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Merck
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주요 문서

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212849

Sigma-Aldrich

Trimethylsilyl cyanide

98%

동의어(들):

Cyanotrimethylsilane, TMSCN

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About This Item

Linear Formula:
(CH3)3SiCN
CAS Number:
7677-24-9
Molecular Weight:
99.21
Beilstein:
1737612
EC Number:
231-657-3
MDL number:
MFCD00001765
UNSPSC 코드:
12352100
PubChem Substance ID:
24852746
NACRES:
NA.22

Quality Level

200

분석

98%

양식

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

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일반 설명

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

애플리케이션

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

포장

Packaging material contains granular sodium carbonate as a desiccant.

픽토그램

FlameSkull and crossbonesEnvironment
GHS02,GHS06,GHS09

신호어

Danger

유해 및 위험 성명서

H225,H300 + H310 + H330,H410

Hazard Classifications

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

보충제 위험성

EUH014,EUH029

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

33.8 °F - closed cup

Flash Point (°C)

1 °C - closed cup

개인 보호 장비

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

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시험 성적서(COA)

Lot/Batch Number
STBL4369
SDBB0809
SHBS1211
STBL1606
STBK9203

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Sigma-Aldrich

358711

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Sigma-Aldrich

358665

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Sigma-Aldrich

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Synthetic Communications, 36, 2483-2483 (2006)
Tetrahedron Asymmetry, 17, 2328-2328 (2006)
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)
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
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
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