| 词条 | 2-Methyl-2-nitrosopropane |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477214185 | ImageFile = 2-methyl-2-nitrosopropane-2D-skeletal.png | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 100 | ImageName = Skeletal formula of 2-methyl-2-nitrosopropane | ImageFile2 = 2-methyl-2-nitrosopropane-3D-balls.png | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageSize2 = 100 | ImageName2 = Ball and stick model of 2-methyl-2-nitrosopropane | IUPACName = 2-Methyl-2-nitrosopropane[1] | OtherNames = tert-Nitrosobutane |Section1={{Chembox Identifiers | Abbreviations = NMP{{Citation needed|date=May 2012}} | CASNo = 917-95-3 | CASNo_Ref = {{cascite|changed|??}} | PubChem = 23272 | ChemSpiderID = 21764 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | MeSHName = tert-nitrosobutane | SMILES = CC(C)(C)N=O | StdInChI = 1S/C4H9NO/c1-4(2,3)5-6/h1-3H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = LUQZKEZPFQRRRK-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} |Section2={{Chembox Properties | C=4 | H=9 | N=1 | O=1 | Appearance = Blue liquid }} |Section3={{Chembox Related | OtherCompounds = {{Unbulleted list|Ethylamine|Ethylenediamine|Propylamine|Isopropylamine|1,2-Diaminopropane|1,3-Diaminopropane|Isobutylamine|tert-Butylamine|n-Butylamine|sec-Butylamine|Putrescine}} }} }} 2-Methyl-2-nitrosopropane (MNP or t-nitrosobutane) is the organic compound with the formula (CH3)3CNO. It is a blue liquid that is used in chemical research as a spin trap, i.e. it binds to radicals. Preparation and structuret-BuNO is prepared by the following sequence:[2](CH3)3CNH2 → (CH3)3CNO2 (CH3)3CNO2 → (CH3)3CNHOH (CH3)3CNHOH → (CH3)3CNO The freshly distilled compound is a blue volatile liquid. Like other nitroso compounds, it features a bent C-N=O linkage. Upon standing at room temperature, the blue liquid converts to the colourless solid that is the dimer (m.p. 74-75 °C). In solution, this dimer quickly reverts to the blue monomer.[3] ReactionsIt can be used as a spin trap. This molecule traps unstable free radicals to form stable paramagnetic nitroxide radicals that can be detected and analyzed by electron spin resonance spectroscopy. It is particularly useful for trapping carbon-centered tyrosyl radicals.[4] MNP is also an efficient regulator of the radical polymerization of methyl methacrylate through the 'pseudoliving' chain mechanism.[5] See also
References1. ^{{Cite web|title=tert-nitrosobutane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=23272&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=7 May 2012|location=USA|date=26 March 2005|at=Identification and Related Records}} {{DEFAULTSORT:Methyl-2-Nitrosopropane, 2-}}2. ^{{OrgSynth|first1=A. |last1=Calder |first2=A. R. |last2=Forrester |first3=S. P. |last3=Hepburn |title=2-Methyl-2-nitrosopropane and Its Dimer |collvol=6, |collvolpages=803 |volume=52 |page=77 |prep=cv6p0803}} 3. ^{{cite journal| journal = J. Org. Chem.| title = tert-Alkylnitroso compounds. Synthesis and dimerization equilibriums | pages = 3055–3056| volume = 36 | year = 1971| author = John C. Stowell| url = | doi = 10.1021/jo00819a038| issue = 20}} 4. ^{{cite journal |journal=J. Biol. Chem. |title=ESR Spin-trapping of a Protein-derived Tyrosyl Radical from the Reaction of Cytochrome c with Hydrogen Peroxide |pages=15498–15503 |issue=26 |volume=271 |year=1996 |author1=David P. Barr |author2=Michael R. Gunther |author3=Leesa J. Deterding |author4=Kenneth B. Tomer |author5=Ronald P. Mason |url=http://www.jbc.org/cgi/content/abstract/271/26/15498 |doi=10.1074/jbc.271.26.15498 |archiveurl=https://www.webcitation.org/5glwNmnPL?url=http://www.jbc.org/cgi/content/abstract/271/26/15498 |archivedate=2009-05-14 |deadurl=no |accessdate=2009-04-06 |pmid=8663160 |df= }} 5. ^{{Cite journal|author1=Dmitry F Grishin |author2=Lyudmila L Semyonycheva |author3=Elena V Kolyakina | title= 2-Methyl-2-nitrosopropane as a new regulator of the polymer chain growth| journal= Mendeleev Communications| year = 1999| volume=9| issue=6| pages = 250–251| doi= 10.1070/mc1999v009n06ABEH001161}} 2 : Nitroso compounds|Tert-butyl compounds |
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