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235105

Sigma-Aldrich

N,O-Bis(trimethylsilyl)hydroxylamine

97%

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About This Item

Linear Formula:
(CH3)3SiONHSi(CH3)3
CAS Number:
Molecular Weight:
177.39
Beilstein:
1920452
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.411 (lit.)

bp

78-80 °C/100 mmHg (lit.)

density

0.83 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)NO[Si](C)(C)C

InChI

1S/C6H19NOSi2/c1-9(2,3)7-8-10(4,5)6/h7H,1-6H3

InChI key

ZAEUMMRLGAMWKE-UHFFFAOYSA-N

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General description

N,O-Bis(trimethylsilyl)hydroxylamine on reaction with 9-chloro-9-borafluorene yields 10-trimethylsilyloxy-9-aza-10-boraphenanthrene. It reacts with free phenolic steroids during the analysis of conjugated estrogen tablets and injectable formulations by GLC.

Application

N,O-Bis(trimethylsilyl)hydroxylamine has been used as reagent for the preparation of N-(dialkyl phosphinoyl)hydroxylamines and migration of simple alkyl groups in rearrangement of their O-p-nitrobenzenesulfonates.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

84.2 °F - closed cup

Flash Point(C)

29 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Tetrahedron, 48, 7539-7539 (1992)
G K Pillai et al.
Journal of pharmaceutical sciences, 70(9), 1072-1075 (1981-09-01)
A rapid capillary GLC method for the analysis of conjugated estrogen tablets and injectable formulations is described. The method involves the hydrolytic cleavage of the sodium sulfate ester conjugates by sulfatase enzyme. The free phenolic steroids are reacted sequentially with
Sunanda Biswas et al.
Chemical communications (Cambridge, England), 48(38), 4564-4566 (2012-04-03)
Treatment of 9-chloro-9-borafluorene with N,O-bis(trimethylsilyl)hydroxylamine results in 10-trimethylsilyloxy-9-aza-10-boraphenanthrene 6b. NMR spectroscopy shows that the expected antiaromatic 9-(trimethylsilyloxyamino)-9-borafluorene 5b rearranges to the formally aromatic phenanthrene 6b at room temperature.

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