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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,0-Bis(trimethylsilyl)hydroxylamine;O,N-Bis(trimethylsilyl)hydroxylamine;N,O-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
Molecular Weight:
177.39
MDL Number:
MFCD00008266
MOL File:
22737-37-7.mol
MSDS File:
SDS
Last updated:2026-11-04 17:03:31

N,O-Bis(trimethylsilyl)hydroxylamine Properties

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.
pka 5.94±0.70(Predicted)
form clear liquid
color Colorless to Almost colorless
Specific Gravity 0.83
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
BRN 1920452
InChI 1S/C6H19NOSi2/c1-9(2,3)7-8-10(4,5)6/h7H,1-6H3
InChIKey ZAEUMMRLGAMWKE-UHFFFAOYSA-N
SMILES C[Si](C)(C)NO[Si](C)(C)C
CAS DataBase Reference 22737-37-7(CAS DataBase Reference)
Comptox DTXSID DTXSID50177276
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Corrosion (GHS05)
GHS02,GHS05
Signal word  Danger
Hazard statements  H226-H314
Precautionary statements  P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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
F  10-21
TSCA  No
HazardClass  3.2
PackingGroup  III
HS Code  29319019
Storage Class 3 - Flammable liquids
Hazard Classifications Eye Dam. 1
Flam. Liq. 3
Skin Corr. 1B
NFPA 704
3
3 0

N,O-Bis(trimethylsilyl)hydroxylamine price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 235105 N,O-Bis(trimethylsilyl)hydroxylamine 97% 22737-37-7 1g $62 2023-01-07 Buy
Sigma-Aldrich 235105 N,O-Bis(trimethylsilyl)hydroxylamine 97% 22737-37-7 10g $310 2022-05-15 Buy
TCI Chemical B1825 N,O-Bis(trimethylsilyl)hydroxylamine >95.0%(GC) 22737-37-7 5g $583 2026-04-30 Buy
Usbiological 285898 N,O-Bis(trimethylsilyl)hydroxylamine Asreported 22737-37-7 1g $368 2026-06-03 Buy
Usbiological 285898 N,O-Bis(trimethylsilyl)hydroxylamine Asreported 22737-37-7 2g $516 2026-06-03 Buy
Product number Packaging Price Buy
235105 1g $62 Buy
235105 10g $310 Buy
B1825 5g $583 Buy
285898 1g $368 Buy
285898 2g $516 Buy

N,O-Bis(trimethylsilyl)hydroxylamine Chemical Properties, Uses, Production

Chemical Properties

Clear colorless liquid

Physical properties

bp 137–139°C, 78–80°C/100 mmHg; d 0.830 g cm3; 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).Reaction of N,o-bis(trimethylsilyl)hydroxylamine

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

Global Suppliers ( 101)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44567 61
Shandong Xiya Chemical Co., Ltd 13355009207 13355009207 3007715519@qq.com China 18722 57
Thermo Fisher Scientific 800-810-5118 cnchemical@thermofisher.com China 17752 75
TOKYO CHEMICAL INDUSTRY CO., LTD. 03-36680489 Sales-JP@TCIchemicals.com Japan 28364 80
TCI Europe 320-37350700 sales@tcieurope.eu Europe 23654 75
TCI AMERICA 800-4238616 sales@tciamerica.com Americas 23636 75
Shanghai Meishui Chemical Technology Co., Ltd 021-60549325 18616193163 China 4518 56

View Latest Price from N,O-Bis(trimethylsilyl)hydroxylamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE pictures 2021-08-12 N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE
22737-37-7
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE pictures 2019-12-31 N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE
22737-37-7
$1.00 1KG 95-99% 1ton Career Henan Chemical Co
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 AKOS MSC-0143 [dimethyl-(trimethylsilyloxyamino)silyl]methane N,O-Bis(trimethylsilyl)hydroxylamine > N,O-Bis(trimethylsilyl)hydroxylamine 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