| 词条 | Triethylphosphite |
| 释义 |
| Watchedfields = changed | verifiedrevid = 470614115 | ImageFile =Triethyl phosphite-3D-balls-by-AHRLS-2011.png | ImageSize = | ImageFile1 =P(OEt)3.png | ImageSize1 = | IUPACName =Triethyl phosphite | OtherNames = Triethoxyphosphine |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 28956 | InChI = 1/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3 | InChIKey = BDZBKCUKTQZUTL-UHFFFAOYAP | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C6H15O3P/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = BDZBKCUKTQZUTL-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo =122-52-1 | PubChem = 31215 | SMILES = O(P(OCC)OCC)CC }} |Section2={{Chembox Properties | C=6|H=15|O=3|P=1 | MolarMass = | Appearance =colorless liquid | Density =0.969 g/mL | MeltingPtC =-70 | BoilingPtC = 156 | BoilingPt_notes = (57 to 58 °C at 16 mm) | Solubility =organic solvents | MagSus = -104.8·10−6 cm3/mol |Section3={{Chembox Hazards | MainHazards =toxic | FlashPt = | AutoignitionPt = }}Triethylphosphite is an organophosphorus compound with the formula P(OCH2CH3)3, often abbreviated P(OEt)3. This colorless liquid is used as a ligand in organometallic chemistry and as a reagent in organic synthesis The molecule features a pyramidal phosphorus(III) center bound to three ethoxide groups. Its 31P NMR spectrum features a signal at around +139 ppm vs phosphoric acid standard. Triethylphosphite is prepared by treating phosphorus trichloride with ethanol in the presence of a base, typically a tertiary amine:[1] PCl3 + 3 EtOH + 3 R3N → P(OEt)3 + 3 R3NH+Cl− In the absence of the base, the reaction affords diethylphosphite ((EtO)2P(O)H). Of the many related compounds can be prepared similarly, triisopropyl phosphite is an example (b.p. 43.5 °C/1.0 mm; CAS# 116-17-6). As a ligandIn coordination chemistry and homogeneous catalysis, triethylphosphite finds use as a soft ligand. Its complexes are generally lipophilic and feature metals in low oxidation states. Examples include the colorless complexes FeH2(P(OEt)3)4 and Ni(P(OEt)3)4 (m.p. 187 °C).[2] References1. ^{{OrgSynth | author = A. H. Ford-Moore and B. J. Perry | title = Triethyl Phosphite | collvol = 4 | collvolpages = 955 | year = 1963 | prep = CV4P0955}} 2. ^{{cite journal | last = Ittel | first = Steven D. | year = 1990 | title = Complexes of Nickel(0) | journal = Inorganic Syntheses | volume = 28 | pages = 98–104 | doi = 10.1002/9780470132593.ch26 | isbn = 978-0-470-13259-3}} External links
2 : Organophosphites|Ethyl esters |
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