22737-37-7 Usage
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
Different sources of media describe the Uses of 22737-37-7 differently. You can refer to the following data:
1. 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).
2. 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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 22737-37-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,7,3 and 7 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 22737-37:
(7*2)+(6*2)+(5*7)+(4*3)+(3*7)+(2*3)+(1*7)=107
107 % 10 = 7
So 22737-37-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H19NOSi2/c1-9(2,3)7-8-10(4,5)6/h7H,1-6H3
22737-37-7Relevant articles and documents
Llonch et al.
, p. C24 (1973)
EXPEDIENT SYNTHESIS OF MONO-TRIMETHYLSILYL HYDROXYLAMINE AND BIS-TRIMETHYLSILYL HYDROXYLAMINE
Bottaro, Jeffrey C.,Bedford, Clifford D.,Dodge, Allen
, p. 1333 - 1336 (2007/10/02)
Mono and Bis-trimethylsilylhydroxylamine are conveniently prepared by similar procedures on an arbitrarily large scale, without risk or undue effort on the part of the experimenter.
