Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 2,2,2-Trichloroethanol: Difference between pages

| verifiedrevid = 477209540

| PIN = 2,2,2-Trichloroethan-1-ol

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 115-20-8

| IUPHAR_ligand = 2293

| Beilstein = 1697495

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 1171

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| EC_number = 204-071-0

| Gmelin = 2407

| PubChem = 8259

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| MeltingPtC = 17.8<ref name=parmer/>

| BoilingPtC = 151<ref name=parmer/>

| Section3={{Chembox Hazards

| ExternalSDS = <ref name=parmer>"[https://pim-resources.coleparmer.com/sds/75723.pdf Material Safety Data Sheet- 2,2,2-Trichloroethanol, 98%]" 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}}

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'''2,2,2-Trichloroethanol''' is the [[chemical compound]] with [[structural formula|formula]] {{chem2|Cl3C\sCH2OH}}. Its [[molecule]] can be described as that of [[ethanol]], with the three [[hydrogen]] atoms at position 2 (the [[methyl]] group) replaced by [[chlorine]] 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>"[https://www.sigmaaldrich.com/catalog/DataSheetPage.do?brandKey=ALDRICH&symbol=T54801 2,2,2-Trichloroethanol ≥99%]". 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 [[prodrug]] [[chloral hydrate]], and of [[chlorobutanol]]. Historically, it has been used as a sedative hypnotic.<ref name=Merck>''The Merck Index'', 13th Edition.</ref> The hypnotic drug [[triclofos]] (2,2,2-trichloroethyl phosphate) is metabolized ''[[in vivo]]'' 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 [[SDS-PAGE]] gels in order to enable [[fluorescence|fluorescent]] detection of [[protein]]s without a staining step, for [[immunoblotting]] 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 [[protecting group]] for [[carboxylic acid]]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>

[[File:2,2,2-trichloroethanol protecting group.png|center|frameless|280x280px]]

== See also ==

* [[1,1,1-Trichloroethane]]

* [[Tribromoethanol]]

* [[Triclofos]]

== References ==

{{Reflist}}

{{Hypnotics}}

{{Navboxes

| title = [[Pharmacodynamics]]

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| list1 =

{{GABAA receptor positive modulators}}

{{Ionotropic glutamate receptor modulators}}

{{Glycine receptor modulators}}

{{DEFAULTSORT:Trichloroethanol, 2,2,2-}}

[[Category:Primary alcohols]]

[[Category:Sedatives]]

[[Category:GABAA receptor positive allosteric modulators]]

[[Category:Glycine receptor agonists]]

[[Category:NMDA receptor antagonists]]

[[Category:Chloroethanols]]

[[Category:Trichloromethyl compounds]]