| 词条 | Propargyl alcohol |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464216301 | Name = Propargyl alcohol | ImageFile = propargyl alcohol.svg | ImageSize = 120px | ImageName = | IUPACName = 2-Propyn-1-ol | OtherNames = propynol, 2-propynol, 2-propyn-1-ol, prop-2-yn-1-ol, hydroxymethylacetylene. |Section1={{Chembox Identifiers | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C05986 | InChI = 1/C3H4O/c1-2-3-4/h1,4H,3H2 | InChIKey = TVDSBUOJIPERQY-UHFFFAOYAE | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C3H4O/c1-2-3-4/h1,4H,3H2 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = TVDSBUOJIPERQY-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 107-19-7 | UNII_Ref = {{fdacite|changed|FDA}} | UNII = E920VF499L | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID=21106466 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 28905 | SMILES = C#CCO |Section2={{Chembox Properties | C=3|H=4|O=1 | Density = 0.9715 g/cm3 | MeltingPtC = -51 to -48 | BoilingPtC = 114 to 115 | Appearance = Colorless to straw-colored liquid[1] | Odor = geranium-like[1] | Solubility = miscible[1] | VaporPressure = 12 mmHg (20 °C)[1] |Section7={{Chembox Hazards | NFPA-H = 3 | NFPA-R = 0 | NFPA-F = 3 | ExternalSDS = External SDS | IDLH = N.D.[1] | REL = TWA 1 ppm (2 mg/m3) [skin][1] | PEL = none[1] | FlashPtF = 97 | FlashPt_notes = (open cup)[1] }} }} Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O. It is the simplest stable alcohol containing an alkyne functional group.[2] Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents. Reactions and applicationsPropargyl alcohol polymerizes with heating or treatment with base. It is used as a corrosion inhibitor, a metal complex solution, a solvent stabilizer and an electroplating brightener additive. It is also used as an intermediate in organic synthesis. Secondary and tertiary substituted propargylic alcohols undergo catalyzed rearrangement reactions to form α,β-unsaturated carbonyl compounds via the Meyer–Schuster rearrangement and others. It can be oxidized to propynal[3] or propargylic acid. PreparationPropargyl alcohol is produced by the copper-catalysed addition of formaldehyde to acetylene as a by-product of the industrial synthesis of but-2-yne-1,4-diol.[4] It can also be prepared by dehydrochlorination of 3-chloro-2-propen-1-ol by NaOH.[5] SafetyPropargyl alcohol is a flammable liquid, toxic by inhalation, highly toxic by ingestion, toxic by skin absorption, and corrosive. See also
References1. ^1 2 3 4 5 6 7 {{PGCH|0527}} 2. ^Merck Index, 11th Edition, 7819 3. ^{{OrgSynth|author= J. C. Sauer |year=1956|title=Propionaldehyde|volume=36|pages=66|collvol=4|collvolpages=813|prep=CV4P0813}} 4. ^{{Ullmann | first1 = Jürgen | last1 = Falbe | first2 = Helmut | last2 = Bahrmann | first3 = Wolfgang | last3 = Lipps | first4 = Dieter | last4 = Mayer | title = Alcohols, Aliphatic | doi = 10.1002/14356007.a01_279}}. 5. ^ J. Am. Chem. Soc., 1944, 66 (2), pp 285–287 External links
2 : Alkynols|Propargyl compounds |
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