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18293-53-3

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18293-53-3 Usage

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

Different sources of media describe the Uses of 18293-53-3 differently. You can refer to the following data:
1. 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.
2. (Trimethylsilyl)acetonitrile has been used in catalytic cyanomethylation of various carbonyl compounds in the presence of Lewis bases.

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 18293-53-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,2,9 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 18293-53:
(7*1)+(6*8)+(5*2)+(4*9)+(3*3)+(2*5)+(1*3)=123
123 % 10 = 3
So 18293-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H11NSi/c1-7(2,3)5-4-6/h5H2,1-3H3

18293-53-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-trimethylsilylacetonitrile

1.2 Other means of identification

Product number -
Other names (Cyanomethyl)trimethylsilane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18293-53-3 SDS

18293-53-3Relevant articles and documents

Reaction of organosilicon derivatives of 1,1-dimethylhydrazine with methyl iodide

Voronkov,Gostevskii,Shainyan,Rakhlin,Mirskov,Makarova

, p. 17 - 20 (2005)

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N-Methyl-N,N-bis(Silatranylmethyl)amine: Structure and reactivity

Albanov, Alexander,Gostevskii, Boris,Lazareva, Nataliya,Shagun, Vladimir,Vashchenko, Alexander

, (2020/05/18)

Trimethylsilylacetonitrile Me3SiCH2CN and N-methyl-N,N-bis(silatranylmethyl)amine hygrohalogenide were obtained by the interaction of N-methyl-N,N-bis(silatranylmethyl)amine MeN[CH2Si(OCH2CH2)3N]2 1 with MeCN/Me3SiX (X = Cl, I). The key stage of this reaction is the formation of the intermolecular complexes between amine 1 and Me3SiX. The alkylation of amine 1 by ICH2SiX3 (SiX3 = SiMe3, Si(OMe)3 and Si(OCH2CH2)3N) give rise to the generation of the corresponding ammonium salts {(X3SiCH2)MeN[CH2Si(OCH2CH2)3N]2}+I-. The molecular structures of N-methyl-N,N-bis(silatranylmethyl)amine (1), N-methyl-N-[(trimethylsilyl)methyl]-N,N-bis(silatranylmethyl)ammonium iodide (4) and N-methyl-N-N,N-tris(silatranylmethyl)ammonium iodide (6) were determined by single-crystal X-ray diffraction. Compound 1 exists as mix of the conformers 1A (values lN→Si are equal 2.212 ? and 2.274 ?), 1B (values of lN→Si are equal 2.252 ? and 2.272 ?) and 1C (values lN→Si are equal 2.273 ? and 2.291 ?). The length of dative bond N→Si of molecules 1A-1C is longer than in molecules 4 and 6 (Δl lie between 0.105 ? and 0.199 ?), but length of Si–CH2 bond is shorter on 0.001–0.034 ?.

Cyanide initiated perfluoroorganylations with perfluoroorgano silicon compounds

Panne, Patricia,Naumann, Dieter,Hoge, Berthold

, p. 283 - 286 (2007/10/03)

Cyanophenylphosphanes, Ph2PCN or PhP(CN)2, do not react with Me3SiCF3 or Me3SiC6F5 in the absence of cyanide ions. Catalytic amounts of ionic cyanides such as [NEt4]CN

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