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(TRIMETHYLSILYL)ACETONITRILE

(TRIMETHYLSILYL)ACETONITRILE Structure
(TRIMETHYLSILYL)ACETONITRILE
  • CAS No.18293-53-3
  • Chemical Name:(TRIMETHYLSILYL)ACETONITRILE
  • CBNumber:CB2403137
  • Molecular Formula:C5H11NSi
  • Formula Weight:113.23
  • MOL File:18293-53-3.mol
(TRIMETHYLSILYL)ACETONITRILE Property
  • Boiling point 65-70 °C20 mm Hg(lit.)
  • Density 0.827 g/mL at 25 °C(lit.)
  • refractive index n20/D 1.420(lit.)
  • Flash point 122 °F
  • storage temp. Sealed in dry,Room Temperature
  • solubility Sol most common organic solvents.
  • form Liquid
  • color Clear colorless to straw
  • Specific Gravity 0.829
  • Hydrolytic Sensitivity 4: no reaction with water under neutral conditions
  • BRN 1738845
  • InChIKey WJKMUGYQMMXILX-UHFFFAOYSA-N
  • FDA UNII 5XB7XHD8BU
  • UNSPSC Code 12352100
Safety
  • Hazard Codes  :T
  • Risk Statements  :10-23/24/25-36/37/38
  • Safety Statements  :26-36/37/39-45
  • RIDADR  :UN 1993 3/PG 3
  • WGK Germany  :3
  • F  :21
  • TSCA  :No
  • HazardClass  :3.2
  • PackingGroup  :III
  • HS Code  :29310099
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H226-H301+H311+H331-H315-H319-H335
  • Precautionary statements P261-P280-P301+P310-P305+P351+P338-P311

(TRIMETHYLSILYL)ACETONITRILE Chemical Properties,Usage,Production

  • Physical properties bp 84–85 °C/54 mmHg, 66 °C/35 mmHg, 65–70 °C/20 mmHg;3 d 0.827 g cm?3.
  • Uses (Trimethylsilyl)acetonitrile has been used in catalytic cyanomethylation of various carbonyl compounds in the presence of Lewis bases.
  • Uses α-carbanion is a useful alternative to LiCH2CN for nucleophilic cyanomethylation; (Z)-selective Peterson alkenation). Trimethylsilylacetonitrile participates in the following synthesis reactions: Metalation, Peterson Alkenation (Cyanomethylenation), Michael Addition, Reactions with Other Electrophiles, Cyanomethylation, Metal-Catalyzed Reactions etc.
  • Preparation From chlorotrimethylsilane, zinc, and XCH2CN, (X = Cl, 61% yield; X = Br, 81% yield).
  • Purification Methods Check if NMR and IR spectra show impurities; if present dissolve it in *C6H6 (10volumes), wash it with buffer (AcOH/AcONa pH ca 7) several times, dry (CaCl2) it, evaporate and distil it. IR: (CCl4) 2215 (CN) cm-1, NMR (CCl4): 0.23 (s, 9H, SiMe3), and 1.53 (s, 2H, CH2CN). [Matsuda et al. J Chem Soc, Perkin Trans 1 26 1979, Beilstein 4 IV 3974.]
(TRIMETHYLSILYL)ACETONITRILE Preparation Products And Raw materials
Raw materials
Preparation Products
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(TRIMETHYLSILYL)ACETONITRILE Spectrum
18293-53-3, (TRIMETHYLSILYL)ACETONITRILERelated Search:
  • 药靶配体
  • 苯硼酸
  • 硅烷试剂
  • Cyanides/Nitriles
  • Organic Building Blocks
  • Nitrogen Compounds
  • C1 to C5
  • Building Blocks
  • CH33SiCH2CN
  • 2-(三甲基硅烷基)-乙腈
  • 2-(三甲基甲硅烷基)乙腈
  • 2-(三甲基硅基)乙氰
  • (三甲基硅基)乙腈
  • 三甲基硅烷氰
  • 3-吖啶乙酸
  • 2-三甲基硅基乙腈
  • 三甲基硅烷氰化甲烷
  • 18293-53-3
  • 2-(Trimethy
  • (Cyanomethyl)trimethylsilane, TMSAN
  • TRIMETHYLSILYACETONITRILE
  • Acetonitrile, (trimethylsilyl)-
  • (CYANOMETHYL)TRIMETHYLSILANE
  • (TriMethylsilyl)acetonitrile 99%
  • Acetonitrile, 2-(triMethylsilyl)-
  • Einecs 242-169-5
  • 2-Trimethylsilylacetonitrile
  • 2-(Trimethylsilyl)acetonitrile
  • (Trimethylsilyl)acetonitrile,(Cyanomethyl)trimethylsilane, TMSAN
  • trimethylsilanyl-acetonitrile
  • (TRIMETHYLSILYL)ACETONITRILE
  • TMSAN