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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/REAXYS Number:
2035893
MDL number:
MFCD00010872
UNSPSC Code:
12352100
PubChem Substance ID:
24867596
NACRES:
NA.22

grade

technical grade

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

signalword

Danger

hcodes

H225,H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

53.6 °F - closed cup

flash_point_c

12 °C - closed cup

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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