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Merck
CN

212849

Trimethylsilyl cyanide

98%

Synonym(s):

Cyanotrimethylsilane, TMSCN

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About This Item

Linear Formula:
(CH3)3SiCN
CAS Number:
Molecular Weight:
99.21
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
231-657-3
Beilstein/REAXYS Number:
1737612
MDL number:
Assay:
98%
Form:
liquid
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Quality Segment

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

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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Danger

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

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



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