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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:
22737-36-6
Molecular Weight:
105.21
Beilstein:
2035893
MDL number:
MFCD00010872
UNSPSC Code:
12352100
PubChem Substance ID:
24867596
NACRES:
NA.22

grade

technical grade

Quality Level

100

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
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H225,H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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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
Chemoselective addition of organometallics to oxime ethers.
Tavakol H,et al.
Journal of Organometallic Chemistry, 692(10), 1924-1927 (2007)

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