| 词条 | 1,1,3,3-Tetramethylguanidine |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477201779 | ImageFile = 1,1,3,3-Tetramethylguanidine.svg | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 100 | ImageName = Skeletal formula of 1,1,3,3-tetramethylguanidine | ImageFile1 = Tetramethylguanidine-3D-balls.png | ImageFile1_Ref = {{chemboximage|correct|??}} | ImageSize1 = 160 | ImageName1 = Ball and stick model of 1,1,3,3-tetramethylguanidine | ImageFile2 = Tetramethylguanidine-3D-spacefill.png | ImageFile2_Ref = {{chemboximage|correct|??}} | ImageSize2 = 160 | ImageName2 = Spacefill model of 1,1,3,3-tetramethylguanidine | IUPACName = 1,1,3,3-Tetramethylguanidine[1] |Section1={{Chembox Identifiers | CASNo = 80-70-6 | CASNo_Ref = {{cascite|changed|??}} | PubChem = 66460 | ChemSpiderID = 59832 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | EINECS = 201-302-7 | UNNumber = 2920 | MeSHName = 1,1,3,3-tetramethylguanidine | Beilstein = 969608 | SMILES = CN(C)C(=N)N(C)C | StdInChI = 1S/C5H13N3/c1-7(2)5(6)8(3)4/h6H,1-4H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = KYVBNYUBXIEUFW-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} |Section2={{Chembox Properties | C=5 | H=13 | N=3 | Appearance = Colourless liquid | Density = 918 mg mL{{sup|−1}} | MeltingPtC = -30 | BoilingPtC = 160 to 162 | Solubility = Miscible | VaporPressure = 30 Pa (at 20 °C) | pKa = 13.0±1.0[2] (pK{{sub|a}} of conjugate acid in water) | RefractIndex = 1.469 }} |Section3={{Chembox Hazards | GHSPictograms = {{gHS flame}} {{gHS corrosion}} {{gHS exclamation mark}} | GHSSignalWord = DANGER | HPhrases = {{h-phrases|226|302|314}} | PPhrases = {{p-phrases|280|305+351+338|310}} | FlashPtC = 60 | ExploLimits = 1–7.5% }} |Section4={{Chembox Related | OtherCompounds = {{unbulleted list|Dimethylurea|Noxytiolin|Metformin|Allantoic acid|Carmustine}} }} }}Tetramethylguanidine is an organic compound with the formula HNC(N(CH{{sub|3}}){{sub|2}}){{sub|2}}. This colourless liquid is a strong base with a higher pK{{sub|a}} than typical amines.[3] It was originally prepared from tetramethylthiourea via S-methylation and amination, but alternative methods start from cyanogen iodide.[4] UsesTMG is mainly used as a strong, non-nucleophilic base for alkylations, often as a substitute for the more expensive bases DBU and DBN.[4] Since it is highly water-soluble, it is easily removed from mixtures in organic solvents. It is also used as a base-catalyst in the production of polyurethane.[5] References1. ^{{cite web|title=1,1,3,3-tetramethylguanidine - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=66460|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=10 April 2012|location=USA|date=26 March 2005|at=Identification}} {{DEFAULTSORT:Tetramethylguanidine, 1, 1, 3, 3-}}2. ^{{cite journal | author = Kaupmees, K. | author2 = Trummal, A. | author3 = Leito, I. | title = Basicities of Strong Bases in Water: A Computational Study | journal = Croat. Chem. Acta | year = 2014 | volume = 87 | pages = 385–395 | doi = 10.5562/cca2472 }} 3. ^{{cite journal |last1=Rodima |first1=Toomas |first2=I. |last2=Leito |year=2002 |title=Acid-Base Equilibria in Nonpolar Media. 2. Self-Consistent Basicity Scale in THF Solution Ranging from 2-Methoxypyridine to EtP{{sub|1}}(pyrr) Phosphazene |journal=J. Org. Chem. |volume=67 |issue=6 |pages=1873–1881 |doi=10.1021/jo016185p }} 4. ^1 {{cite journal |last1= Ishikawa |first1= T. |first2= T. |last2=Kumamoto |title= Guanidines in Organic Synthesis |journal= Synthesis |year= 2006 |issue= 5 |pages= 737–752 |doi= 10.1055/s-2006-926325 |volume= 2006 }} 5. ^{{cite journal |last1=Geoghegan |first1=J. T. |first2=R. W. |last2=Roth |year=2003 |title=Catalytic effects of 1,1,3,3-tetramethylguanidine for isocyanate reactions |journal=J. Appl. Polym. Sci.|volume=9 |issue=3 |pages=1089–1093 |doi=10.1002/app.1965.070090325}} 3 : Guanidines|Reagents for organic chemistry|Non-nucleophilic bases |
| 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。