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212849

Trimethylsilyl cyanide

Name: Trimethylsilyl cyanide
Brand: ALDRICH

98%

Synonym(s):

Cyanotrimethylsilane, TMSCN

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About This Item

Linear Formula:

(CH₃)₃SiCN

CAS Number:

7677-24-9

Molecular Weight:

99.21

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24852746

EC Number:

231-657-3

Beilstein/REAXYS Number:

1737612

MDL number:

MFCD00001765

Assay:

98%

Form:

liquid

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Properties

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.392 (lit.)

bp

114-117 °C (lit.)

mp

8-11 °C (lit.)

density

0.793 g/mL at 20 °C (lit.)

SMILES string

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

InChI

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

InChI key

LEIMLDGFXIOXMT-UHFFFAOYSA-N

Description

General description

Trimethylsilyl cyanide participates in carbonyl aminomethylation via α-silyloxy nitriles.

Application

Trimethylsilyl cyanide was used:

for derivatization of complex metabolite mixtures by GC-MS
as cyanide source in enantioselective organocatalytic Strecker-type reaction of aliphatic N,N-dialkylhydrazones
as reagent for the cyanosilylation of aldehydes in near quantitative yield via catalysis by silylene-bridged rare earth oxide complexes
in asymmetric cyanosilylation with chiral dinuclear Ti(IV) complexes

Packaging

Packaging material contains granular sodium carbonate as a desiccant.

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pictograms

GHS02,GHS06,GHS09

signalword

Danger

hcodes

H225,H300 + H310 + H330,H410

pcodes

P210 - P264 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310

Hazard Classifications

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

supp_hazards

EUH014,EUH029

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

33.8 °F - closed cup

flash_point_c

1 °C - closed cup

ppe

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

Regulatory Information

危险化学品

非剧毒-急性毒性1

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Synthetic Communications, 36, 2483-2483 (2006)

The use of trimethylsilyl cyanide derivatization for robust and broad-spectrum high-throughput gas chromatography-mass spectrometry based metabolomics.

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

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)

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Global Trade Item Number

SKU	GTIN
212849-5G	04061838772381
212849-25G	04061838772374