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Key Documents

212849

Sigma-Aldrich

三甲基氰硅烷

98%

同義詞:

TMSCN, 氰化三甲基硅烷

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About This Item

線性公式:
(CH3)3SiCN
CAS號碼:
分子量::
99.21
Beilstein:
1737612
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

形狀

liquid

折射率

n20/D 1.392 (lit.)

bp

114-117 °C (lit.)

mp

8-11 °C (lit.)

密度

0.793 g/mL at 20 °C (lit.)

SMILES 字串

C[Si](C)(C)C#N

InChI

1S/C4H9NSi/c1-6(2,3)4-5/h1-3H3

InChI 密鑰

LEIMLDGFXIOXMT-UHFFFAOYSA-N

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一般說明

三甲基氰硅烷通过α-甲硅烷氧基腈参与羰基氨甲基化

應用

三甲基氰硅烷被用于:
  • 通过GC-MS对复杂代谢物混合物进行衍生化
  • 作为脂肪族N,N-二烷基腙的对映选择性有机催化Strecker型反应的氰化物源
  • 在亚甲硅基桥联稀土氧化物配合物催化的近定量产量醛的氰基甲硅烷基化反应中作为试剂
  • 与手性双核Ti(IV)配合物的不对称氰基甲硅烷基化反应

包裝

包装材料含有颗粒状碳酸钠干燥剂。

訊號詞

Danger

危險分類

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Flam. Liq. 2

安全危害

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

33.8 °F - closed cup

閃點(°C)

1 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


分析證明 (COA)

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存取文件庫

Bekzod Khakimov et al.
Analytical and bioanalytical chemistry, 405(28), 9193-9205 (2013-10-05)
Reproducible and quantitative gas chromatography-mass spectrometry (GC-MS)-based metabolomics analysis of complex biological mixtures requires robust and broad-spectrum derivatization. We have evaluated derivatization of complex metabolite mixtures using trimethylsilyl cyanide (TMSCN) and the most commonly used silylation reagent N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA). For
Aurora Martínez-Muñoz et al.
Organic & biomolecular chemistry, 11(47), 8247-8255 (2013-10-30)
The enantioselective organocatalytic Strecker-type reaction of aliphatic N,N-dialkylhydrazones is presented. Using trimethylsilyl cyanide (TMSCN) as the cyanide source, the reaction can be efficiently catalyzed by a tert-leucine-derived bifunctional thiourea to afford the corresponding hydrazino nitriles in good to excellent yields
Synthetic applications of trimethylsilyl cyanide. Efficient synthesis of. beta.-aminomethyl alcohols.
Evans DA, et al.
The Journal of Organic Chemistry, 39(7), 914-917 (1974)
Tetrahedron Asymmetry, 17, 2328-2328 (2006)
Synthetic Communications, 36, 2483-2483 (2006)

文章

Reagents for C–C Bond Formation

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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