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Azidotrimethylsilane 叠氮基三甲基硅烷

规格: 95%

CAS: 4648-54-8

产品编号: H11842

MDL: MFCD00001986

品牌: INFI

Chemical Name	Azidotrimethylsilane
Synonym	(CH3)3SiN3 1-(Trimethylsilyl)-1,3-diaza-2-azoniapropadiene-3-ide AZIDOTRIMETHYLSILANE Azidotrimethyl silane(97%) Azidotrimethylsilane Me3SiN3 Silane,azidotrimethyl- TMSA Trimethylazidosilane Trimethylsilazid Trimethylsilyl Azide azidotrimethylsilane trimethylsilyl azide {} {} {} {} {} {} {} {} {PubChem} trimethylsilyl azide {} {} {} {} {} {} {} {} {} {PubChem} azidotrimethylsilane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
CAS Number	4648-54-8
PubChem Substance ID	78378
EC Number	225-078-5
Beilstein Registry Number	1903730
MDL Number	MFCD00001986
Reaxys-RN	1903730
Chemical Name Translation	叠氮三甲基硅
InChIKey	SEDZOYHHAIAQIW-UHFFFAOYSA-N
LabNetwork Molecule ID	LN00115863
InChI	InChI=1S/C3H9N3Si/c1-7(2,3)6-5-4/h1-3H3
Canonical SMILES	C[Si](C)(C)N=[N+]=[N-]

A versatile azidonation reagent

{ALF} 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).

{ALF}

{ALF} 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):

{ALF} For reviews, see: Chem. Soc. Rev., 7, 15 (1978); Synthesis, 861 (1980); Chem. Rev., 88, 351 (1988).

{ALF} 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).

{uni_hamburg} Short: II/25C

{ALF} 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).

{ALF} A mild, convenient synthesis of alkyl azides involves SN2 reaction with the corresponding alkyl halide, phosphate or tosylate, promoted by TBAF: Synthesis, 376 (1995).

{ALF} 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).

4648-54-8 H11842 Azidotrimethylsilane
叠氮基三甲基硅烷

化学属性

Mol. Formula	C3H9N3Si
Mol. Weight	115
Refractive index	1.4130 to 1.4170
Boiling Point	52-53
Density	0.868
Flash Point	6°C(lit.)
TSCA	Yes
Melting Point	92-95°C
Solubility	Soluble in water (decomposes), dichloromethane, ether, chloroform, and ethyl acetate.
Appearance	无色液体。熔点-95℃，沸点95℃（96kPa），52-53℃（23.3kPa），相对密度0.87（20/4℃），折光率1.4140(20℃).
Stability	对湿度和热敏感

*以上化合物性质及应用等信息仅供参考

电子化学品

催化剂

配体

有机硅

元素分类

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Azidotrimethylsilane 叠氮基三甲基硅烷

规格: 95%

化学属性

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