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Trimethylsilyl Cyanide 三甲基氰硅烷

规格: 96%, SpcSeal

CAS: 7677-24-9

产品编号: H12614

MDL: MFCD00001765

品牌: INFI

Chemical Name	Trimethylsilyl cyanide
CAS Number	7677-24-9
Alfabeta Name	TRIMETHYLSILYLCYANIDE
MDL Number	MFCD00001765
Synonym	Trimethylsilanecarbonitrile Trimethylsilyl Cyanide
PubChem Substance ID	87576800
EC Number	231-657-3
Beilstein Registry Number	1737612
Reaxys-RN	1737612
Chemical Name Translation	三甲基氰硅烷
InChIKey	LEIMLDGFXIOXMT-UHFFFAOYSA-N
LabNetwork Molecule ID	LN00007950
Canonical SMILES	N#C[Si](C)(C)C

氰基化试剂

{ALF

{ALFA} Tertiary alkyl halides normally undergo elimination when treated with alkali cyanides, but can be converted to the corresponding nitriles by reaction with TM

{ALF} Reacts with epoxides in the presence of ZnI2 to give trans-ɑ-siloxy isocyanides, which can be readily hydrolyzed to the hydroxy isocyanides: J. Am. Chem. Soc., 104, 5849 (1982); Org. Synth. Coll., 7, 294 (1990). In the presence of Ag salts (AgClO4, AgBF4 or AgOTf), alkenes can be converted to isocyanides in Markovnikov fashion: Synlett, 288 (1999).

{ALF} For a brief survey of uses of this reagent in synthesis, see: Synlett, 1625 (2007).

{ALD} Beilstein: 4,IV,3893

{ALF} The ZnI2-catalyzed procedure allows cyanohydrins of unreactive ketones to be prepared in good yield, avoiding the unfavourable equilibria often encountered with the classical alkali cyanide method. For details and list of examples, see: Org. Synth. Coll., 7, 20 (1990). Other catalysts including Et3N or Bu3P are also effective: Chem. Lett., 537, 541 (1991). For catalysis by Methyl triphenylphosphonium iodide, A15644, see: Tetrahedron Lett., 44, 6157 (2003). In the absence of a catalyst, aldehydes have been found to give good yields of the TMS cyanohydrin, but reaction with ketones is very slow: J. Chem. Soc., Perkin 1, 2383 (1995). For use of Tetracyanoethylene, A13945, as a c-acid catalyst for both aldehydes and ketones, see: J. Chem. Soc., Perkin 1, 2155 (1995). Under the same conditions, dimethyl acetals

{ALF} Tertiary alkyl halides normally undergo elimination when treated with alkali cyanides, but can be converted to the corresponding nitriles by reaction with TMSCN in the presence of SnCl4: Angew. Chem. Int. Ed., 20, 1017 (1981).

7677-24-9 H12614 Trimethylsilyl Cyanide
三甲基氰硅烷

化学属性

Mol. Formula	C4H9NSi
Mol. Weight	99.21
Boiling Point	114-117 °C at 760 mmHg
Melting Point	11-12 °C
Refractive index	1.3910 to 1.3930
Density	0.793
Flash Point	1.1°C
TSCA	Yes
Solubility	起反应
Stability	易吸潮
pH	:A

*以上化合物性质及应用等信息仅供参考

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催化剂

配体

有机硅

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Trimethylsilyl Cyanide 三甲基氰硅烷

规格: 96%, SpcSeal

化学属性

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