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分类

• {SNA} Azidation/Diazo Transfer, Azide Sources, C-X Bond Formation (Non-Halogen), Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Materials Science, Micro/NanoElectronics, Self Assembly & Contact Printing, Self-Assembly Materials, Silanes,
• {SNA} Azidation/Diazo Transfer,
• {uni_hamburg} no charge; 1fragment
• Azidation/Diazo Transfer, Azide Sources, C-X Bond Formation (Non-Halogen), Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Materials Science, Micro/NanoElectronics, Self Assembly & Contact Printing, Self-Assembly Materials, Silanes, Synthetic Reagents
• {SNA}

产品应用

• A versatile azidonation reagent

相关文献及参考

• In combination with triflic acid, is useful for the direct amination of aromatics. Aminodiazonium triflate is suggested as the active intermediate. Thus, benzene gives aniline in 95% yield and toluene gives a mixture of o- and p-toluidine: J. Org. Chem., 54, 1203 (1989). See also: Tetrahedron Lett., 32, 4321 (1991).
• Curtius reaction with acid halides gives isocyanates in one operation: Synth. Commun., 2, 227 (1972): Synthesis, 551 (1972); J. Org. Chem., 38, 2982 (1973). Similarly, pyridine-2,3-dicarboxylic anhydride is converted to 3-azaisatoic anhydride: Synthesis, 972 (1982):
• For reviews, see: Chem. Soc. Rev., 7, 15 (1978); Synthesis, 861 (1980); Chem. Rev., 88, 351 (1988).
• Mitsunobu reaction, in the presence of DIAD, with 1,2- and 1,3-diols leads to regioselective, stereospecific azidation to give predominantly the 2- or 3-azido alcohol with inversion of configuration: J. Org. Chem., 64, 6049 (1999).
• Short: II/25C
• Non-explosive hydrazoic acid equivalent in many cycloaddition reactions: e.g. with alkynes to give 1,2,3-triazoles: Chem. Ber., 99, 2512 (1966), nitriles, catalyzed by Di-n-butyl­tin oxide, L14491, to give tetrazoles: J. Org. Chem., 58, 4139 (1993).
• A mild, convenient synthesis of alkyl azides involves SN2 reaction with the corresponding alkyl halide, phosphate or tosylate, promoted by TBAF: Synthesis, 376 (1995).
• In combination withSnCl4,ß-D-ribofuranosyl acetates are converted to azides: Carbohydr. Res., 232, 359 (1992). Similarly, reaction with tert-halides in the presence of tin(IV) chloride gives tert-azides, which can be converted to iminophosphoranes by Staudinger reduction with Triethyl­ phosphite, L00339. Hydrolysis completes a one-pot sequence for the conversion of a tert-halide to the corresponding amine: Synthesis, 487 (1987).

安全信息

其他信息

• F:10-33
• 方法一:三甲基氯硅烷和迭氮化钠在六甲基亚磷酸三酰胺中反应而得。
• TCI Shanghai:叠氮三甲基硅 Trimethylsilylazide,>;96.0%(GC)(4648-54-8)
• 用途一:用作中间体
• 上游原料:叠氮化钠 --> 三甲基氯硅烷 --> 六甲基磷酰三胺 --> 亚磷酸三
• Sigma Aldrich:4648-54-8(sigmaaldrich)
• Acros Organics:叠氮三甲基硅烷 Azidotrimethylsilane, 97%(4648-54-8)
• 叠氮基三甲基硅烷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010180 叠氮化三甲基硅烷（TMSiA） 25g 500元 2011/04/16 T0801 叠氮三甲基硅 Trimethylsilylazide 25G 890元 2010/06/21 167930100 叠氮基三甲基硅烷 Azidotrimethylsilane 97% 10 ML 581元
• 用途三:有机合成试剂，向有机分子代入三甲硅基或叠氮基。
• MOL 文件:4648-54-8.mol
• 用途二:用于有机合成。
• 下游产品:2,2-二氯-1-甲基环丙胺
• Trimethylsilyl azide is a versatile azidonation reagent for amines, amides, aldehydes, and ketones.
• Alfa Aesar:叠氮化三甲基硅烷,94% Trimethylsilyl azide, 94%(4648-54-8)
• 海关编码:29310095
• 水中分解，溶于醚，二氯甲烷和苯。
• 敏感性:Moisture Sensitive
• MSDS 信息:Trimethylsilyl azide(4648-54-8).msds
• TSCA:Yes