NITROSOBENZENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H5NO
Molecular Weight	107.11
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=NC1=CC=CC=C1

InChI

InChIKey=NLRKCXQQSUWLCH-UHFFFAOYSA-N

InChI=1S/C6H5NO/c8-7-6-4-2-1-3-5-6/h1-5H

HIDE SMILES / InChI

Molecular Formula	C6H5NO
Molecular Weight	107.11
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Heats of formation of C(6)H(5)(•), C(6)H(5)(+), and C(6)H(5)NO by threshold photoelectron photoion coincidence and active thermochemical tables analysis.	2010-12-23	21128587
Allylation of nitrosobenzene with pinacol allylboronates. A regioselective complement to peroxide oxidation.	2010-09-03	20687578
Metalloenzymes: Natural product nitrosation.	2010-09	20720546
Addition reactions to the intramolecular mesityl2P-CH2-CH2-B(C6F5)2 frustrated Lewis pair.	2010-08-28	20617234
Aromatic substitution reactions between ionized benzene derivatives and neutral methyl isocyanide.	2010-07-15	20560604
Brønsted acid assisted regio- and enantioselective direct O-nitroso aldol reaction catalysed by alpha,alpha-diphenylprolinol trimethylsilyl ether.	2010-07-05	20437428
Dimeric quinidine-catalyzed enantioselective aminooxygenation of oxindoles: an organocatalytic approach to 3-hydroxyoxindole derivatives.	2010-04-28	20356308
Nitroreductase from Salmonella typhimurium: characterization and catalytic activity.	2010-04-21	20449486
Diastereoselective HOTf-catalyzed three-component one-pot 1,3-dipolar cycloaddition of alpha-diazo ester, nitrosobenzene and electron-deficient alkene.	2010-04-14	20309476
Determination of the v-j vector correlation in the photodissociation of nitrosobenzene at 305 nm.	2010-02-21	20170230
5-Methyl 3-(2-methyl-prop-3-yl) 2,6-di-methyl-4-(2-nitro-sophen-yl)pyridine-3,5-dicarboxyl-ate.	2010-02-13	21580377
Stimulation of human T cells with sulfonamides and sulfonamide metabolites.	2010-02	20159253
Nitric oxide oxidatively nitrosylates Ni(I) and Cu(I) C-organonitroso adducts.	2009-12-23	20000860
Pyrido[1,2-c][1,2,4]triazol-3-ylidene: reactivity and its application in organocatalysis and organometallic catalysis.	2009-10-21	19795063
Bond activation, substrate addition and catalysis by an isolable two-coordinate Pd(0) bis-isocyanide monomer.	2009-08-19	19630396
Mass spectrometric identification of hemoglobin modifications induced by nitrosobenzene.	2009-07	18973939
On the mechanism of nitrosoarene-alkyne cycloaddition.	2009-01-21	19093864
Dehydrative cyclocondensation reactions on hydrogen-terminated Si(100) and Si(111): an ex situ tool for the modification of semiconductor surfaces.	2008-12-03	18989960
Human arylamine N-acetyltransferase 1: in vitro and intracellular inactivation by nitrosoarene metabolites of toxic and carcinogenic arylamines.	2008-10	18759501
Nitrosobenzene-mediated C-C bond cleavage reactions and spectral observation of an oxazetidin-4-one ring system.	2008-09-17	18722431
Conversion of nitrosobenzenes to isoxazolidines: an efficient cascade process utilizing reactive nitrone intermediates.	2008-08-14	18654700
Identifying competing aerobic nitrobenzene biodegradation pathways by compound-specific isotope analysis.	2008-07-01	18678003
Organocatalytic synthesis of N-Phenylisoxazolidin-5-ones and a one-pot synthesis of beta-amino acid esters.	2008-03-06	18247633
(2Z)-2-Anilino-2-[oxido(phen-yl)iminio]-N-(2-pyrid-yl)acetamide methanol 0.425-solvate.	2008-02-15	21201937
Nitrobenzene biodegradation ability of microbial communities in water and sediments along the Songhua River after a nitrobenzene pollution event.	2008	18814571
Mechanistic studies of copper(I)-catalyzed allylic amination.	2007-12-12	18004850
Reaction of phenylperoxy radicals with NO(2) at 298 K.	2007-09-28	17851600
Intriguing behavior of cinchona alkaloids in the enantioselective organocatalytic hydroxyamination of alpha-substituted-alpha-cyanoacetates.	2007-08-31	17685658
Facile solution-phase synthesis of gamma-Mn3O4 hierarchical structures.	2007-03-17	17880738
Reaction of electron-deficient N=N, N=O double bonds, singlet oxygen, and CC triple bonds with acyloxyketenes or mesoionic 1,3-dioxolium-4-olates: generation of unstable mesoionic 1,3-dioxolium-4-olates from acyloxyketenes.	2007-02-16	17288380
Diels-Alder reactions of novel (1'-arylallylidene)cyclopropanes with heterodienophiles.	2007-02-05	17441162
Pi-complex structure of gaseous benzene-NO cations assayed by IR multiple photon dissociation spectroscopy.	2006-09-27	16984206
Electrostatic repulsion as an additional selectivity factor in asymmetric proline catalysis.	2006-07-21	16826292
Reduction of nitrosobenzenes and N-hydroxylanilines by Fe(II) species: elucidation of the reaction mechanism.	2006-07-15	16903284
Direct asymmetric hydroxyamination reaction catalyzed by an axially chiral secondary amine catalyst.	2006-05-10	16669668
Synthesis, structure and anticancer activity of novel 2,4-diamino-1,3,5-triazine derivatives.	2006-02	16377034
L-prolinamide-catalyzed direct nitroso aldol reactions of alpha-branched aldehydes: a distinct regioselectivity from that with L-proline.	2006-01-28	16493825
Enzymatic and mechanistic studies on the formation of N-phenylglycolohydroxamic acid from nitrosobenzene and pyruvate in spinach leaf homogenate.	2006-01-25	16417326
Substrate radical intermediates in soluble methane monooxygenase.	2005-12-09	16165086
Genotoxic activities of aniline and its metabolites and their relationship to the carcinogenicity of aniline in the spleen of rats.	2005-12	16468500
Rich chemistry of nitroso compounds.	2005-07-28	16010311
Nitrosoarene-CuI complexes are intermediates in copper-catalyzed allylic amination.	2005-05-25	15898753
Direct amino acid-catalyzed asymmetric desymmetrization of meso-compounds: tandem aminoxylation/O-N bond heterolysis reactions.	2005-04-14	15816756
[4+2] Cycloaddition of 2-substituted 1,2-dihydropyridines with nitrosobenzene: asymmetric synthesis of trans-2-substituted 3-amino-1,2,3,6-tetrahydropyridines.	2005-03-18	15760234
Bronsted acid catalysis of achiral enamine for regio- and enantioselective nitroso aldol synthesis.	2005-02-02	15669829
Exposure of mice to the nitroso metabolite of sulfamethoxazole stimulates interleukin 5 production by CD4+ T-cells.	2005-01-15	15588915
Direct photolysis of nitroaromatic compounds in aqueous solutions.	2005	16158587
Origins of selectivities in proline-catalyzed alpha-aminoxylations.	2004-11-03	15506738
Direct proline-catalyzed asymmetric alpha-aminoxylation of aldehydes and ketones.	2004-09-03	15373480
Purification and characterization of nitrobenzene nitroreductase from Pseudomonas pseudoalcaligenes JS45.	1995-07	7601851

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:52:36 GMT 2025` Edited by `admin` on `Mon Mar 31 18:52:36 GMT 2025`
Record UNII	ZI9W9E8G2Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-66479

Preferred Name

English

NITROSOBENZENE

Systematic Name

English

NITROSOBENZENE [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID7060417