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Merck
CN

235105

N,O-Bis(trimethylsilyl)hydroxylamine

97%

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About This Item

Linear Formula:
(CH3)3SiONHSi(CH3)3
CAS Number:
22737-37-7
Molecular Weight:
177.39
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854079
EC Number:
245-188-7
Beilstein/REAXYS Number:
1920452
MDL number:
MFCD00008266

Key Documents

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Product Name

N,O-Bis(trimethylsilyl)hydroxylamine, 97%

InChI key

ZAEUMMRLGAMWKE-UHFFFAOYSA-N

InChI

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

SMILES string

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

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

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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.

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.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW1867
BCBQ2317V
BCBS9422V
BCBB7213V
BCBB7213

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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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