}{{GHS07}} |
|
|
| GHSSignalWord = Danger |
|
|
| HPhrases = {{H-phrases|302|315|318|336}} |
|
|
| PPhrases = {{P-phrases|261|264|270|271|280|301+312|302+352|304+340|305+351+338|310|312|321|330|332+313|362|403+233|405|501}} |
|
|
}} |
|
|
}} |
|
|
|
|
|
'''2,2,2-Trichloroethanol''' is the ] with ] {{chem2|Cl3C\sCH2OH}}. Its ] can be described as that of ], with the three ] atoms at position 2 (the ] group) replaced by ] atoms. It is a clear flammable liquid at room temperature, colorless when pure but often with a light yellow color.<ref name=parmer/><ref name=sigma>"". Online product catalog page at Merck website. Accessed on 2020-07-11.</ref> |
|
|
|
|
|
The pharmacological effects of this compound in humans are similar to those of its ] ], and of ]. Historically, it has been used as a sedative hypnotic.<ref name=Merck>''The Merck Index'', 13th Edition.</ref> The hypnotic drug ] (2,2,2-trichloroethyl phosphate) is metabolized '']'' to 2,2,2-trichloroethanol. Chronic exposure may result in kidney and liver damage.<ref name="BudavariO'Neil1996">{{cite book |author1=S. Budavari|author2=M. O'Neil|author3=Ann Smith |author4=P. Heckelman |author5=J. Obenchain |title=The Merck Index |title-link=Merck Index |edition=12th print |date=15 March 1996 |publisher=Taylor & Francis |isbn=978-0-911910-12-4}}</ref> |
|
|
|
|
|
2,2,2-Trichloroethanol can be added to ] gels in order to enable ] detection of ]s without a staining step, for ] or other analysis methods.<ref>{{cite journal|last1=Ladner|first1=Carol|title=Visible fluorescent detection of proteins in polyacrylamide gels without staining|journal=Analytical Biochemistry|date=March 2004|volume=326|issue=1|pages=13–20|doi=10.1016/j.ab.2003.10.047|pmid=14769330}}</ref> |
|
|
|
|
|
== Use in organic synthesis == |
|
|
2,2,2-Trichloroethanol is an effective ] for ]s due to its ease in addition and removal.<ref>{{Citation|last=Lowder|first=Patrick D.|date=2001-04-15|publisher=John Wiley & Sons, Ltd|language=en|doi=10.1002/047084289x.rt203|isbn=978-0471936237|title=Encyclopedia of Reagents for Organic Synthesis|chapter=2,2,2-Trichloroethanol}}</ref> |
|
|
|
|
|
] |
|
|
|
|
|
== See also == |
|
|
* ] |
|
|
* ] |
|
|
* ] |
|
|
|
|
|
== References == |
|
|
{{Reflist}} |
|
|
|
|
|
{{Hypnotics}} |
|
|
{{Navboxes |
|
|
| title = ] |
|
|
| titlestyle = background:#ccccff |
|
|
| list1 = |
|
|
{{GABAA receptor positive modulators}} |
|
|
{{Ionotropic glutamate receptor modulators}} |
|
|
{{Glycine receptor modulators}} |
|
}} |
|
}} |
|
|
|
|
|
{{DEFAULTSORT:Trichloroethanol, 2,2,2-}} |
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|
|
] |
|
|
] |