Chemical compound
Nitrosyl cyanide , a blue-green gas,[1] is the compound with the molecular formula ONCN. The compound has been invoked as a product of the oxidation of cyanamide catalyzed by the enzyme glucose oxidase .[2]
Structure, synthesis, reactivity
The structure of nitrosyl cyanide is planar. It is strongly bent at the internal nitrogen, analogous to the structure of nitrosyl chloride . The C-N-O angle is 113°. The NCN angle is 170°.[1]
The compound can be created by the reaction of nitrosyl chloride and silver cyanide at low temperatures. It is not typically isolated, but trapped by Diels-Alder reactions , e.g. with butadiene . Cycloadditions occur across the N=O bond. It forms a reversible adduct with 9,10-dimethylantracene.[1]
Related compound
References
^ a b c d Kirby, G. W. (1977). "Electrophilic C-nitroso-compounds". Chemical Society Reviews . 6 : 5–11. doi :10.1039/CS9770600001 (Tilden lecture).
^ Shirota, Frances N.; Goon, David J.W.; Demaster, Eugene G.; Nagasawa, Herbert T. (1996). "Nitrosyl cyanide, a putative metabolic oxidation product of the alcohol-deterrent agent cyanamide". Biochemical Pharmacology . 52 (1): 141–147. doi :10.1016/0006-2952(96)00174-8 . PMID 8678898 .
^ Rahm, Martin; Bélanger-Chabot, Guillaume; Haiges, Ralf; Christe, Karl O. (2014). "Nitryl Cyanide, NCNO2". Angewandte Chemie International Edition . 53 (27): 6893–6897. doi :10.1002/anie.201404209 . PMID 24861214 .
Salts and covalent derivatives of the
cyanide ion
HCN
He
LiCN
<style data-mw-deduplicate="TemplateStyles:r1123817410">'"`UNIQ--templatestyles-00000027-QINU`"'</style><span class="chemf nowrap">Be(CN)<sub class="template-chem2-sub">2</sub></span>
B(CN)<sub>3</sub>
C(CN)4 C2 (CN)2
NH4 CN ONCN O2 NCN N3 CN
OCN− -NCO <link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">O(CN)<sub class="template-chem2-sub">2</sub></span>
FCN
Ne
NaCN
Mg(CN)2
Al(CN)3
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Si(CN)<sub class="template-chem2-sub">4</sub></span>(CH3 )3 SiCN
P(CN)3
SCN− -NCS (SCN)2 S(CN)2
ClCN
Ar
KCN
Ca(CN)2
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Sc(CN)<sub class="template-chem2-sub">3</sub></span>
Ti
V
Cr(CN)6 3−
Mn
Fe(CN)2 Fe(CN)6 4− Fe(CN)6 3−
Co(CN)2 Co(CN)3− 5
Ni(CN)2 Ni(CN)4 2− Ni(CN)<sub>4</sub><sup>4−</sup>
CuCN
Zn(CN)2
Ga(CN)3
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Ge(CN)<sub class="template-chem2-sub">2</sub></span> <link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Ge(CN)<sub class="template-chem2-sub">4</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">As(CN)<sub class="template-chem2-sub">3</sub></span>(CH3 )2 AsCN (C6 H5 )2 AsCN
SeCN− <link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">(SeCN)<sub class="template-chem2-sub">2</sub></span> <link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Se(CN)<sub class="template-chem2-sub">2</sub></span>
BrCN
Kr
RbCN
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Sr(CN)<sub class="template-chem2-sub">2</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Y(CN)<sub class="template-chem2-sub">3</sub></span>
Zr
Nb
Mo(CN)8 4−
Tc
Ru
Rh
Pd(CN)2
AgCN
Cd(CN)2
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">In(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Sn(CN)<sub class="template-chem2-sub">2</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Sb(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Te(CN)<sub class="template-chem2-sub">2</sub></span> <link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Te(CN)<sub class="template-chem2-sub">4</sub></span>
ICN
Xe
CsCN
Ba(CN)2
*
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Lu(CN)<sub class="template-chem2-sub">3</sub></span>
Hf
Ta
W(CN)<sub>8</sub><sup>4−</sup>
Re
Os
Ir
Pt(CN)4 2- Pt(CN)<sub>6</sub><sup>4-</sup>
AuCN Au(CN)2 -
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Hg<sub class="template-chem2-sub">2</sub>(CN)<sub class="template-chem2-sub">2</sub></span>Hg(CN)2
TlCN
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Pb(CN)<sub class="template-chem2-sub">2</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Bi(CN)<sub class="template-chem2-sub">3</sub></span>
Po
At
Rn
Fr
Ra
**
Lr
Rf
Db
Sg
Bh
Hs
Mt
Ds
Rg
Cn
Nh
Fl
Mc
Lv
Ts
Og
*
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">La(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Ce(CN)<sub class="template-chem2-sub">3</sub></span> <link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Ce(CN)<sub class="template-chem2-sub">4</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Pr(CN)<sub class="template-chem2-sub">3</sub></span>
Nd
Pm
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Sm(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Eu(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Gd(CN)<sub class="template-chem2-sub">3</sub></span>
Tb
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Dy(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Ho(CN)<sub class="template-chem2-sub">3</sub></span>
Er
Tm
Yb(CN)3
**
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Ac(CN)<sub class="template-chem2-sub">3</sub></span>
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">Th(CN)<sub class="template-chem2-sub">4</sub></span>
Pa
<link href="mw-data:TemplateStyles:r1123817410" rel="mw-deduplicated-inline-style"/><span class="chemf nowrap">UO<sub class="template-chem2-sub">2</sub>(CN)<sub class="template-chem2-sub">2</sub></span>
Np
Pu
Am
Cm
Bk
Cf
Es
Fm
Md
No
This page was last edited on 17 June 2024, at 21:46