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Sigma-Aldrich

O-(Trimethylsilyl)hydroxylamine

technical grade, 90%

Synonym(s):

Aminoxytrimethylsilane

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About This Item

Linear Formula:
(CH3)3SiONH2
CAS Number:
Molecular Weight:
105.21
Beilstein:
2035893
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

Assay

90%

form

liquid

refractive index

n20/D 1.405 (lit.)

bp

98-100 °C (lit.)

density

0.86 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)ON

InChI

1S/C3H11NOSi/c1-6(2,3)5-4/h4H2,1-3H3

InChI key

AEKHNNJSMVVESS-UHFFFAOYSA-N

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General description

O-(Trimethylsilyl)hydroxylamine is an O-substituted hydroxylamine. It is formed as an intermediate during the trimethylsilyl chloride catalyzed synthesis of α-branched amines.

Application

O-(Trimethylsilyl)hydroxylamine may be used for the preparation of O-trimethylsilyl oxime ethers.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

53.6 °F - closed cup

Flash Point(C)

12 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Chemoselective addition of organometallics to oxime ethers.
Tavakol H,et al.
Journal of Organometallic Chemistry, 692(10), 1924-1927 (2007)
Ying Fu et al.
Organic & biomolecular chemistry, 10(38), 7669-7672 (2012-08-14)
A general procedure for the nucleophilic addition of organozinc halides with nitrones in the presence of trimethylsilyl chloride has been developed. Trimethylsilyl chloride was found to be both an indispensable reaction promoter and a ready hydroxylamine protective agent in these

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