Nitrosobenzene

Nitrosobenzene Basic information
Product Name:Nitrosobenzene
Synonyms:Nitrosobenzene >=97%;NITROSOBENZENE;benzene,nitroso-;nitroso-benzen;nob;Nitrosobenzol;1-Nitrosobenzene;Nitrosobenzene,NOB
CAS:586-96-9
MF:C6H5NO
MW:107.11
EINECS:209-591-1
Product Categories:Organic Building Blocks;Analytical Chemistry;ESR Spectrometry;Spin Trapping Reagents;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Nitroso Compounds
Mol File:586-96-9.mol
Nitrosobenzene Structure
Nitrosobenzene Chemical Properties
Melting point 65-69 °C (lit.)
Boiling point 59 °C/18 mmHg (lit.)
density 1.1697 (rough estimate)
refractive index 1.5389 (estimate)
storage temp. 2-8°C
solubility Chloroform (Sparingly), Methanol (Slightly)
form Solid
color White to Brown
BRN 605688
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyNLRKCXQQSUWLCH-UHFFFAOYSA-N
CAS DataBase Reference586-96-9
NIST Chemistry ReferenceBenzene, nitroso-(586-96-9)
EPA Substance Registry SystemNitrosobenzene (586-96-9)
Safety Information
Hazard Codes T
Risk Statements 20/21-25
Safety Statements 26-36/37-45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS DA6497525
9-23
HazardClass 6.1(b)
PackingGroup III
HS Code 29042000
MSDS Information
ProviderLanguage
Nitrosobenzene English
SigmaAldrich English
Nitrosobenzene Usage And Synthesis
Chemical Propertieslight yellow solid
UsesSpin trap. Undergoes various addition, reduction, and oxidation reactions.
UsesSpin trap reagent. Has been used in the study of oxidative DNA damage and nitroso-compound-induced respiratory burst in neutrophils3,4.
DefinitionChEBI: A nitroso compound that is the nitroso derivative of benzene; a diamagnetic hybrid of singlet O2 and azobenzene.
Purification MethodsSteam distil nitrosobenzene, then crystallise it from a small volume of EtOH with cooling below 0o, dry it over CaCl2 in a dessicator at atmospheric pressure, and store it under N2 at 0o. Alternatively it can be distilled onto a cold finger cooled with brine at ~-10o in a vacuum at 17mm (water pump), while heating in a water bath at 65-70o [Robertson & Vaughan J Chem Educ 27 605 1950]. [Beilstein 5 IV 702.]
Nitrosobenzene Preparation Products And Raw materials
Raw materials(E)-1,2-Diphenyldiazene-->AZOXYBENZENE-->Aniline-->N-Phenylhydroxylamine
Preparation ProductsNitrobenzene-->Aniline-->N-Phenylhydroxylamine-->Benzaldehyde-->[1,1':2',1''-Terphenyl]-4'-amine
3,4-Dichloro-1-nitrosobenzene Nitrosobenzene N-Nitroso-N-phenylhydroxylamine aluminum salt 1-AMINO-7-NITROFLUORENE ACID ORANGE 74 9-DICYANOMETHYLENE-2,4,7-TRINITROFLUORENE 2,4,5,7-TETRANITRO-9-FLUORENONE hexanitrosobenzene 3-nitrofluoren-9-one 2-BROMO-7-NITROFLUORENE 2-Hydroxy-4-methoxy-1-nitrosobenzene 4-(Dimethylamino)nitrosobenzene,p-(Dimethylamino)nitrosobenzene,p-(N,N-Dimethylamino)nitrosobenzene N,N-Diethyl-4-nitrosoaniline 2,5-Bis(trifluoromethyl)nitrobenzene 2-DIMETHYLAMINO-3-NITROFLUORENE 2-FLUORO-7-NITROFLUORENE, 99 2-acetamido-3-nitro-9-fluorenone 2,4,7-TRINITRO-9-FLUORENONE

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