N—O COMPOUNDS

Obsolete uses of urea peroxohydrate, as a convenient source of aqueous hydrogen peroxide, include the chemical deburring of metals, as a topical disinfectant and mouth wash, and as a hairdresser s bleach. In the 1990s the compound has been studied as a laboratory oxidant in organic chemistry (99,100). It effects epoxidation, the Baeyer-Villiger reaction, oxidation of aromatic amines to nitro compounds, and the conversion of sodium and nitrogen compounds to S—O and N—O compounds. 

Perhaps the most notable difference between S-N and N-O compounds is the existence of a wide range of cyclic compounds for the former. As indicated by the examples illustrated below, these range from four- to ten-membered ring systems and include cations and anions as well as neutral systems (1.14-1.18) (Sections 5.2-5.4). Interestingly, the most stable systems conform to the well known Htickel (4n -1- 2) r-electron rule. By using a simple electron-counting procedure (each S atom contributes two electrons and each N atom provides one electron to the r-system in these planar rings) it can be seen that stable entities include species with n = 1, 2 and 3. 

It will be convenient to describe first the binary. sulfur nitrides SjN,. and then the related cationic and anionic species, S,Nv. The sulfur imides and other cyclic S-N compounds will then be discus.sed and this will be followed by sections on S-N-halogen and S-N-O compounds. Several compounds which feature i.solated S<—N, S-N, S = N and S=N bonds have already been mentioned in the. section on SF4 e.g. F4S NC,H, F5S-NF2. F2S = NCF3, and FiS=N (p. 687). Flowever. many SN compounds do not lend themselves to simple bond diagrams, - and formal oxidation states are often unhelpful or even misleading. 

The free acid is unstable and may decompose explosively at sub-zero temperatures. See other n-o compounds, organic acids... 

It appears to be a stable covalent highly crystalline compound (unlike other metal methanediazoates). Alkanediazoates are easily converted to diazoalkanes, so should be regarded as capable of detonation. (Though named by the author as a methanedia-zoate, it is indexed and registered in CA as a nitrosomethylamide salt) [1], A sample of the freshly synthesised compound was dissolved in dichlorodideuteromethane and sealed into an NMR tube. Four days later, when the tube was being opened for recovery of the sample, the tube exploded. This was attributed to diazomethane formation, possibly from reaction with traces of moisture sealed into the tube [2], See other heavy metal derivatives, n-o compounds... 

Mercury(IF) formohydroxamate N Hg(ONHCO.H)2 or Hg(ON=CHOH)2 Urbanski, 1967, Vol. 3, 158 It possesses detonator properties. See Other MERCURY COMPOUNDS, N-O COMPOUNDS C2H4HgN204... 

See other high-nitrogen compounds, n-o compounds, triazoles... 

See Other PERCHLORATE SALTS OF NITROGENOUS BASES, N-O COMPOUNDS... 

Aminoisoxazole [1750-42-1] 0 i nh2 Sealed samples decompose exothermally above 115°C. See entry ISOXAZOLES See other N-O COMPOUNDS c3h4n2o... 

Amino-3-isoxazolidinone [68-39-3] NH-O / i nh2 Sealed samples decompose exothermally above 78°C. See entry isoxazoles See other N-o compounds c3h4n2o2... 

See related oximes See other n-o compounds, silver compounds 1410. 5-Bromo-4-pyrimidinone... 

See other ALKYL NITRATES, CYANO COMPOUNDS, N-O compounds... 

A-(Diethylphosphinoyl)hydroxylamine N Et2P(0)NH0H Harger, M. J. P. etal., Tetrahedron Lett., 1991, 32(36), 4769 Described as a hazardously unstable oil. See other N-o compounds c4h12no2p... 

Sealed samples decompose exothermally above 210°C. See entry isoxazoles See other N-o compounds... 

See Other HIGH-NITROGEN COMPOUNDS, N-O COMPOUNDS, TRIAZOLES... 

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