| 词条 | Stannole |
| 释义 |
| ImageFileL1 = Stannole.svg | ImageFileL1_Ref = {{Chemboximage|correct|??}} | ImageSizeL1 = 100 | ImageNameL1 = Skeletal formula of stannole | ImageFileR1 = Stannole-Spartan-MP2-3D-balls.png | ImageSizeR1 = 120 | IUPACName = 1H-Stannole | OtherNames = |Section1={{Chembox Identifiers | CASNo = 288-07-3 | CASNo_Ref = {{cascite|changed|??}} | PubChem = 71357546 | SMILES = [SnH2]1C=CC=C1 | StdInChI = InChI=1S/C4H4.Sn.2H/c1-3-4-2;;;/h1-4H;;; | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = UCLKYZNUCJCVMQ-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | ChemSpiderID = 57535729 }} |Section2={{Chembox Properties | C=4 | H=6 | Sn=1 }} }}Stannole is an organotin compound with the formula (CH)4SnH2. It is classified as a metallole, i.e. an unsaturated five-membered ring containing a heteroatom. It is a structural analog of pyrrole, with tin replacing the nitrogen. Substituted derivatives, which have been synthesized, are also called stannoles.[1] 1λ2-Stannole has formula C4H4Sn, with no hydrogen on the tin atom, which is in the +2 oxidation state.[2] Examples1,1-Dibutylstannole is a pale yellow oil prepared from 1,4-dilithio-1,3-butadiene and dibutyltin dichloride [3] Reactions1,1-Dimethyl-2,3,4,5-tetraphenyl-1H-stannole, for example, can be formed by the reaction of 1,4-dilithio-1,2,3,4-tetraphenyl-1,3-butadiene and dimethyltin dichloride.[4] 1,1-Disubstituted stannoles can be formed in the [2+2+1] cycloaddition reaction of two acetylene molecules with an organotin molecule SnR2.[5] See also
References1. ^{{cite journal|last1 = Dubac|first1 = Jacques|last2 = Laporterie|first2 = Andre|last3 = Manuel|first3 = Georges|title = Group 14 metalloles. 1. Synthesis, organic chemistry, and physicochemical data|journal = Chemical Reviews|volume = 90|pages = 215|year = 1990|doi = 10.1021/cr00099a008}} {{Heterocyclic-stub}}2. ^{{cite web|title=DTXSID70781612|url=https://pubchem.ncbi.nlm.nih.gov/compound/57458877|website=pubchem.ncbi.nlm.nih.gov|language=en}} 3. ^{{cite journal|last1 = Ashe|first1 = Arthur J.|last2 = Mahmoud|first2 = Samir.|title = 1,4-Dilithio-1,3-butadienes|journal = Organometallics|volume = 7|pages = 1878|year = 1988|doi = 10.1021/om00098a034|issue = 8}} 4. ^{{Cite book|editor1=J.I.G. Cadogan |editor2=S.V. Ley |editor3=G. Pattenden |editor4=R.A. Raphael |editor5=C.W. Rees |editorlink5=Charles Rees| year = 1996| title =Dictionary of Organic Compounds| edition =6| volume =3| series =| publication-place =| place =| publisher = Chapman & Hall| pages = 4219| id =| isbn =978-0-412-54090-5| doi =| oclc =| url= https://books.google.com/books?id=C3Uo1co4Wv0C&pg=PA4219| accessdate = 2010-03-04}} 5. ^{{Cite book| last =Davies| first =A.G.| publication-date =| date =| year = 2004| title =Organotin Chemistry| edition =2| volume =| series =| publication-place =| place =| publisher = Wiley-VCH| pages = 129| id =| isbn =978-3-527-31023-4| doi =| oclc =| url= https://books.google.com/books?id=sIyUnsahhYAC&pg=PA129| accessdate = 2010-03-04}} 2 : Tin heterocycles|Five-membered rings |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。