ChemicalBook > CAS DataBase List > N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE

N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE

Product Name
N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE
CAS No.
22737-37-7
Chemical Name
N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE
Synonyms
AKOS MSC-0143;Bis(trimethylsilyl)hydroxylamine;N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE;N,0-Bis(trimethylsilyl)hydroxylamine;O,N-Bis(trimethylsilyl)hydroxylamine;N,O-Bis-(trimethylsilyl)-hydroxylamin;(Trimethylsiloxy)(trimethylsilyl)amine;N,O-Bis(trimethylsilyl)hydroxylamine >N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE, 97 %;[dimethyl-(trimethylsilyloxyamino)silyl]methane
CBNumber
CB0779294
Molecular Formula
C6H19NOSi2
Formula Weight
177.39
MOL File
22737-37-7.mol
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N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE Property

Boiling point:
78-80 °C100 mm Hg(lit.)
Density 
0.83 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.411(lit.)
Flash point:
84 °F
storage temp. 
2-8°C
solubility 
sol THF, ether, pentane, CH2Cl2.
form 
clear liquid
pka
5.94±0.70(Predicted)
color 
Colorless to Almost colorless
Specific Gravity
0.83
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
1920452
CAS DataBase Reference
22737-37-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
10-36/37/38-34
Safety Statements 
26-36-45-36/37/39
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
10-21
TSCA 
No
HazardClass 
3.2
PackingGroup 
III
HS Code 
29319019
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
235105
Product name
N,O-Bis(trimethylsilyl)hydroxylamine
Purity
97%
Packaging
1g
Price
$62
Updated
2023/01/07
Sigma-Aldrich
Product number
235105
Product name
N,O-Bis(trimethylsilyl)hydroxylamine
Purity
97%
Packaging
10g
Price
$310
Updated
2022/05/15
TCI Chemical
Product number
B1825
Product name
N,O-Bis(trimethylsilyl)hydroxylamine
Purity
>95.0%(GC)
Packaging
5g
Price
$500
Updated
2024/03/01
TRC
Product number
B535355
Product name
N,O-bis(Trimethylsilyl)hydroxylamine
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
B535355
Product name
N,O-bis(Trimethylsilyl)hydroxylamine
Packaging
500mg
Price
$110
Updated
2021/12/16
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N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE Chemical Properties,Usage,Production

Chemical Properties

Clear colorless liquid

Physical properties

bp 137–139°C, 78–80°C/100 mmHg; d 0.830 g cm?3; flash point 28°C.

Uses

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.

Uses

N,O-Bis(trimethylsilyl)hydroxylamine is a protected, lipophilic form of hydroxylamine. It reacts with a variety of electrophiles predominantly by attack on the nitrogen nucleophilic center. Reaction with acid chlorides (1 equiv) in the presence of triethylamine gives N,O-bis(trimethylsilyl)- hydroxamic acids by N-acylation.A related reagent, tris(trimethylsilyl) hydroxylamine, gives the same product in high yields, also by N-acylation.Hydrolysis gives the free hydroxamic acids, whereas thermal fragmentation affords isocyanates (eq 1).

Preparation

N,O-Bis(trimethylsilyl)hydroxylamine can be prepared in 69% yield by treating dry hydroxylamine with equiv chlorotrimethylsilane and equiv triethylamine.A safer preparation, which avoids the use of the explosive solid, hydroxylamine, uses the reaction of hydroxylamine hydrochloride with excess hexamethyldisilazane (71–75% yield).Alternatively, neutralization of hydroxylamine hydrochloride with ethylenediamine followed by addition of chlorotrimethylsilane can be used.

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.

N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE Suppliers

Alfa Chemistry
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View Lastest Price from N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE 22737-37-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE 22737-37-7
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
1ton
Release date
2019-12-30

22737-37-7, N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINERelated Search:


  • 2,2,5,5-Tetramethyl-3-oxa-4-aza-2,5-disilahexane
  • N,O-Bis-(trimethylsilyl)-hydroxylamin
  • Silanamine, 1,1,1-trimethyl-N-[(trimethylsilyl)oxy]-
  • 1,1,1-trimethyl-N-[(trimethylsilyl)oxy]silylamine
  • N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE, 97 %
  • N,0-Bis(trimethylsilyl)hydroxylamine
  • Bis(trimethylsilyl)hydroxylamine
  • (Trimethylsiloxy)(trimethylsilyl)amine
  • O,N-Bis(trimethylsilyl)hydroxylamine
  • α,α,α-Trimethyl-N-[(trimethylsilyl)oxy]silanamine
  • N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE
  • <i>N</i>,<i>O</i>-Bis(trimethylsilyl)hydroxylamine
  • AKOS MSC-0143
  • [dimethyl-(trimethylsilyloxyamino)silyl]methane
  • N,O-Bis(trimethylsilyl)hydroxylamine &gt
  • 22737-37-7
  • C6H19NOSi2
  • CH33SiONHSiCH33
  • Organic Building Blocks
  • Nitrogen Compounds
  • Si (Classes of Silicon Compounds)
  • Hydroxylamines (O-Substituted)
  • Hydroxylamines
  • Si-N Compounds
  • Hydroxylamines (N-Substituted)
  • Trimethylsilylazide, etc.
  • Building Blocks
  • Building Blocks
  • Chemical Synthesis
  • Nitrogen Compounds
  • Organic Building Blocks
  • Hydroxylamines
  • Hydroxylamines (N-Substituted)
  • Hydroxylamines (O-Substituted)
  • Si (Classes of Silicon Compounds)
  • Si-N Compounds
  • Trimethylsilylazide, etc.
  • Nitrogen Compounds
  • Organic Building Blocks